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Best Hotel Deals in Pittsfield, MA
37 of 37 Hotels
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Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, US
3.4Good
$69/nightTotal $94
Taxes & fees included
Limited Inventory!
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, US
3.7Very Good
$79/nightTotal $116
Taxes & fees included
Limited Inventory!
Rodeway Inn
99 Howland Ave, Adams, US
3.7Very Good
$90/nightTotal $118
Taxes & fees included
Limited Inventory!
Econo Lodge Lee - Great Barrington
980 Pleasant Street, Lee, US
3.2Good
$95/nightTotal $124
Taxes & fees included
Limited Inventory!
FairBridge Inn Express
16 Cheshire Road, Pittsfield, US
2.7Good
$79/nightTotal $129
Taxes & fees included
Limited Inventory!
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Lenox, US
$89/nightTotal $131
Taxes & fees included
Limited Inventory!
Berkshire Inn
150 West Housatonic St, Pittsfield, US
3.9Very Good
$96/nightTotal $156
Taxes & fees included
Hurry 7 rooms left only!
Howard Johnson by Wyndham Williamstown
213 Main St, Williamstown, US
3.3Good
$110/nightTotal $162
Taxes & fees included
Limited Inventory!
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd, Castleton-on-Hudson, US
4.4Very Good
$130/nightTotal $171
Taxes & fees included
Limited Inventory!
Best Western Plus Berkshire Hills Inn & Suites
1350 West Housatonic St, Pittsfield, US
4.2Very Good
$139/nightTotal $182
Taxes & fees included
Limited Inventory!
The Springs Motel
94 U.S. 7, New Ashford, US
$116/nightTotal $186
Taxes & fees included
Limited Inventory!
Quality Inn Great Barrington
372 Main Street, Great Barrington, US
4.3Very Good
$139/nightTotal $201
Taxes & fees included
Limited Inventory!
The Little Lion
506 Stockbridge Road, Great Barrington, US
4.3Very Good
$125/nightTotal $204
Taxes & fees included
Limited Inventory!
Quality Inn Lee - Lenox South
170 Housatonic Street, Lee, US
$169/nightTotal $221
Taxes & fees included
Limited Inventory!
The Black Swan Lee - Lenox an Ascend Collection Hotel
435 Laurel St, Lee, US
4.5Excellent
$172/nightTotal $227
Taxes & fees included
Limited Inventory!
Sunset Inn
150 Housatonic Street, Lee, US
3.8Very Good
$140/nightTotal $228
Taxes & fees included
Limited Inventory!
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, US
4.4Very Good
$135/nightTotal $231
Taxes & fees included
21 rooms available!
Williamstown Motel
295 Main Street, Williamstown, US
4.6Excellent
$144/nightTotal $234
Taxes & fees included
Limited Inventory!
Hotel Downstreet an Ascend Collection Hotel
40 Main St, North Adams, US
4.4Very Good
$179/nightTotal $237
Taxes & fees included
Limited Inventory!
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, US
4.5Excellent
$159/nightTotal $256
Taxes & fees included
Limited Inventory!
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, US
4.1Very Good
$159/nightTotal $259
Taxes & fees included
15 rooms available!
Holiday Inn Club Vacations Oak n Spruce Resort
190 Meadow Street, South Lee, US
4.6Excellent
$189/nightTotal $267
Taxes & fees included
Limited Inventory!
The Yankee Inn
461 Pittsfield Rd, Lenox, US
4.6Excellent
$173/nightTotal $282
Taxes & fees included
Hurry 7 rooms left only!
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, US
4.5Excellent
$163/nightTotal $288
Taxes & fees included
Hurry 8 rooms left only!
The Brooks Motel
2871 New York 23, Hillsdale, US
3.6Very Good
$180/nightTotal $292
Taxes & fees included
Hurry 8 rooms left only!
Hilton Garden Inn Lenox Pittsfield
1032 South Street, Pittsfield, US
4.6Excellent
$190/nightTotal $309
Taxes & fees included
Limited Inventory!
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd, Great Barrington, US
4.4Very Good
$234/nightTotal $313
Taxes & fees included
Limited Inventory!
The Whitlock
16 Church St, Lenox, US
4.2Very Good
$211/nightTotal $343
Taxes & fees included
Limited Inventory!
East Rock Inn
304 State Rd, Great Barrington, US
4.8Excellent
$213/nightTotal $346
Taxes & fees included
Limited Inventory!
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street, Pittsfield, US
4.6Excellent
$254/nightTotal $368
Taxes & fees included
Limited Inventory!
Hotel on North
297 North Street, Pittsfield, US
4.8Excellent
$270/nightTotal $440
Taxes & fees included
Limited Inventory!
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires
249 Stockbridge Rd, Great Barrington, US
4.7Excellent
$324/nightTotal $459
Taxes & fees included
Limited Inventory!
Fairfield Inn & Suites by Marriott Williamstown
430 Main St, Williamstown, US
4.4Very Good
$337/nightTotal $476
Taxes & fees included
Limited Inventory!
The Porches Inn at Mass MoCA
231 River Street, North Adams, US
4.7Excellent
$289/nightTotal $493
Taxes & fees included
Limited Inventory!
The Red Lion Inn
30 Main Street, Stockbridge, US
4.4Very Good
$566/nightTotal $971
Taxes & fees included
Limited Inventory!
Prospect Berkshires
50 Prospect Lake Rd, Egremont, US
5.0Excellent
$675/nightTotal $1,133
Taxes & fees included
Limited Inventory!
Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, US
0.0Poor
$962/nightTotal $1,363
Taxes & fees included
Limited Inventory!