20 Fall Getaways From NYC for Apple-Picking, Wine-Tasting, and Leaf-Peeping

These cozy hotels are the ideal escape from the urban jungle.Courtesy Mohonk Mountain HouseAll the leaves are brown, and the sky is turning gray…well, not quite yet, but you can't stop us from dreamin'. Though instead of California, our seasonal hopes and wishes turn to the hues of fall foliage season just within reach. And if you live in and around the Big Apple, there's no better way to take your sweet time soaking in the vistas without carving into precious OOO hours than checking into one of the best weekend fall getaways around NYC.The most idyllic towns on the East Coast, charming enough to make any Transcendentalist swoon, are but a hop (in your car) and a skip (on a train) away—think the Hudson Valley, the Catskills, the Berkshires, the Adirondacks, and even some tucked-away corners of Pennsylvania and New England. And there are plenty of adorable hotels in these areas ready to welcome you with a warm flannel blanket and a generous mug of hot chocolate to kick off a cozy stay.The properties you see below are some of our editors' favorites because they go above and beyond being a place to rest your head. They're the secluded cabins snuggled into the woods with modern suites and crackling fireplaces. They're the lovingly restored inns that embody the souls of their small towns, and the multihyphenates that also function as cider mills, apple orchards, and pumpkin patches. Most of all, they're the best excuse to take that romantic getaway or family road trip you've been putting off.Without further ado, find our 20 favorite properties for weekend fall getaways around NYC—we promise taking an extra day or two off won't hurt.Skaneateles Fields Resort & SpaLocation: Skaneateles, NYWith a can’t-miss farm-to-table restaurant, an impeccable wellness area, live music, and a welcoming upstate atmosphere, Skaneateles Fields Resort & Spa is a mini-retreat that will satisfy all your off-the-grid cravings as an urbanite or Skaneateles resident. With 89 total rooms, options range from deluxe kings to double queens, as well as a family-style room with multiple semi-private sleeping areas for those traveling in a group. This is the kind of resort where I would have made core memories as a kid, with pools, trails, nine-hole putting, a pond (essential for childhood shenanigans), and nightly s’mores by the firepit. There’s also a game room with two racing games, a duck claw machine, and an old-school Pac-Man that was born out of the vision of the owner’s own young daughter. The caring staff has truly built something special here, and walking through the lobby every morning feels akin to being the suave, popular quarterback walking down a high school hallway, getting fist-bumps from everyone who passes. —Bridget KnowlesFall festivities: Welcome to the Finger Lakes, New York’s biggest wine region, where a Riesling is the glass to order, but there's much to discover beyond the area's famous bottles. Find all the fall foliage your heart desires and then some as you hike the 1.7-mile loop around Bahar Preserve and Carpenter Falls, where you'll get a chance to spot the trail's 90-foot waterfall misting the changing leaves. Bring home one of the season's best souvenirs by apple-picking at Beak & Skiff Apple Orchards to round off your trip.How to get there: Take the Amtrak Empire Service from Penn Station to Syracuse, and from there rent a car or take the regional bus to Skaneateles. If you're driving from the city, the route will take just over four hours.Read Full ReviewStockton InnLocation: Stockton, NJFor a woodsy escape to the Delaware River Valley, the Stockton Inn puts you in close reach of New Hope, Lambertville, and Frenchtown—each worth exploring for picturesque main streets, surprisingly good restaurants, and robust vintage shopping scenes. Brimming with history (once a place of retreat for F. Scott Fitzgerald and Jackie Kennedy Onassis), the 300-year-old inn was reinvigorated in 2024. While the interior design feels delightfully contemporary, every now and again you’ll get a glimpse of the past—for example, in the museum-worthy hand-signed registry of former guests splayed open in the guest lounge. The hotel houses nine rooms, split between the original inn and neighboring carriage houses, and each features king-sized beds, white marble bathrooms, and Sangra de Fruta bath products. Fresh pastries are walked in daily from nearby Stockton Market and made available in the guest lounge, while the Stockton Inn Restaurant, helmed by chef Bob Truitt, is a seasonal eatery that’s a destination in its own right. Perhaps one of the best ways to explore the area is with the hotel’s complimentary bikes, which you can take along the D&R Canal Towpath for a scenic ride along the Delaware River. —Jessica SulimaFall festivities: The placid region of Bucks County has a certain celebrity allure, with stars