Hotels in Chesterfield

Escape to this golf course adjacent hotel with 2 restaurants and a relaxing spa offering deep-tissue massages. The pool and fitness center enhance your stay, while Mount Tom State Reservation provides nearby adventure opportunities.

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.

This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.

Set in a historic building, this B&B offers a complimentary full breakfast each morning and free WiFi. Explore nearby hiking trails or take a short drive to Puffers Pond South Beach. Convenient free parking makes day trips easy.

Immerse yourself in the tranquility of Shelburne Falls at this welcoming guesthouse. Free WiFi and daily housekeeping provide essential comforts, while snowmobiling, snowshoeing, and sledding await right outside. Popular attractions like Glacial Potholes are nearby.

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.

Escape the ordinary at this quiet haven with a seasonal outdoor pool and fitness center. Just a 15-minute drive to major attractions and close to Riverdale Shops. The helpful staff and clean rooms earn consistent praise from fellow travelers.

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.

Wake up to free breakfast at this university-adjacent hotel with room service and helpful staff. The Commonwealth restaurant serves lunch and dinner, while a bar and deli offer casual options. Explore nearby Mullins Center and UMass Fine Arts Center with ease.

Discover West Hatfield from this welcoming motel with 24-hour reception and complimentary WiFi. Explore nearby Pioneer Valley Indoor Karting or Connecticut River Greenway State Park, then return to hassle-free accommodations with free parking.

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.

Tucked away in Becket, this motel offers convenient perks like free WiFi, complimentary parking, and room service. Hiking enthusiasts can explore nearby trails and visit the historic Becket Land Trust Quarry for outdoor adventures.

Wake to tranquility at this quiet Westfield hotel near General Wareham Park. Enjoy free buffet breakfast, WiFi, and parking while friendly staff ensure a comfortable stay in clean rooms. Springfield Union Station is just an 18-minute drive away.

This hotel puts you close to Yankee Candle Village and Mount Sugarloaf State Reservation. Enjoy clean rooms with free WiFi and parking, plus attentive 24-hour staff to assist throughout your stay. UMass Amherst is just a short drive away.

Discover the quiet atmosphere of this West Springfield motel, offering free WiFi and parking. Visit nearby attractions like Six Flags New England and Olympia Ice Center, with Springfield Union Station just 7 minutes away by car.

This business-friendly hotel is near University of Massachusetts Amherst, offering free breakfast, WiFi, and parking. Travelers will appreciate the indoor pool and 24-hour fitness center after exploring Central Rock Climbing Center and Hadley Farm Museum.

Just 15 minutes from Springfield, this welcoming hotel offers an indoor pool for year-round relaxation and a fitness center for active travelers. Guests rave about the complimentary breakfast, free WiFi, and convenient parking, plus the exceptionally helpful staff.