Best Cheshire Hotels

The Harbour House Inn B&B is an ideal spot for travelers wanting to discover the city. Visitors to Cheshire will find that the Harbour House Inn B&B is a fantastic accommodation choice. In terms of transportation, Pittsfield Municipal Airport is approximately 26km away. The nearest airport is Pittsfield Municipal Airport, approximately 26km from the hotel. Seeing Cheshire's sights from this hotel is easy with Saint Mary of the Assumption Parish, Father Tom Campsite and Jones Nose Trailhead all close by. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. This Cheshire hotel features parking on site. When it comes to Cheshire hotels, the Harbour House Inn B&B is highly regarded for its excellent facilities.

With a stay at The Revival House in Adams, you'll be a 5-minute walk from Adams Theater and 10 minutes by foot from Berkshire Scenic Railway Museum. This guesthouse is 11.3 mi (18.2 km) from Williams College and 0.8 mi (1.3 km) from East Hoosac Quaker Meetinghouse. Make use of convenient amenities, which include complimentary wireless internet access and a communal living room. A complimentary self-serve breakfast is served daily from 4:00 AM to 1:00 PM. Free self parking is available onsite. Make yourself at home in one of the 6 guestrooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature shower/tub combinations, hair dryers, and slippers. Conveniences include desks and microwaves, and housekeeping is provided on request.

Located in Adams, The Trail in Adams - Berkshires’ Art Hotel is in the mountains, just a 4-minute walk from Adams Theater and a 2-minute drive from Susan B. Anthony Birthplace Museum. This bed & breakfast is 5.8 mi (9.4 km) from Massachusetts Museum of Contemporary Art and 11.1 mi (17.8 km) from Williams College. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This bed & breakfast also features concierge services, an arcade/game room, and shopping on site. Featured amenities include express check-in, luggage storage, and a library. Free self parking is available onsite. Make yourself at home in one of the 9 air-conditioned rooms featuring DVD players. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and slippers. Conveniences include desks and a turndown service, and housekeeping is provided daily.

Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka Golf Links. This ski condominium resort is 8.4 mi (13.5 km) from Williamstown Theatre Festival and 12 mi (19.3 km) from Barrington Stage Company. Enjoy the convenience of ski-in/ski-out access at this condo resort, which also features outdoor tennis courts and an outdoor pool. This condominium resort also features complimentary wireless internet access, concierge services, and ski storage. Grab a bite to eat at John Harvard's, one of the condo resort's many dining establishments, which include 2 restaurants and a coffee shop/cafe. Relax with a refreshing drink at one of the 2 bars/lounges. To-go breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Planning an event in Hancock? This condo resort has 15005 square feet (1394 square meters) of space consisting of a conference center and meeting rooms. Free self parking is available onsite. Make yourself at home in one of the 105 guestrooms featuring microwaves and DVD players. Cable television is provided for your entertainment. Bathrooms have bathtubs or showers and hair dryers. Conveniences include phones, as well as coffee/tea makers and irons/ironing boards.

Located in Williamstown, Vacation Village in the Berkshires is a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster. This family-friendly condo is 1.8 mi (2.9 km) from Alpine Super Slide and 4.9 mi (7.9 km) from Mount Greylock State Reservation. Don't miss out on the many recreational opportunities, including an outdoor pool, an indoor pool, and a fitness center. This condo also features complimentary wireless internet access, concierge services, and an arcade/game room. Featured amenities include a business center, express check-out, and a 24-hour front desk. Free self parking is available onsite. Treat yourself to a stay in one of the 360 guestrooms, featuring fireplaces. Rooms have private patios. Conveniences include safes and separate sitting areas, as well as phones with free local calls.

Located in Williamstown, Berkshire Valley Inn is in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Williamstown Theatre Festival. This hotel is 5.3 mi (8.5 km) from Waubeeka Golf Links and 8.5 mi (13.7 km) from Mount Greylock State Reservation Visitor Center. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and concierge services. This hotel also features a fireplace in the lobby and a banquet hall. A complimentary continental breakfast is included. Featured amenities include express check-in, express check-out, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 16 air-conditioned rooms featuring minibars. Complimentary wireless internet access is available to keep you connected. Bathrooms feature shower/tub combinations, hair dryers, and toothbrushes and toothpaste. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided on request.

With a stay at Hotel On North in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum. This hotel is 0.4 mi (0.6 km) from Barrington Stage Company and 0.5 mi (0.7 km) from Colonial Theater. Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and concierge services. Take advantage of the hotel's room service. Wrap up your day with a drink at the bar/lounge. Featured amenities include a business center, dry cleaning/laundry services, and a 24-hour front desk. Free self parking is available onsite. Make yourself at home in one of the 45 air-conditioned rooms featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries. Conveniences include safes and desks, and housekeeping is provided daily.

With a stay at Berkshire Inn, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Museum. This motel is 0.6 mi (1 km) from Colonial Theater and 0.8 mi (1.2 km) from Berkshire Athenaeum. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a television in a common area. Free self parking is available onsite. Make yourself at home in one of the 38 air-conditioned rooms featuring refrigerators and microwaves. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.