like Leonardo DiCaprio and Justin Bieber spotted popping into town. But there’s far more to this bucolic stretch of land than its A-listers. Get to know its architectural spirit on a guided tour of Japanese woodworker George Nakashima’s home in New Hope, which is ensconced by the gorgeous golden treeline. And don’t leave the area without grabbing a PSL at Lambertville Trading Company (which also pioneered the coffee ice cube) just across the New Jersey border and hitting up the Golden Nugget, an expansive flea market where your next favorite comfy sweater is just waiting for you to pick it out.How to get there: Ride the Amtrak Keystone Service from Penn Station to Trenton, New Jersey. From there, book a local taxi service to Stockton. If you're driving, the route will take just shy of 90 minutes.Read Full ReviewEastwind Oliverea ValleyLocation: Big Indian, NYBig Indian isn’t Woodstock. It’s not even Phoenicia. It’s small and tucked away. That’s one of the best things about the location: the sense that you’re further away from things than you really are, and that makes it the perfect place to settle in and hunker down. But if being sedentary isn’t your thing, the McKenley Hollow Trailhead starts at the property line, and there are several other great hikes (the Hunter Mountain Trailhead, for instance) and attractions (West Kill Brewery) within driving distance. This cozy getaway is designed for vintage lovers and hygge seekers—and is almost guaranteed to make it onto your Instagram feed. Tucked deeper into nature than its older sibling in Windham, Eastwind Oliverea Valley derives its special sauce from its harmony with its surroundings, complementing rather than taking away from the landscape. Its wood-fire-warmed lounge, sauna, and proximity to ski slopes make for ideal companions as the mercury drops. A small but excellent seasonal food menu and cocktail list round out its offerings. —Arati MenonFall festivities: Eastwind Oliverea Valley is a property made for fall. Case in point: its firepits for s'mores roasting, saunas for warming up from the crisp fall chill, and on-site Dandelion Restaurant & Bar, where hearty root veggies, crisp apples, and sumptuous squashes are the high notes on the menu. Should that not be enough to satisfy your wanderlust, stretch your legs on the McKenley Hollow Trail, which starts just steps from the hotel.How to get there: The easiest way to reach Big Indian is by renting a car and making the 2.5-hour drive, but it is possible to make the trek from Port Authority on the Trailways ADT P704 bus that will drop you off right in town. The drive should take just under 3.5 hours.Read Full ReviewThe WestonLocation: Manchester, VTThe Weston is the latest endeavor of the Sharp family, whose impressive hospitality lineage includes The Carlyle and Gramercy Park Hotel in New York City and the Beverly Wilshire in Los Angeles. Formerly the Inn at Weston, the two-building property with nine uniquely designed rooms underwent a sweeping two-and-a-half-year renovation that left no detail unattended. Visiting the exquisitely restored property feels like being hosted in your well-traveled aunt’s country home. Turns out, there's a good reason for the hotel’s worldly, yet distinctly personal, atmosphere: Much of The Weston’s decor is sourced from the Sharps’ personal art and antique collection. The small-but-mighty spa offers massages and facial treatments featuring the Natura Bisse skincare line. Overall, The Weston shines during winter, but remains a lovely getaway in nature regardless of the season, with plenty of year-round activities available both on- and off-site. —Hannah ToweyFall festivities: Ditch the Central Park horse carriages and opt for a tractor ride through the corn maze at Equinox Valley Nursery. Make sure you go jack-o'-lantern shopping through the giant pumpkin patch before you leave. Afterwards, take a deep breath and let the alpine cure of the mountain air work its magic. While you could also break into a sweat hiking up nearby Prospect Rock or Equinox Mountain, save your energy and leaf-peep in style by riding the sky gondola up Stratton Mountain. Manchester itself is just as worth perusing as its scenic landscapes, with the Hallmark-movie-worthy Northshire Bookstore and the art lover's haven that is the Southern Vermont Arts Center.How to get there: The best way to get to Manchester from NYC is by renting a car and taking the four-hour drive. While there's not much in the way of public transit that makes this New England more accessible, this is a road trip that is well worth the gas money.Read Full ReviewWm. Farmer and SonsLocation: Hudson, NYThis is all of the upstate charm of Hudson in a nutshell, far and away from the hokey and kitsch. Hudson is oft-cited as the “downtown of upstate,” and if we're expanding on the analogy, then consider this inn the subtly cool address in town in-the-know regulars keep in their back