Top 15 Cool and Unusual Hotels in The Catskills 2023

The Catskills are a storied, beautiful, historic and much-loved wilderness just a hundred miles north and west of New York City. The area is a paradise for outdoorsy types, with endless opportunities for hiking, camping, climbing, tubing, canoeing, biking, and skiing. The Catskill Park is a “Forever Wild” nature reserve owned by New York State, and home to all kinds of wildlife such as black bears, bobcats, cougars, deer and hundreds of bird species.

 The area has always been a haven for artists and writers, and the small towns are full of character, with antique stores, historic inns and farm-to-table restaurants. There’s even a book village in Hobart with eight bookshops at last count.

 You can choose from a huge variety of lodgings including trendy resorts, quirky boutique hotels, cozy cabins and unique farm stays. I fell in love with The Catskills and I think you will too, here are my favorite cool and unusual hotels in The Catskills, Upstate New York (in no particular order)…

1. Twin Gables of Woodstock – a hip, stylish and trendy and very Instagrammable boutique hotel that features beautifully designed guest rooms inspired by hand-selected artwork

Twin Gables of Woodstock - a cool and trendy hotel Twin Gables of Woodstock - a cool and trendy hotel2

Instagrammable hotel in The Catskills

Nestled in the heart of the quaint and charming village of Woodstock, the Twin Gables is this cool, quirky, comfortable, and ideally located accommodation. Established in an 1880 Victorian-style private home, this historic building was revived into a fine boutique hotel by a renowned artist couple, Mr. and Mrs. Alfred Daiber, in 1926.

The Twin Gables is home to four luxury suites decked with six rooms, private bathrooms, modern amenities, state-of-the-art appliances, and high-speed WiFi.

The rich and bold interiors are brimming with art and culture, curated beautifully to deliver an unforgettable experience. Large groups, families, and wedding parties can contact the hotel administration to rent the entire home.

2. The Roxbury – a cool, funky and fun boutique place in The Catskills which offers very unique bespoke themed-rooms

The Roxbury - an enchanting place in Catskills The Roxbury - an enchanting place in Catskills1 The Roxbury - an enchanting place in Catskills2

A truly one-of-its-kind fantastical boutique hotel, The Roxbury is a wondrous abode of themed interiors drenched in a land of fantasy. The Roxbury experience is characterized by supercharging your sense of imagination and leaving you awestruck with wonder.

Travelers can explore an array of themed guest rooms, sprawling luxury suites, and idyllic cottages set against a stunning backdrop of the verdant Catskill Mountains.

Guests can explore two sister properties – the Roxbury at Stratton Falls and the Roxbury Motel, each offering a personalized and wondrous experience. Guests can revel in the splendors of Mother Nature and reconnect with their imagination while recharging in the hotel’s serene setting.

  • To book, check prices or availability for The Roxbury

3. Bluebird Hunter Lodge – a gorgeous quirky-chic lodge that offers a great restaurant on site and stunning surroundings

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Bluebird Hunter Lodge - a quirky-chic lodge

The Bluebird Hunter Lodge revives a 70s-themed ski lodge with a contemporary twist, set against the breathtaking backdrop of the Catskills.

This venue is characterized by the fascinating cultural charm and traditional glories of Hunter Mountain, beguiling guests with its adventurous vibe and proximity to some of the most action-packed hiking trails in the area.

The Bluebird Hunter Lodge exudes an old-world charm with its characterful aesthetic dominated by textured wood and rare stone. Guests can explore an array of king and double-queen rooms designed with rustic chic interiors, modern furniture, and large windows with stunning mountain views.

Large groups and families prefer the sprawling two-bedroom chalets and loft suites, which come with a living area, state-of-the-art kitchen, and a private deck.

4. Stonehill’s Farmhouse – a cozy, rustic-chic inn that provides allergy-free rooms and plenty of outside space

Stonehill's Farmhouse - a rustic-chic inn Stonehill's Farmhouse - a rustic-chic inn1 Stonehill's Farmhouse - a rustic-chic inn2

Famous for its private hiking trails, comfortable B&B setting, and farm-to-table dining experiences, Stonehill’s Farmhouse combines a traditional countryside farmhouse experience with contemporary comforts and modern amenities.

This family-run establishment presents itself as an extraordinary experience rather than a standard hotel. It delivers a quaint farmhouse experience with unusual accents, such as a backyard that houses a petting zoo and a charming tavern nestled in the living room.

The Farmhouse offers four tastefully decorated rooms featuring modern appliances, handcrafted vintage furniture, rare antiques, traditional artwork, and historic artifacts. Guests enjoy exploring a constantly rotating lineup of local food connoisseurs and vendors at the in-house Catskill Cocktail Club.

5. Resorts World Catskills – a fun upscale casino resort perfect for a family holiday, a couple’s escape or a short break partying with friends

Resorts World Catskills - an upscale casino resort Resorts World Catskills - an upscale casino resort1 Resorts World Catskills - an upscale casino resort2

An opulent realm of world-class entertainment, adventure, and luxury, the Resort World ranks high on the list of cool hotels for an unforgettable getaway in the Catskill Mountains. This lavish accommodation delivers a Vegas-style experience in the beautiful mountainside setting of the Catskill.

