Hotels in Cherry Plain

Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.

Escape to this Pittsfield hotel near the train station, with Tanglewood Music Center nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness center. Clean rooms and attentive staff create a welcoming mountain getaway.

Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing hot tub after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.

Tucked away in a peaceful corner of Pittsfield, this quiet motel offers free WiFi and parking with a 24-hour front desk. Nearby Crane Museum of Papermaking awaits exploration, while winter enthusiasts will love the downhill skiing options just moments away.

Experience rustic elegance at this inviting inn, where complimentary WiFi and parking enhance your stay near Pineridge Cross Country Ski Center and Berkshire Retreat Center. Unwind with a cocktail at the bar or savor a meal at the on-site restaurant.

Wake up to a complimentary self-serve breakfast at this charming Adams guesthouse. Enjoy free WiFi and parking while exploring nearby Adams Theater and Berkshire Scenic Railway Museum. Just a 22-minute drive from Pittsfield Station.

Convenient Troy location puts you near Frear Park and Farmers' Market, with Recovery Sports Grill serving American cuisine. This hotel offers free WiFi and parking, while the helpful staff ensures a comfortable stay in clean rooms with refrigerators.

Dive into Berkshires charm at this centrally located Lenox motel, where you'll enjoy the refreshing outdoor pool and free parking. Near Guido's Marketplace and Bousquet Ski Area, with clean rooms and exceptionally helpful staff to enhance your stay.

Near the train station in Castleton-on-Hudson, this hotel provides free breakfast, WiFi, and parking that guests consistently praise. Take a morning swim in the indoor pool, visit the fitness center, or explore nearby Funplex Fun Park.

Wake up to continental breakfast at this friendly motel near the Mountain Meadow Preserve. Clean, comfortable rooms with free WiFi await after a day of hiking nearby trails. The helpful staff will ensure a memorable stay in Williamstown.

Tucked in a quiet atmosphere, this hotel offers easy access to restaurants, shopping, and local spots like Arts Center of the Capital Region. Enjoy free breakfast, parking, and the 24-hour fitness center. The garden and terrace provide peaceful retreats after exploring nearby attractions.

Dive into the indoor pool at this Lenox hotel, just 10 minutes from Tanglewood Music Center. Enjoy a complimentary breakfast before exploring nearby attractions like Guido's Marketplace and Bousquet Ski Area. Free WiFi and parking complete your comfortable stay.

Conveniently located in Rensselaer, this hotel offers free breakfast, WiFi, and parking near Albany attractions. Jump into the indoor pool after exploring nearby Funplex Fun Park, or maintain your workout routine at the fitness center.

Step into this charming B&B in Troy, just minutes from the vibrant Farmers' Market and Frear Park. Hiking trails await nearby, while complimentary perks include WiFi, parking, and daily continental breakfast served from 6 AM.

Enjoy a serene retreat in Pittsfield with a seasonal outdoor pool and proximity to Colonial Theater and Berkshire Museum. This motel offers clean rooms, free WiFi, and parking. Just a 2-minute drive from the transportation hub for your Tanglewood adventures.

Nestled in Lenox, this lodge offers easy access to Kennedy Park and Pleasant Valley Wilderness Sanctuary. The Club Room serves American cuisine, while the terrace provides a perfect spot to unwind after exploring local attractions.

Conveniently located within a short drive of MVP Arena and Crossgates Mall, this hotel offers free breakfast, WiFi, and parking. Fitness enthusiasts will appreciate the 24-hour gym, while business travelers value the friendly staff and proximity to Albany-Rensselaer Station.

Tucked in New Ashford, this welcoming motel provides a refreshing seasonal outdoor pool, terraced grounds, and garden spaces. Just 15 minutes from skiing at Jiminy Peak and Brodie Mountain with free WiFi and convenient parking.