pockets. With one of the best restaurants in Hudson just downstairs, plus the fact that it's within walking distance of the Amtrak station and offers easy access to the city's innumerable and impossibly cute shops, the inn truly moves to the heartbeat of the city. No two rooms across the inn's three buildings—The Merchant House, Wm. Farmer, and the Annex Suites—are the same. Whether you're traveling on a weekend getaway for two, a retreat for a large crew, something in between or beyond, the inn's combined portfolio of 15 rooms and suites has your needs covered. —Kat ChenFall festivities: Step into “upstate’s downtown,” where Hudson Valley’s eponymous crown jewel is always keeping things fresh. Restock your home decor to better fit the fall with antiques on and around Warren Street. Or, take a short drive up to the High Falls Conservation Area, where there's a moderately challenging 1.5-mile loop. If you like your art with a little side of the outdoors, find Art Omi in nearby Ghent, a 15-minute drive from Hudson, which boasts an impressive 120-acre sculpture park made for frolicking.How to get there: Ride the Amtrak Empire Service up to Hudson for an easy hop up that lasts shy of two hours, or take the equivalent amount of time driving.Read Full ReviewHotel KinsleyLocation: Kingston, NYIt's clear from the outset that Kinsley is a beautiful hotel, fit for guests who expect more than unblemished greige carpeting from their stays. You can expect sophisticated, if slightly bubbly, spaces; think solid-wood midcentury credenzas, ivory-and-maroon checkered hallway carpeting, deep red oriental rugs, white-as-the-driven-snow Frette linens, a bar that just looks like it makes a delicious cocktail (and boy, does it), and a top-tier selection of art, dispersed all around the space. In short, good looks are a cornerstone of the project. The 42-room hotel, restaurant, and cocktail bar are all part of a collection of four architecturally distinct buildings, tastefully restored from the 17th through 19th centuries. That said, don't miss the on-site dining at the Kinsley, where the seasonal New American cuisine with Southern and French influences comes courtesy of Spencer Coplan, or the bar, where you’ll find unfussy, albeit complex cocktails in an intimate, well-lit space. Kingston, in many ways, feels like Brooklyn—if Brooklyn wanted a hit of fresh air. You’ll find the same kooky, slightly off-beat vintage shops and artfully spare apothecaries lined with overpriced tinctures, along with the same bushy beards and blunt bangs plastered on the folks that frequent them. —Betsy BlumenthalFall festivities: The on-site restaurant offers autumn dishes like squash doughnuts, pumpkin mole tacos, and chicken pot pie; you can also enjoy craft cocktails made with apple cider and local spirits in the chic, historic setting. Off-property, visit Kingston’s farmers market, where you can pick up seasonal produce and handmade fall goods; take a quick drive to Olana State Historic Site, the home of late artist Frederic Edwin Church, for a hike and sweeping views of the Hudson Valley's fall foliage. Hudson River Maritime Museum will give you a peek into the region’s history, then enjoy a scenic riverfront walk for even more fall colors.How to get there: Around a two-hour drive or a two-hour Metro-North train ride to Kingston from Grand Central. The town is walkable, so the train is a convenient option for this urban-meets-rural getaway in the heart of the Hudson Valley.Read Full ReviewMayflower Inn and Spa, Auberge Resorts CollectionLocation: Washington, CTThe Mayflower Inn and Spa is in Litchfield County, Connecticut—a stunning area of New England that still feels like somewhat of a secret, though urbanites have been moving here for some time in search of a place close to New York City and Boston with both outdoor space and city comforts. The resort itself attracts a similar crowd of New Yorkers and New Englanders looking for a weekend getaway where there’s something for everyone—including fantastic food, outdoor activities, and an unforgettable spa. The stately hotel looks grand and impressive from the exterior, with its manicured gardens and white lounge chairs. But inside is a property updated for what we’re looking for when we travel now: fun. The common spaces are places to linger, from the yellow parlor room to the quiet library. The aesthetic doesn’t sound like it would work on paper—mustard yellow walls, striped couches, tasseled chairs, a gallery wall of floral prints, and antique furniture. But thanks to designer Celerie Kemble's careful vision, it gets pulled together into a relaxing space where there's always a new detail to catch your eye. —Stephanie WuFall festivities: You can spend hours cozying up and indulging in s’mores by the fire, but the hotel also hosts seasonal cooking classes focusing on fall harvest ingredients. You can also enjoy a luxury spa day with autumn-inspired