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Best Hotel Deals in Pittsfield, MA

43 of 43 Hotels
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Rodeway Inn
Rodeway Inn
99 Howland Ave, Adams, US
3.7Very Good
$80/nightTotal $102
Taxes & fees included
Limited Inventory!
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, US
3.7Very Good
$79/nightTotal $112
Taxes & fees included
Limited Inventory!
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
980 Pleasant Street, Lee, US
3.1Good
$88/nightTotal $117
Taxes & fees included
Limited Inventory!
FairBridge Inn Express
FairBridge Inn Express
16 Cheshire Road, Pittsfield, US
2.7Good
$79/nightTotal $125
Taxes & fees included
Hurry 9 rooms left only!
The Little Lion
The Little Lion
506 Stockbridge Road, Great Barrington, US
4.3Very Good
$88/nightTotal $139
Taxes & fees included
Limited Inventory!
Williamstown Motel
Williamstown Motel
295 Main Street, Williamstown, US
4.6Excellent
$89/nightTotal $141
Taxes & fees included
Limited Inventory!
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Lenox, US
3.8Very Good
$99/nightTotal $141
Taxes & fees included
Limited Inventory!
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
213 Main St, Williamstown, US
3.2Good
$100/nightTotal $142
Taxes & fees included
Limited Inventory!
Berkshire Inn
Berkshire Inn
150 West Housatonic St, Pittsfield, US
3.8Very Good
$96/nightTotal $152
Taxes & fees included
Hurry 8 rooms left only!
Quality Inn Great Barrington
Quality Inn Great Barrington
372 Main Street, Great Barrington, US
4.3Very Good
$109/nightTotal $153
Taxes & fees included
Limited Inventory!
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
1350 West Housatonic St, Pittsfield, US
4.3Very Good
$119/nightTotal $161
Taxes & fees included
Limited Inventory!
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
170 Housatonic Street, Lee, US
4.1Very Good
$139/nightTotal $178
Taxes & fees included
Limited Inventory!
Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd, Castleton-on-Hudson, US
4.2Very Good
$144/nightTotal $184
Taxes & fees included
Limited Inventory!
Sunset Inn
Sunset Inn
150 Housatonic Street, Lee, US
3.7Very Good
$120/nightTotal $190
Taxes & fees included
Limited Inventory!
The Springs Motel
The Springs Motel
94 U.S. 7, New Ashford, US
4.4Very Good
$124/nightTotal $193
Taxes & fees included
Hurry 7 rooms left only!
Gregory House Country Inn
Gregory House Country Inn
3016 New York 43, Averill Park, US
4.4Very Good
$125/nightTotal $196
Taxes & fees included
Limited Inventory!
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, US
4.5Excellent
$144/nightTotal $198
Taxes & fees included
Limited Inventory!
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd, Great Barrington, US
4.4Very Good
$154/nightTotal $202
Taxes & fees included
Limited Inventory!
The Black Swan Lee - Lenox an Ascend Collection Hotel
The Black Swan Lee - Lenox an Ascend Collection Hotel
435 Laurel St, Lee, US
4.5Excellent
$158/nightTotal $208
Taxes & fees included
Limited Inventory!
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, US
4.6Excellent
$159/nightTotal $216
Taxes & fees included
Limited Inventory!
The Brooks Motel
The Brooks Motel
2871 New York 23, Hillsdale, US
3.8Very Good
$138/nightTotal $217
Taxes & fees included
Hurry 8 rooms left only!
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, US
3.9Very Good
$149/nightTotal $218
Taxes & fees included
Limited Inventory!
1896 House Country Inn & Motels
1896 House Country Inn & Motels
910 Cold Spring Road, Williamstown, US
3.2Good
$135/nightTotal $224
Taxes & fees included
Limited Inventory!
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, US
4.1Very Good
$143/nightTotal $226
Taxes & fees included
15 rooms available!
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
1032 South Street, Pittsfield, US
4.6Excellent
$159/nightTotal $227
Taxes & fees included
Limited Inventory!
The Yankee Inn
The Yankee Inn
461 Pittsfield Rd, Lenox, US
4.6Excellent
$149/nightTotal $235
Taxes & fees included
Limited Inventory!
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, US
4.5Excellent
$135/nightTotal $236
Taxes & fees included
27 rooms available!
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street, Pittsfield, US
4.7Excellent
$179/nightTotal $256
Taxes & fees included
Limited Inventory!
Hotel Downstreet an Ascend Collection Hotel
Hotel Downstreet an Ascend Collection Hotel
40 Main St, North Adams, US
4.3Very Good
$199/nightTotal $259
Taxes & fees included
Limited Inventory!
East Rock Inn
East Rock Inn
304 State Rd, Great Barrington, US
4.7Excellent
$164/nightTotal $259
Taxes & fees included
Limited Inventory!
Little Cat Lodge
Little Cat Lodge
37 Catamount Rd, Copake Falls, US
4.6Excellent
$169/nightTotal $266
Taxes & fees included
Limited Inventory!
Berkshires Untold
Berkshires Untold
194 Pittsfield Rd, Lenox, US
4.5Excellent
$199/nightTotal $275
Taxes & fees included
Limited Inventory!
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, US
4.6Excellent
$200/nightTotal $280
Taxes & fees included
Limited Inventory!
Berkshire Valley Inn
Berkshire Valley Inn
2541 Hancock Rd, Williamstown, US
4.5Excellent
$185/nightTotal $293
Taxes & fees included
Limited Inventory!
The Whitlock
The Whitlock
16 Church St, Lenox, US
4.2Very Good
$189/nightTotal $299
Taxes & fees included
Limited Inventory!
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox / Berkshires
249 Stockbridge Rd, Great Barrington, US
4.6Excellent
$230/nightTotal $321
Taxes & fees included
Limited Inventory!
Gedney Farm
Gedney Farm
34 Hartsville New Marlborough Rd, Great Barrington, US
4.6Excellent
$206/nightTotal $322
Taxes & fees included
Limited Inventory!
The Red Lion Inn
The Red Lion Inn
30 Main Street, Stockbridge, US
4.4Very Good
$209/nightTotal $375
Taxes & fees included
Limited Inventory!
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
231 River Street, North Adams, US
4.7Excellent
$229/nightTotal $385
Taxes & fees included
Limited Inventory!
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
430 Main St, Williamstown, US
4.4Very Good
$281/nightTotal $388
Taxes & fees included
Limited Inventory!
Hotel on North
Hotel on North
297 North Street, Pittsfield, US
4.7Excellent
$249/nightTotal $394
Taxes & fees included
Limited Inventory!
Prospect Berkshires
Prospect Berkshires
50 Prospect Lake Rd, Egremont, US
5.0Excellent
$365/nightTotal $611
Taxes & fees included
Limited Inventory!
The Williams Inn
The Williams Inn
101 Spring Street, Williamstown, US
4.8Excellent
$399/nightTotal $631
Taxes & fees included
14 rooms available!