Our 8 Favorite Places to Stay Upstate This Summer

When warm, humid air starts to fill the streets of the city, we immediately look north to plan our next trip. To us, summer upstate means open green fields, freshly picked fruit, and long drives with the windows rolled down. Along the way, we have discovered some very special places to stay; places that make us feel welcome, relaxed, and at times – adventurous. From the Spruceton Inn, a modern take on a retro style motel in the heart of the Catskills, to The Hudson Milliner, an industrial inspired guest house in downtown Hudson, all eight of these locations have something unique and lovely to offer their guests. To stay in any of these spaces is an invitation to wander and explore. We are so excited to see where you end up this summer, share your experiences with other upstate adventurers with #andnorthstays!

Table on Ten
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • Table on Ten in the Northwestern Catskills village of Bloomville, is beloved for its fresh coffee, wood-fired pizza and friendly atmosphere. Even better, you can make this 1860s house your “weekend” home by staying just upstairs. The third floor attic, accessed by a central staircase, is spacious and welcoming with a king-size handmade bed, private bathroom, record player and a desk/workspace. The two other rooms, both on the second floor, have queen size handmade beds. Enjoy a bottle of wine in your room before heading down to the cafe to sample pizzas from their wood fired oven on Friday and Saturday evenings. We recommend exploring the nearby villages of Bovina, Delhi, Andes and Cooperstown or packing a picnic before seeking out one of the local swimming holes.
  • Bloomville, NY
    166.87 miles from New York City

    Images by Gentl & Hyers
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Stewart House
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • If you’re looking for a luxurious stay along the Hudson, we recommend Stewart House located in Athens, NY. This nine room boutique hotel first opened in 1883 and was newly renovated in 2011 with many rooms featuring 800 thread count bed linens, heated towel racks, exposed brick chimneys, and multiple windows that boast expansive views of the river. Take an evening stroll through the hotel’s lovely garden before enjoying a meal, cocktails and live music in a riverside setting.
  • Athens, NY
    125.80 miles from New York City

    Images by Samantha Goh
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Hillside Schoolhouse
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • If you’re looking for a nostalgic step back in time, we recommend staying at Hillside Schoolhouse in Barryville, NY. Original slate chalkboards, douglas fir floors and trim, and huge country windows, are just a few of the interior elements that have gained Hillside recognition by Condé Nast Traveler as one of the Top 25 Hotels in the U.S. Owner Bronson Bigelow also contributes to the two-bedroom inn’s contemporary meets historic aesthetic, with his stunning handcrafted furniture, available for purchase. Our ideal day begins with a kayak ride along the Delaware River followed by dinner at The Heron in Narrowsburg.
  • Barryville, NY
    90.1 miles from New York

    Top image by Katie Lobel, bottom images by Noah Kalina
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Nest Inn
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • Just a few steps away from the Delaware River is our ideal country cabin, Nest Inn, an 1850s farmhouse in Narrowsburg, NY. The main guest room has a King size bed with a clawfoot tub and shower in addition to a lounge with a daybed and fridge. Alternatively, we love the second guest room for its clawfoot tub that sits beneath a white cloth canopy to the right of a queen size bed, offering guests just enough privacy for a relaxing bath. Around the corner from Nest Inn, owner Anna Bern, also curates a lifestyle boutique of a similar name. Stop by Nest, which sells home goods with a contemporary country aesthetic.
  • Narrowsburg, NY
    102.25 miles from New York City

    Images by Katie Lobel
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Graham & Co.
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • There’s a reason why Graham & Co. books out months in advance. We love this boutique hotel located in Phoenicia for its free bikes for guests who wish to explore town, bonfire pits available for ritual summer cookouts, and movie screenings on the open lawn. Tivoli radios are a staple in every room, which vary in size and makeup – from a deluxe double with two queen beds and a kitchenette, to a pared down bunk bed style setup with a shared bathroom. When temperatures rise, you will find us lounging at the hotel pool or down the block at Tinker Town Tube, gearing up for a whitewater tubing adventure on the Esopus.
  • Phoenicia, NY
    119.51 miles from New York City

    Images by Poul Ober
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Arnold House
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • At the top of Shandalee Mountain in Livingston Manor NY, you can find our favorite Catskills getaway – Arnold House. Each of the nine rooms in this country inn has a comforting, friendly atmosphere that references an almost camp-like aesthetic – natural cork floors, antique furniture and vintage fixtures, complete the look. With seven acres of surrounding land to explore, spend your day on the river learning how to fly fish, or take a hike to the top of Shandalee Mountain and gaze across the natural landscape. If you’d rather relax, sink into a chaise lounge for an afternoon nap or indulge in a milk and honey message at The Spa at the Arnold.
  • Livingston Manor, NY
    123.47 miles from New York City

    Images by Arnold House
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Spruceton Inn
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • This nine room inn in the heart of the Catskill Mountains is our ideal summer retreat. With over 25 miles of trails just a few paces out your front door, you can fully immerse yourself in the natural beauty of upstate, NY. We spend summers at Spruceton Inn roasting marshmallows over an open fire (yes, there are supplies for s’mores on hand for purchase) and swapping stories about our recent hiking excursions. You can stop by The Canteen, located in room 1, for a light snack of locally smoked trout and a craft brew from neighboring West Kill Brewing Company, before ending the night with a BBQ using one of their four classic Weber grills.
  • Westkill, NY
    137.41 miles from New York City

    Top image by Natalie Chitwood, bottom image by Nana Ha
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Hudson Milliner
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
Our 8 Favorite Places to Stay Upstate This Summer. andnorth.com
  • If we had to choose where to stay in Hudson, we’d pick Hudson Milliner, an industrial inspired guesthouse and inn right along Warren Street. Owners and artists Shannon and Charlotta created four stunning rooms, each with a distinct character and name: We love “The Top Hat” with its high ceilings, exposed brick walls, and antique roll-top writers desk. “The cloche” has a dreamy two-century-old queen-sized mahogany bed and antique clawfoot tub, perfect for a relaxing soak on balmy evenings. Spend your days visiting the many wonderful antique stores and gathering picnic fare from Talbott & Arding.
  • Hudson, NY
    119.83 miles from New York City

    Images by Shannon Greer
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9 comments

  1. They all look lovely in the photos, I can’t choose one. Thanks for the beautiful photos and great recommendations!

  2. Oh! What a great post about Spruce ton Inn in Catskills! I am planning to visit New York with all my family next month. Your post will help me a lot. My favorite is Hillside Schoolhouse though. Thanks a lot again for sharing such useful information.

  3. These are lovely- thanks for sharing! Have you checked out The Roxbury Motel in Roxbury- that’s an adventure all it’s own!

    1. We haven’t checked out The Roxbury Motel, but we will definitely add it to our list of places to visit!

  4. Nice review! By the way, have you done other countries? My husband and I found this Travel all Russia agency and was wondering what to choose from their package since we have no clue what it’s like in Russia.

    1. Thanks so much Suzana. As of now, we feature spots only in NY. Have a great time in Russia!

  5. Wow these are beautiful recommendations! The last time I visited New York I booked an apartment through roomorama, and it had similar “feels” that these had. Will definitely check these out next time!

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