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Most Popular Hotels in Pittsfield

See all 97 Hotels in Pittsfield
Crowne Plaza Pittsfield-Berkshires
Crowne Plaza Pittsfield-Berkshires

1 West St, Pittsfield 01201

3.5 out of 5.0
3.7 out of 5 (331 reviews)

Located in the heart of Pittsfield, this hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire …

CA$142
Yankee Suites Extended Stay
Yankee Suites Extended Stay

20 W Housatonic St., Pittsfield 01201

4.0 out of 5.0
4.4 out of 5 (26 reviews)

Situated in Pittsfield, this guesthouse is within a 5-minute walk of Colonial Theater and Berkshire Museum. Berkshire …

CA$137
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort

37 Corey Rd, Hancock 01237

2.5 out of 5.0
4 out of 5 (429 reviews)

Located in the mountains, this Hancock condominium resort offering ski-in/ski-out access is 6.1 mi (9.8 km) from Mount …

CA$161
Black Swan Inn, an Ascend Collection Hotel
Black Swan Inn, an Ascend Collection Hotel

435 Laurel St, Lee 01238

3.0 out of 5.0
4 out of 5 (237 reviews)

Situated on a lake, this hotel is within 1 mi (2 km) of Animagic Museum of Animation and Lee Library. Greenock Country Club …

CA$118
Days Inn Great Barrington
Days Inn Great Barrington

372 Main Street, Great Barrington 01230

2.0 out of 5.0
3.7 out of 5 (319 reviews)

Situated in Great Barrington, this motel is within 1 mi (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. …

CA$109
Fairfield Inn and Suites by Marriott Lenox Great Barrington
Fairfield Inn and Suites by Marriott Lenox Great Barrington

249 Stockbridge Rd, Great Barrington 01230

2.5 out of 5.0
4.4 out of 5 (153 reviews)

This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center …

CA$184
The Spring's Inn
The Spring's Inn

94 Route 7, New Ashford 01237

2.0 out of 5.0
3.4 out of 5 (192 reviews)

Situated in the mountains, this hotel is 2.3 mi (3.7 km) from Waubeeka Golf Links and within 9 mi (15 km) of 62 Center for …

CA$89
Monument Mountain Motel
Monument Mountain Motel

247 Stockbridge Rd, Great Barrington 01230

2.5 out of 5.0
4.3 out of 5 (36 reviews)

Situated in Great Barrington, this motel is within 3 mi (5 km) of Mahaiwe Performing Arts Center, Lake Mansfield Park, and Sk …

CA$90
Rookwood Inn
Rookwood Inn

11 Old Stockbridge Road, Lenox 01240-1717

3.5 out of 5.0
3.7 out of 5 (15 reviews)

Situated in Lenox, this bed & breakfast is within a 10-minute walk of Lenox Library and Ventfort Hall Mansion and Gilded Ag …

CA$438
Pilgrim Inn
Pilgrim Inn

165 Housatonic St, Lee 01238

3.0 out of 5.0
3.3 out of 5 (38 reviews)

Located in the heart of Lee, this hotel is within a 15-minute walk of Lee Prime Outlets, Lee Library, and Animagic Museum o …

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Pittsfield Hotel Guide

Because there are 13 Expedia-listed accommodation options in Pittsfield, visitors here are are able to pick and choose. Expedia's extensive hotel network includes 13 apartments and hotels within a 6-mile (10-kilometer) radius of the downtown area.

If you'd prefer find accommodation near downtown Pittsfield, be sure to check out the centrally-located Crowne Plaza Pittsfield-Berkshires.

You could try the Whistler's Inn Bed & Breakfast or the White Horse Inn. The Whistler's Inn Bed & Breakfast is positioned 6 miles (10 kilometers) from the center of Pittsfield. The White Horse Inn, is 1 mile (2 kilometers) away. Two more hotel options worth checking out include the Cranwell Spa and Golf Resort and the Jiminy Peak Mountain Resort.

Looking to go a bit further afield? Western Massachusetts offers many things to see. Check out Western Massachusetts's history museums. Lovers of the great outdoors can also take the time to enjoy its mountains and rolling hills. In this region of United States of America travelers may enjoy skiing, cross-country skiing and mountain biking.

Lenox is 7 miles (11 kilometers) to the north of Pittsfield and is home to the Shakespeare and Company and Tanglewood Music Center. The Hampton Inn & Suites Berkshires Lenox and Hampton Terrace Inn are just some of the fabulous Expedia-listed apartment and hotel alternatives in Lenox. Or, you could stay in Stockbridge, 12 miles (19 kilometers) to the north of Pittsfield, where you can pick from the Federal House Inn and Pleasant Valley Motel West Stockbridge. The Norman Rockwell Museum, Naumkeag and Chesterwood are some of the most popular points of interest to check out when you're in Stockbridge.

Situated 35 miles (56 kilometers) from Pittsfield is Albany International Airport. Stay nearby at The Desmond Hotel and Conference Center or Homewood Suites by Hilton Albany.

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