treatments, like pumpkin facials and apple cider massages. Nearby, explore Steep Rock Preserve, a stunning area for hiking with vibrant fall foliage, waterfalls, and scenic views. Take a short drive around Litchfield County for the best farm-to-table restaurants, cider tastings, and local weekend festivals, and visit the White Memorial Conservation Center for a hike through forested areas with fall colors in full bloom.How to get there: The property is about a two-hour drive from NYC, or you can take the Metro-North to New Haven, Connecticut (about two hours), then drive 30 minutes. Driving offers the greatest flexibility for exploring the retreat’s semi-rural surroundings.Read Full ReviewHotel LilienLocation: Tannersville, NYIn Greene County’s town of Tannersville, you’ll find the 18-room restored oasis that is Hotel Lilien, formerly the Washington Irving Inn. The Victorian gem dates back to the 1890s and was recently (and impeccably) restored with modern touches, most noticeable in the guest bathrooms, which now include brass fixtures and marble floors. Luxury lies in the velvety feel of the property, where natural light pours in from the stained-glass windows and bounces off dark wood paneling. Since opening, the cocktail bar and dining spaces have become a hub for a trendy local crowd, who have the option to join guests enjoying the wood-burning stove. The hotel is just five minutes away from the region’s buzzy Hunter Mountain, too. —Jessica ChapelFall festivities: Other than leaf-peeping from your hotel window, you can relax near the fire in the common lounge area with a craft cocktail, around the pool table or jukebox, or while enjoying a s’mores dessert skillet. Off-property, visit Tannersville’s local shops and farm stands—be sure to pick up some pumpkins, apples, and cider. Nearby is also the small, artsy town of Hunter, where you can take part in pumpkin-carving contests or browse through fall farmers markets. Park at Kaaterskill Falls for waterfalls surrounded by vibrant autumn foliage—take the Escarpment Trail for extra-special panoramic views.How to get there: Hotel Lilien is just over a two-hour drive from NYC or a two-hour Metro-North ride to Hudson, followed by a 30-minute drive. It’s best to drive directly from NYC if you can, as it’s easier to access the Catskills region and navigate hot spots surrounding the semi-remote hotel.Read Full ReviewChatham Bars InnLocation: Chatham, MAThe Chatham Bars Inn, considered a benchmark of luxury on the Cape, manages to reinvent itself over and over again to keep up with the times. If you’re looking for a full-service resort with all the bells and whistles and then some, this is it, including one of the better spas on the Cape; an expansive pool deck with food and beverage service; a private quarter-mile beachfront; tennis courts with lessons available; and a 24-hour gym. Check out its popular farm-to-table dinner series, held a few miles away at the resort’s very own eight-acre farm. —Todd PlummerFall festivities: The hotel's farm-to-table menu highlights fall ingredients like squash, apples, and root vegetables. You can take in the breathtaking view of Cape Cod's fall coastline from the on-site spa, which offers seasonal treatments like pumpkin facials. Off-site, explore Chatham’s pumpkin patch tours or visit local farms like Cape Cod Organic Farm for seasonal produce and apple picking. For a day of adventuring, take a scenic drive along Cape Cod National Seashore, where the fall colors meet the coastline in harmony, and pay a visit to Monomoy National Wildlife Refuge for bird-watching, strolling, and discovering the area's wildlife.How to get there: This iconic Cape Cod inn is around a 4-hour drive from NYC, or you can take Amtrak to Boston (about 3.5 hours), followed by a bus or a 1.5-hour drive to Chatham. The direct drive is the most convenient and scenic option for exploring the Cape.Read Full ReviewOmni Bedford Springs ResortLocation: Bedford, PA11 US presidents have stayed at this 2,200-acre old-fashioned resort in the Allegheny Mountains; it takes you back in time in style. For more than 200 years, the property’s eight springs have served as a gathering place and still feature in the treatments at the 30,000-square-foot spa. With the utmost respect for its heritage, the resort has restored some guest rooms; most include balconies with rocking chairs overlooking the creek or mountains. The 1796 Room is the signature steak and chophouse; at Frontier Tavern, linger over artisanal brews or toast marshmallows over a firepit. The Crystal Room is one of the oldest restaurants in America and serves breakfast, lunch, brunch, and dinner, all created by a fantastic chef. —Stefanie WaldekFall festivities: Indulge in the resort’s Autumn Harvest Afternoon Tea, with seasonal teas, pumpkin bread, and cinnamon scones. For those interested (and even for those not), the resort’s on-site golf course offers