Hotels in Chesterfield

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.

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.

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.

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.

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.

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.

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.

Escape to this comfortable hotel near the train station, featuring plush beds and a complimentary continental breakfast. Explore the nearby Smith College Botanic Garden or catch a train from Northampton Station, just a 4-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.

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.

Immerse yourself in this charming landmark hotel with peaceful accommodations and an on-site fitness center. Located near Calvin Theater and UMass Amherst, the hotel offers two restaurants including the Historic Wiggins Tavern serving American cuisine.

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.

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 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.

Experience charm at this colonial hotel steps from Amherst College. Enjoy American cuisine at 30Boltwood restaurant, unwind at the bar/lounge, or relax on the rooftop terrace. Free WiFi and parking near Emily Dickinson Museum and local transit.