Hotels in Cragsmoor

Experience countryside charm at this Pine Bush hotel, where a seasonal outdoor pool awaits summer guests. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Brimstone Hill Winery and Angry Orchard. Clean rooms and attentive staff ensure a comfortable retreat.

Surrounded by nature in Gardiner, this luxury retreat offers deep-tissue massages at the spa and American cuisine at Clay restaurant. With 3 bars, an outdoor pool, and free WiFi, you'll be near Tuthilltown Spirits and DM Weil Gallery.

Escape to this charming Victorian B&B in Montgomery, featuring a restaurant, snack bar, and serene garden terrace. Enjoy facials and complimentary breakfast before exploring nearby City Winery Hudson Valley and Orange County Farmers Museum.

This charming farmhouse B&B offers a relaxing escape next to a golf course. Rejuvenate in the sauna, dine at Farmhouse Tavern, or enjoy drinks at the bar. Located near Minnewaska State Park with free WiFi and parking.

Relax at this Monticello spa hotel just steps from Resorts World Catskills. Pamper yourself with deep-tissue massages and body wraps at the full-service spa. Choose from 7 restaurants and enjoy free parking while exploring nearby Concord Monster Golf Course.

Nestled in Accord with easy access to Minnewaska State Park, this luxury lodge offers a 9-hole golf course and indulgent spa. Cool off in the indoor or outdoor pool after a workout. Savor delicious meals at the restaurant while enjoying free WiFi and parking.

Immerse yourself in the Catskills at this luxurious retreat featuring a casino, 6 restaurants, and multiple bars. Enjoy deep-tissue massages at the full-service spa or take a dip in the indoor pool after a workout in the 24-hour fitness center.

Escape to adventure at this Monticello retreat with 5 restaurants and 2 bars. Splash year-round in the indoor waterpark and outdoor pool. Clean rooms feature microwaves and fridges, all within walking distance of Resorts World casino.

Near the train station, this Montgomery hotel offers convenience with a 24-hour health club and café. Free breakfast, WiFi and parking make stays stress-free. Close to City Winery Hudson Valley and only 16 minutes from Stewart Airport.

This welcoming hotel offers a refreshing indoor pool and complimentary breakfast to start your day. Located within 10 minutes of Resorts World Catskills and The Kartrite Resort, guests consistently praise the helpful staff and clean rooms. Free parking rounds out your stay.

Minutes from Galleria at Crystal Run and Orange County Fairgrounds, this hotel offers an inviting indoor pool and complimentary breakfast. Relax at the bar after exploring nearby LEGOLAND®. Free parking and helpful staff ensure a comfortable, convenient stay.

At Super 8 Montgomery Maybrook, wake up to complimentary breakfast before exploring nearby City Winery Hudson Valley. Free WiFi and parking enhance your stay while the attentive staff, praised by fellow travelers, ensures a pleasant experience.

Immersive indoor pool and 24-hour fitness center complement spacious suites at this Middletown hotel. Located near Galleria at Crystal Run and LEGOLAND® New York, enjoy free breakfast, WiFi, and parking with friendly staff ready to assist.

Discover serene comfort near LEGOLAND® New York at this Middletown gem. The indoor pool invites morning swims, while free breakfast, parking, and WiFi enhance your stay. Explore nearby restaurants or visit Galleria at Crystal Run after a peaceful night's rest.

This charming Monticello hotel offers room service and free amenities just minutes from the excitement of Resorts World Catskills and Monticello Casino. Travelers consistently praise the helpful staff for creating a welcoming atmosphere during their stay.

Enjoy American cuisine at The Bistro or unwind at the bar after exploring nearby LEGOLAND® and Galleria at Crystal Run. This Middletown hotel offers free WiFi, free parking, and is praised for its exceptionally helpful staff.