breathtaking views of the surrounding fall landscape. Nearby, visit the Bedford County Fall Foliage Festival, one of the top autumn festivals in the region, which features craft vendors, local produce, and live music. Or, explore the Allegany National Forest for hiking, biking, and scenic drives.How to get there: Omni Bedford Springs Resort is nearly a 5-hour drive from NYC, or you can take Amtrak from Penn Station to Harrisburg (3.5 hours), and then it's a 1-hour drive from there. That said, driving directly from NYC is the most straightforward option for this remote destination.Read Full ReviewWhite ElephantLocation: Nantucket, MANantucket's hotel scene has grown up quite a bit over the past few years, with exciting new boutique offerings (Faraway, Life House) making waves and drawing younger, more trend-setting travelers to the island than ever before. But the most tried-and-true hotel here is one of the oldest: the harborside White Elephant, a historic inn-and-cottages resort that masters classic New England chic whilst keeping up with the times. Case in point, the resort is a 54-key hotel with 11 on-site cottages, including an artist-in-residence program and airy interiors paying homage to the island's basket-weaving and seafaring heritage. Cerulean textiles, brass elephant-head door knockers, wood-and-leather armchairs, and marble accents complement the ocean and white caps just beyond your window (or spacious seating area and balcony, if you spring for a suite). The serene great lawn and Brant Point Grill make up perhaps the most spacious stretch of waterfront dining on the island—perfect for a hearty lobster-leaning breakfast, or a perfectly balanced cocktail and raw-bar spread if you're just visiting to take in the bobbing sail boats and passing ferries. And it's all mere steps (or a complimentary bike pedal, all of about three minutes) from all the cobblestones, climbing roses, and crowds in town—something that, on this historic and well-loved island, you really can't beat. —Shannon McMahonFall festivities: Sip a warm cider cocktail on the inn’s terrace while enjoying the cool autumn breeze and views of the harbor. Outside, the charm of Nantucket in fall, with its mild weather and peaceful atmosphere, provides an idyllic escape. Take a fall ferry ride through Nantucket Sound to witness the coastline’s autumn transformation; Explore Nantucket’s Cranberry Bog, where you can watch as the berries are harvested; and walk or bike along the island’s Sconset Bluff Walk for sweeping views of changing leaves.How to get there: From NYC, it’s around a four-hour drive to Hyannis, followed by a one-hour ferry to Nantucket; alternatively, you can take Amtrak to Hyannis (about five hours) and then the ferry. Of course, driving gives you more flexibility—but the island itself is walkable and easy to navigate without a car.Read Full ReviewThe Inns of AuroraLocation: Aurora, NYThe Inns of Aurora is a five-inn lakeside property of meticulously restored buildings from the 1800s and early 1900s. Guest rooms are decorated with furniture and art from founder Pleasant Rowland’s personal collection, and each inn has a distinct feel. Initially constructed in 1833, The Aurora was the first of the inns to be restored in 2003, and was the property of Edwin Barber Morgan, co-founder of the New York Times and American Express. Four more properties were restored to their former glory over the years, the last of which was the 1909 home of Morgan’s grandson, Robert Zabriskie. Renovations were finished in 2019. —Alexandra SanidadFall festivities: A quintessential Finger Lakes experience, this property offers seasonal wellness packages, including autumn-inspired spa treatments using apple cider and pumpkin for skin rejuvenation. Off-property, enjoy apple picking at The Apple Farm in nearby Ithaca, one of the best spots in the region for fresh apples, cider, and fall produce. Head to Cornell University's Botanical Gardens for vibrant fall walks and to experience nature in full autumn glory. Or, spend an afternoon at Long Point State Park, where you can hike (or lightly stroll) through trails with views of Cayuga Lake’s fall foliage.How to get there: This property is a four-hour drive from NYC, or you can take Amtrak from Penn Station to Syracuse (about three hours), followed by a one-hour drive to Aurora. Driving offers a more direct and scenic route through the Finger Lakes.Read Full ReviewThe Bradstan Boutique HotelLocation: Eldred, NYRustic and upscale design meet here to create a dreamy forest getaway. There are plenty of great stays in the Catskills, but as Goldilocks might say after a breath of relief, this one feels just right. Off a winding road bordered by tall, full trees, the property structures wrap around the parking lot where guests first enter. The lobby boasts a simple yet classy design adorned with heaps of glass, wood, and stone. Floor-to-ceiling windows can be found