Home to 5-diamond luxury suites, palatial penthouses, and comfortable guestrooms, the Resort World is bound to leave guests spoiled with opulence and extravagance.

The in-house casino, sprawling over 100,000 square feet of resort-like interiors, rivals Las Vegas gaming arenas with its 2,150 state-of-the-art slot machines, 150 live table games, and an elegant private poker room.

Guests staying at Resort World can access the world-class Crystal Life Day Spa and indulge their taste buds with the resort’s creative in-house dining experiences.

6. YO1 Health Resort, Catskills – a tranquil upscale all-inclusive spa resort that features light and bright modern interiors and a swimming pool 

YO1 Health Resort, Catskills - a tranquil all-inclusive spa resort YO1 Health Resort, Catskills - a tranquil all-inclusive spa resort1 YO1 Health Resort, Catskills - a tranquil all-inclusive spa resort2

Designed to deliver an opulent and extravagant “healing experience” in the heart of the wilderness, the YO1 Health Resort allows travelers and serenity-seekers to connect and heal with Mother Nature.

Popular for its ancient Ayurveda-inspired therapies and retreats, the YO1 delivers an authentic and unpretentious experience grounded in achieving wellness by embracing a natural lifestyle.

Guests can explore a wide range of king-sized rooms and suites with stunning lake view settings, plush bedding, and sprawling seating areas. Each of the rooms and suites offer delightful views of Bailey Lake. Travelers looking to indulge in private therapies might want to check out the king suites that come with an adjoining massage room.

7. AutoCamp Catskills – a relaxing and unique venue that is the perfect place for a fun and cool glamping experience

AutoCamp Catskills - an unassuming venue2

AutoCamp Catskills - an unassuming venue AutoCamp Catskills - an unassuming venue1

The AutoCamp Catskills exudes adventure and excitement with an idyllic forest setting and proximity to the historic villages of Saugerties and Woodstock.

This accommodation is ideal for adventurers and hikers, given its proximity to some of the most popular trails that lead you deep into the heart of the Catskill Mountains and Hunter Mountain.

Guests can explore an exciting array of accommodations, depending on whether they want to experience outdoor living or indoor luxury. The Airstream Suites combine a nature-living experience with indoor comforts and fully equipped kitchenettes, while the luxury tents recreate a yurt-like setting with spacious canvas tents decked with modern amenities.

The Premium X Suites are ideal for families and travelers desiring home-like comforts, and the Vista Cabin Suite is a delightful cottage-like setting for an idyllic romantic getaway.

8. Pine Hill Arms Hotel – a laid-back rustic-chic hotel that offers hiking trails in the nearby area

Pine Hill Arms Hotel - a laid-back hotel Pine Hill Arms Hotel - a laid-back hotel1 Pine Hill Arms Hotel - a laid-back hotel2

An elegant boutique hotel that draws travelers with its peaceful setting and central location, the Pine Hill Arms Hotel is a splendid venue for a comfortable and indulgent vacation.

The guest rooms are decorated with fine furniture, modern appliances, and luxury accents to curate a comfortable and contemporary living experience.

Guests can enjoy room service or dine at the lounge while connecting with fellow travelers and enjoying the hotel’s scenic location. The in-house Arms Restaurant & Salon is a celebrated fine dining establishment famous for its kale fries, southern-style dinner platters, and smoked pork Kielbasa.

The central location offers proximity to the best dining spots and attractions, including the Shandaken Historical Museum.

9. Margaretville Mountain Inn B&B – a charming, romantic historic boutique B&B housed in a Queen-Anne-style residence

Margaretville Mountain Inn B&B - a charming and historic B&B Margaretville Mountain Inn B&B - a charming and historic B&B1 Margaretville Mountain Inn B&B - a charming and historic B&B2

One of the most spectacular historic hotels for an authentic Catskills experience, the Margaretville Mountain Inn is a Victorian-themed structure constructed back in 1886.

The Queen Anne-style architecture has been lovingly and impressively preserved, from the authentic slate roof to the exquisite woodwork lining the interiors.

This dreamy vintage-style house is home to elegantly decorated guest rooms, offering spellbinding views of the Catskill Mountains State Park. The guest rooms and interior spaces revive the old-world charm of the structure with fine artifacts, rare antiques, and a period-themed aesthetic.

Guests can enjoy gourmet breakfasts and fine dining experiences in the formal dining area or lounge around in the parlor to play games or explore good reads from the library.

10. Antique Rose Inn Windham – a one-of-a-kind Victorian-style B&B where guests can immerse themselves in historic elegance, charm and vintage chic decor

Antique Rose Inn Windham - an one-of-a-kind Victorian-style B&B3Antique Rose Inn Windham - an one-of-a-kind Victorian-style B&B1 Antique Rose Inn Windham - an one-of-a-kind Victorian-style B&B2

The Antique Rose Inn lives up to the antiquity of its name with its magnificent Queen Anne-style Victorian architecture and beautiful vintage-themed interiors.

