Coolest Upstate New York Getaways for Fall

Clear your schedule

Updated 09/03/19

Sometime around the start of September, New Yorkers start diverting their attention from beaches to mountains. Suddenly, the promise of yet another glass of rosé on the shores at sunset becomes slightly less enticing than the next best thing on the horizon: alpine getaways—complete roaring fireplaces, sweeping mountain views, and quaint cheese shops. Enter upstate New York, where the leaves slowly change into a thousand vibrant colors, evenings by the fire pit are a common occurrence, and where many city chefs have escaped in the name of beautiful farmland, fresh produce, and a low-key lifestyle.

There is no shortage of entertainment in upstate New York. The mountains are filled with trails, and the quaint towns are alive with local craftsmen, restauranteurs, cheesemongers, and designers. In essence, it's the perfect playground outside of Manhattan. To help you plan out your own upstate New York getaway, we highlighted our favorite properties and their best local food haunts. Whether you're into a rustic experience filled with badminton matches and whiskeys by the fire or you prefer a more decadent historic and luxury affair, we have the place for you.

Summer Rays in the Catskills

Upstate New York Getaways — Graham & Co.
Courtesy of The Graham & Co

Nestled in the Catskills, the 20-room Graham & Co. is your ideal summer share house, but it comes with all the amenities of a hotel. The property features hammocks, a badminton court, a fire pit, a picnic area, and a pool to lounge by. Go hiking, tubing, or simply sip on a craft cocktail—it'll feel like summer never ended.

Eat: The famous Phoenicia Diner is an institution in the area.

Action-packed Hudson

Upstate New York Getaways — Rivertown Lodge
Courtesy of Rivertown Lodge

If you want to explore all that Hudson, New York, has to offer without the inconvenience of getting a rental car, Rivertown Lodge is your spot. Located on Main Street, this lovely property—once a movie theater—is within walking distance to all the shops and restaurants that Hudson is famous for.

Eat: Book a table at the popular culinary hot spot Fish & Game (a James Beard winner), and finish off the evening with a nightcap at Rivertown Lodge's cocktail bar.

Pampering in Stone Ridge

Upstate New York Getaways — Hasbrouck House
@hasbrouckhouseny

If you're just looking to unwind in an idyllic environment, Hasbrouck House is the place for you. The beautifully renovated historic property has two restaurants on site, as well as in-room massages and private yoga sessions, so you never have to leave. The soaking tubs will make you want to linger as well.

Eat: Try Butterfield, Hasbrouck House's signature farm-to-table restaurant. Or have a drink and a snack at Butcher & Bar, the property's seasonal outdoor fast-food spot.

Th Cool Vibe in Hunter

Upstate New York Getaways — Scribner's Catskills Lodge
@scribnerslodge

Scribner's Catskills Lodge in Hunter, NY has quickly become the destination of choice for in-the-know New Yorkers. The refurbished motel, which once housed a decadent indoor swimming "grotto" in the 1960s, is now a chic but understated enclave that embodies the alpine spirit of après-ski without the fuss. Lounge by the fire or explore the nearby Catskills.

Eat: Scribner's own Prospect restaurant is a solid offering of locally inspired Hudson Valley food, circular bar, and mountain views—but in case you're looking for an adventure, the nearby Deer Mountain Inn will not disappoint.

Fireside in Tannersville

Upstate New York Getaways — Deer Mountain Inn
Courtesy of Deer Mountain Inn

Located near Scribner's in the Catskills, Deer Mountain Inn has a spirit of its own. Walk into the historic six-room lodge, and you'll instantly feel as though you've stepped into an old family friend's country home—where everyone is welcoming and the fireplace is roaring. It's the perfect place to wind down after a hike at Kaaterskills Falls.

Eat: The bar manager on the property, a Brooklyn expat, will serve you the best cocktails north of Manhattan while the food will leave you nothing short of impressed.

Luxury in Chester

Upstate New York Getaways — Glenmere Mansion
@sophiemiura

If you want to treat yourself to ultimate luxury, head to Glenmere Mansion. The 18-room Relais and Châteaux property, once host to royalty and aristocracy, is now a premier luxury destination less than an hour outside of New York City. It's the ultimate romantic escape for the most discerning travelers.

Eat: Between the intimate Supper Room and the more casual Frogs End Tavern—where you can escape for a cozy cocktail and game of chess—there isn't a need to venture far. Besides, the magnificent property is worth exploring in depth.

Off the Grid in Catskill Mountains

Upstate New York Getaways — Foxfire Mountain House
@foxfiremountainhouse

If you're into a full upstate New York experience, Foxfire Mountain House will not disappoint. In true Catskills style, the property is complete with a bocce ball and badminton court, fire pits, and hammocks. This place is relaxed, a little bohemian, and laid-back, but it's entirely luxe in its modern-day comforts.

Eat: Hop over to the local Woodstock Shindig for an unpretentious farm-to-table-fare.

Related Stories