throughout the majority of the resort's 11 on-site structures, and the openness allows for the sweeping forest backdrop to take center stage. From stand-alone cabins to the sweetest suites, the rooms are spacious and nature-forward, with delicate oak and a light palette on the painted walls. As the resort is located on the gigantic, lush, and historic Eldred Preserve, there’s serenity to be found amidst the trails and three ponds on the grounds. The vastness of the 600-acre preserve, though, remains unassuming—until a meander through the property’s trail network, where guests will approach the serene 65-acre Sunset Lake and perhaps soak in the outdoor ambiance of a dinner at The Homestead. Set adjacent to a pond, restaurant diners enjoy a clear view of the stars with their farm-to-table meals. From day to night, the property feels like a welcoming, warm, decadent paradise in the middle of the woods. —J.C.Fall festivities: Staying on-site means dreamy fall amenities, like rustic country dining, floor-to-ceiling windows, and in-room fireplaces, all surrounded by a colorful mountain backdrop. Don’t skip out on local farm stands and apple orchards in Bethel for a taste of fresh seasonal produce, or a visit to Bethel Woods Center for the Arts for an autumn festival.How to get there: Expect slightly longer than a 2.5-hour drive from NYC or a 2-hour Metro-North ride to Port Jervis, followed by a 30-minute taxi or Uber ride (you can also call the hotel’s concierge for their ride suggestions). Driving is most convenient, as the hotel is tucked in a more remote area.Read Full ReviewThe RoundhouseLocation: Beacon, NYThe Roundhouse brings a touch of modern flair to the idyllic town of Beacon. With a chic, industrial aesthetic and stunning waterfall views, it finds a balance between the edgy and the bucolic in a very Hudson Valley way. With a popular on-site restaurant and an even more popular wedding venue, the Roundhouse has become an institution in East Beacon, where it sits surrounded by cute coffee shops and swanky boutiques. The nearby contemporary art museum Dia: Beacon and the many fantastic hikes within walking distance of the hotel make it a great home base to explore the lower Hudson Valley. After a long day, guests in one of the penthouse suites can enjoy a bath in a freestanding tub surrounded by large, curved windows showing off the incredible natural surroundings. —Oscar Moss DorrFall festivities: Enjoy seasonal cocktails crafted with local apple cider and pumpkins from nearby farms, or cozy up by the riverside fireplace with a glass of mulled wine. Nearby, find fall hiking trails at Mount Beacon (with some of the best leaf-peeping views in the Hudson Valley), or visit wineries like Millbrook Vineyards (in our opinion, one of the best wineries near NYC) for fall tastings. Every Sunday, head to Beacon Farmer’s Market to pick up some seasonal produce, pumpkins, and fresh apple cider. And don’t miss out on Dia:Beacon, an expansive tree-lined art museum housed in a former factory, offering year-round exhibitions with a tranquil atmosphere in the fall.How to get there: Nearly 1.5 hours by car from NYC, or just over a 1.5-hour train ride on Metro-North from Grand Central to Beacon. The Roundhouse is a short walk from the train station.Read Full ReviewTopping Rose HouseLocation: Bridgehampton, NYTopping Rose House is the Hamptons’ ultimate refined hideaway and feels like a cultivated sanctuary—where splendid white wooden beams meet open-air vistas, spa rituals follow sunset poolside prosecco, and spacious, colorful rooms cradle you. Tucked in the quiet, ritzy town of Bridgehampton, this historic and iconic stay balances grandeur with warmth, and feels like a quiet and classy celebration of old and new. Rooted in a 1842 Greek Revival mansion, the property now offers 22 historic rooms (16 spacious guest rooms and 6 one-bedroom suites). Inside, each of these spaces feels intimate yet expansive, elevated by on-site Jean‑Georges dining, holistic wellness at Naturopathica, and polished personalized service (from wellness programming to private transportation). Topping Rose is home to lawns trimmed to perfection and alcoves of blooming hydrangeas tracing pathways from the main house to a heated pool, where aqua sparkles under beige umbrellas and Adirondack chairs clutch rosé-chilled glasses. —J.C.How to get there: By car, Bridgehampton is around 2.5 hours from NYC, and you’ll have a far better chance of evading the dreadful Hamptons traffic once the summer fades and fall comes around. You can also take the Long Island Rail Road (LIRR) from Penn Station to Bridgehampton, which takes around 2 hours; however, driving offers more flexibility once you’ve arrived.Fall festivities: On the property, surrounded by colored leaves, guests can indulge in autumn-inspired dishes when dining on dishes made using local seasonal produce. Nearby, explore local farms like The Apple