This delightful bread and breakfast is tucked in the heart of Windham, surrounded by stunning views of the Catskill Mountains and Hunter Mountain.

This accommodation markets itself as a home away from away, staying true to its vision with diligent attention to detail and exceptional hospitality. The Antique Rose Inn delivers modern comforts and luxuries at affordable rates, making it popular among budget-conscious travelers.

The guest rooms are tastefully decorated with Victorian-era furniture, period-themed antiques, plush bedding, and modern appliances. Guests start their day with an indulgent spread of hot breakfast specialties, often served in the sprawling garden if the weather permits.

11. Danskammer House Bed & Breakfast – a beautiful 19th-century guesthouse surrounded by pretty gardens

Danskammer House Bed & Breakfast - a 19th-century guesthouse Danskammer House Bed & Breakfast - a 19th-century guesthouse1 Danskammer House Bed & Breakfast - a 19th-century guesthouse2

The Danskammer House is an 1870 Victorian home located in the heart of a quaint village along the scenic Hudson River. This elegant B&B offers a refined setting with 5 lavishly designed guest suites. Each suite offers an ensuite bathroom, closet, king-sized beds, oriental rugs, and comfortable lounging furniture.

The Danskammer House is akin to a museum of fine art and rare textiles, for its interiors and furniture are extraordinarily tasteful and well-appointed.

The entire house is decorated with remarkable reproductions of paintings of the Hudson River School. The linens, fabrics, wall surfaces, furnishings, and pine floors exude a bold and charming character with their color tones and rich textures.

12. Stamford Gables Bed and Breakfast – a cute and relaxed historic B&B that offers a unique and romantic stay

Stamford Gables Bed and Breakfast - an informal and relaxed B&B Stamford Gables Bed and Breakfast - an informal and relaxed B&B1 Stamford Gables Bed and Breakfast - an informal and relaxed B&B2

Nestled in the historic quarters of Northwest Catskills, the Stamford Gables is one of the finest boutique hotels to enjoy an unpretentious B&B experience without compromising on contemporary comforts.

The Stamford Gables is popular for its relaxed, laid-back ambiance, finely decorated accommodations, and country-style breakfast spreads laden with Belgium waffles, homemade muffins, and French toast. Guests can choose from a selection of well-appointed and brightly-lit rooms equipped with modern appliances, fine linens, and plush bedding.

This idyllic B&B offers easy access to some of Stamford’s finest dining establishments, including the Ming Moon Restrnt and the Vasta’s Bistro and Pizzeria. Adventurers staying at the Stamford Gable must embark on the 0.3-mile Catskill Scenic Trail – a must-have experience to revel in natural beauty.

13. Catskill Mountain Lodge – a cozy family-owned lodge where pets are also welcome

Catskill Mountain Lodge - a cozy family-owned lodge Catskill Mountain Lodge - a cozy family-owned lodge1 Catskill Mountain Lodge - a cozy family-owned lodge2

A delightful family-owned establishment nestled in the picturesque village of Palenville, the Catskill Mountain Lodge is ideally positioned on the banks of the scenic Kaaterskill Creek. Guests can explore sprawling guest rooms, three private cabins, an outdoor pool, and an action-packed courtyard at the in-house bar and Off Track Betting (OTB) venue.

This year-round mountainside lodge is adjacent to 600,000 acres of verdant beauty and hiking trails of the Forever Wild Mountain and the Great Northern Catskills. The Lodge Room and Motel Room are the hotel’s budget-friendly and spacious accommodations, while the poolside cabin offers an intimate and opulent setting.

14. Catskill Chalet Cabin about 3 Mi from Belleayre Resort! – one of the most beautiful and cozy holiday homes in Catskills perfect for longer stays

Catskill Chalet Cabin about 3 Mi from Belleayre Resort! - one of the most Instagrammable holiday homes in Catskills  Catskill Chalet Cabin about 3 Mi from Belleayre Resort! - one of the most Instagrammable holiday homes in Catskills 2

Catskill Chalet Cabin about 3 Mi from Belleayre Resort! - one of the most Instagrammable holiday homes in Catskills 1

The Catskill Chalet Cabin offers a central location in the Fleischmanns, nestled at a 3-mile distance from the Belleayre Resort and within proximity to Roscoe. This luxury vacation home offers 4 sprawling bedrooms, a fully-equipped kitchen, 3 bathrooms, a lounging area, and a makeshift workstation.

This accommodation is ideal for business and leisure travelers, and families with children for guests have everything they need to work, play and explore.

For instance, the chalet is equipped with a dishwasher, a spa bath, a microwave, a washing machine, a hairdryer, free bath amenities, a flat-screen TV with cable service, a gaming console, a computer, and an iPod docking station.

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