Farm for apple picking and pumpkin patches.Read Full ReviewTouristsLocation: North Adams, MAInspired by the American roadside motor lodge of yore, Tourists is built for contemporary design lovers, with lots of light wood on the banks of the Hoosic River. Many of the large windows in the guest rooms look straight into nature, helping blur the line between the outdoors and indoors. Opened in 2018, Tourists still feels like the cool new kid on the block, with the clientele to match. Ideally situated for those exploring Williamstown and North Adams, it’s approximately three miles from the Clark Art Institute, Mass MoCA, and Bright Ideas Brewing. If you’re visiting this corner of the Berkshires, there’s nowhere more stylish to stay. —Devra FerstFall festivities: Guests can enjoy s’mores by the firepit in the evenings, a perfect way to unwind after a day of exploring. Just a short drive from Tourists, Mass MoCA is one of the largest contemporary art museums in the US, featuring rotating exhibits and installations, including seasonal and fall-themed exhibits.How to get there: Tourists is a little over a 3.5-hour drive up the Taconic Expressway. If you need to make a pit stop, the charmingly old-school Millbrook Diner is almost exactly at the halfway point.Read Full ReviewMohonk Mountain HouseLocation: New Paltz, NYExperience living history at Mohonk Mountain House, where you will be immersed in the wholesome pastimes and stunning natural beauty of an American icon. Mohonk offers a seemingly limitless array of activities to try while visiting; choose your own adventure or simply embrace doing nothing at all. The spa is a must-visit for time in the tranquil setting that frames the nearby Shawangunk Mountains alone. Whether enjoying the Belgian waffles with caramelized bananas at the divine breakfast buffet or grabbing cookies and tea as an afternoon snack, service is warm and personal. The rooms achieve a cozy elegance by leaning into what makes Mohonk so special: incredible views, simple luxuries like wood-burning fireplaces and claw-foot bathtubs, and an eye for aesthetic details inspired by the Arts and Crafts movement. An ideal place for a solo trip or a family gathering, Mohonk offers a respite from our overstimulated, overscreened culture. Visit and get back to the most important things in life: nature, connection, beauty, and the best breakfast buffet this side of the Atlantic. —Katie MathewsFall festivities: The on-site spa offers autumn-inspired treatments like pumpkin facials and apple cider massages. Join other guests for the hotel’s bonfire nights: a cozy, fall tradition where guests gather around a firepit in the evenings to enjoy hot cider, warm blankets, and marshmallow roasting. Off-property, head to Minnewaska State Park—located about 10 minutes from Mohonk, the park is famous for its fall hiking, with panoramic views of the Shawangunk Ridge. And with over 85 miles of trails, Mohonk offers one of the best fall foliage experiences in the region. (Hike up to the Sky Top Tower for panoramic views of the colorful landscape.) Dressel Farms in New Paltz offers apple picking and cider tasting throughout the fall; visit nearby wineries such as Whitecliff Vineyards for tastings, located just 20 minutes from the resort.How to get there: It’s around a two-hour drive from NYC to Mohonk Mountain House. You can also take a bus via the Adirondack Trailways from Port Authority to New Paltz, or take an Amtrak or Metro-North train from Grand Central to Poughkeepsie. Book the Mohonk Mountain House Shuttle service in advance—they will organize a seamless transfer from either of these stations.Read Full ReviewCastle Hill InnLocation: Newport, RIIn the Agassiz mansion, no two rooms are alike. And while this is a historic property, everything is beautifully maintained, and far from dusty. We stayed in the duplex Turret Suite, which occupies, as the name suggests, the property’s iconic highest point. The king-sized bed was cozy, the antique millwork felt reminiscent of another time, and–the pièce de résistance–a spiral staircase leads into the highest section of the mansion’s turret, where a freestanding soaking tub sits surrounded by windows, offering panoramic views of Newport. It is, by any measure, sublime. Fine dining aside, Castle Hill also gets it right with its more casual outposts, too. The Terrace Bar offers elevated takes on grilled New England fare, with an infallible burger, and a housemade peach barbecue sauce I’m still dreaming about days later. A full gourmet breakfast is included for (and exclusive to) overnight guests. Castle Hill is also a great spot for drinks—there are few more quintessentially Newport experiences than posting up in one of the Adirondack chairs on The Lawn, ordering a Dark and Stormy, and waving to the sailboats that go cruising on by. —T.P.Fall festivities: The hotel provides warm fireplaces in the lounge and dining areas, making it the perfect place for a cozy evening. You can also find one of the best spots to view fall foliage in Newport nearby: the Cliff Walk is a scenic 3.5-mile walk along the coast, offering ocean views and picture-perfect colorful leaves. Find apple picking and wine tastings at Sakonnet Vineyards, a short drive away from the property, as well as a handful of local fall festivals, like the Newport Harvest Festival (typically in early October) or the Newport Food and Wine festival.How to get there: It’s about a four-hour drive from NYC to Castle Hill Inn. You can also take the Amtrak to Kingston Station, then meander through a 40-minute drive to Newport with coastal views (the Inn offers free transport from the rail station).Read Full ReviewMirror Lake InnLocation: Lake Placid, NYBuilt in 1883 as a private home, this Adirondack Mountain resort is on the shores of Mirror Lake, one block from Main Street and close to the Olympic Center. Mirror Lake Inn wrote the book on customer service—staff welcome you back with open arms and treat you like family. Rooms have mahogany walls, vaulted ceilings, polished walnut floors, and private balconies with beautiful water vistas. Although there are plenty of things to do on-site throughout the year, the inn’s proximity to the center of town and nearby Whiteface Mountain makes it easy to try many outdoor activities. An absolute must is a massage in the spa. The lakefront Cottage Café serves pub-style dishes. —Charu SuriFall festivities: Other than views of Mirror Lake’s dreamy fall foliage, guests can enjoy autumn-inspired dishes with locally sourced ingredients, as well as s’mores by the lakeside fireplaces. Off-site, head up Whiteface Mountain on the aptly named Cloudsplitter gondola and take in views from atop a mountain where Olympians have trained. Or you can head downtown and see the Olympic Museum, with exhibits spanning the history of the Games (in case you missed it, Lake Placid is the only US town to host the Winter Olympics twice).How to get there: Around a 5-hour drive from Manhattan up I-87, or a 6-hour trip from Penn Station on the Amtrak Adirondack line to Westport Station, which is about a 40-minute cab or Uber ride from the inn.Read Full ReviewLake House on CanandaiguaLocation: Finger Lakes, NYUpstate New York’s Finger Lakes region, a nine-county sweep of state parks and small towns, forests and farmland, has pulled vacationing families and nature lovers to its 11 slender, digit-like lakes for more than a century. But it's really only over the past decade that the area has come into its own as one of the country’s top wine regions, pulling a new crew of savvy visitors who come as much for the local vintages as for the Walden-esque natural setting. The newly reimagined Lake House resort on the north end of Lake Canandaigua, one of the loveliest (and toniest) corners of upstate, sits at the intersection of old guard and new. The expansive compound of recently built white gabled structures on the site of a former roadside motel retains some of the old local flavor but is casually upscale enough for well-heeled weekenders from Toronto and New York City. Rooms have a New England resort feel—plenty of white painted wood and four-poster beds—and the food is excellent: Sand Bar turns out the perfect lobster roll alongside potent classic cocktails, while the more upscale Rose Tavern taps into the area’s local bounty. But, truth be told, you’re there for the lake: To watch it go from blue to pink-gold from the Adirondack chair on your balcony, to head out for the afternoon in a canoe with a picnic lunch, and to listen to it settle for the night from a shorefront firepit as you toast marshmallows or sip a local off-dry Riesling—or, better yet, do both.—Jesse AshlockFall festivities: Guests can photograph the foliage around the lakes and indulge in seasonal dishes featuring locally grown squash, apples, and pumpkins. (Menus change with the harvest.) Drive down to Naples (stop and grab a picture at the County Road 12 scenic overlook), or hit a U-pick farm and gather apples. If you want more of an adrenaline rush, take the chairlifts to the top of Bristol Mountain during the fall months for the Fall Sky Ride weekends.How to get there: A leisurely five-hour drive from New York City on I-80 toward Rochester gives you ample time to marvel at the foliage along the way. There is also Amtrak service from the city to Rochester, which is 45 minutes away from Canandaigua Lake.Read Full ReviewThis gallery has been updated with new information since its original publish date.Why Everyone Will Be Going to Osaka in 2025Jessica Chapel is a Commerce Writer at Condé Nast Traveler, where she covers travel booking and retail content. Previous to this role, she was Traveler's Editorial Assistant and has been working with the brand for over three years. Her passions inspire her published works, where she writes of indulgent travel ... Read More