Filters
Hotel Stars
Price Range
$102$631
Hotel Name
Guest Reviews
5+ Excellent
Property Type
Amenities
Best Hotel Deals in Pittsfield, MA
43 of 43 Hotels
Currency:
Sort by:

Rodeway Inn
99 Howland Ave, Adams, US
3.7Very Good
$80/nightTotal $102
Taxes & fees included
Limited Inventory!

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
980 Pleasant Street, Lee, US
3.1Good
$88/nightTotal $117
Taxes & fees included
Limited Inventory!

FairBridge Inn Express
16 Cheshire Road, Pittsfield, US
2.7Good
$79/nightTotal $125
Taxes & fees included
Hurry 9 rooms left only!

The Little Lion
506 Stockbridge Road, Great Barrington, US
4.3Very Good
$88/nightTotal $139
Taxes & fees included
Limited Inventory!

Williamstown Motel
295 Main Street, Williamstown, US
4.6Excellent
$89/nightTotal $141
Taxes & fees included
Limited Inventory!

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
213 Main St, Williamstown, US
3.2Good
$100/nightTotal $142
Taxes & fees included
Limited Inventory!

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
372 Main Street, Great Barrington, US
4.3Very Good
$109/nightTotal $153
Taxes & fees included
Limited Inventory!

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
170 Housatonic Street, Lee, US
4.1Very Good
$139/nightTotal $178
Taxes & fees included
Limited Inventory!

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
150 Housatonic Street, Lee, US
3.7Very Good
$120/nightTotal $190
Taxes & fees included
Limited Inventory!

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
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
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
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
435 Laurel St, Lee, US
4.5Excellent
$158/nightTotal $208
Taxes & fees included
Limited Inventory!

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, US
4.6Excellent
$159/nightTotal $216
Taxes & fees included
Limited Inventory!

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
One West Street, Pittsfield, US
3.9Very Good
$149/nightTotal $218
Taxes & fees included
Limited Inventory!

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
37 Corey Rd, Hancock, US
4.1Very Good
$143/nightTotal $226
Taxes & fees included
15 rooms available!

Hilton Garden Inn Lenox Pittsfield
1032 South Street, Pittsfield, US
4.6Excellent
$159/nightTotal $227
Taxes & fees included
Limited Inventory!

The Yankee Inn
461 Pittsfield Rd, Lenox, US
4.6Excellent
$149/nightTotal $235
Taxes & fees included
Limited Inventory!

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
1055 South Street, Pittsfield, US
4.7Excellent
$179/nightTotal $256
Taxes & fees included
Limited Inventory!

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
304 State Rd, Great Barrington, US
4.7Excellent
$164/nightTotal $259
Taxes & fees included
Limited Inventory!

Little Cat Lodge
37 Catamount Rd, Copake Falls, US
4.6Excellent
$169/nightTotal $266
Taxes & fees included
Limited Inventory!

Berkshires Untold
194 Pittsfield Rd, Lenox, US
4.5Excellent
$199/nightTotal $275
Taxes & fees included
Limited Inventory!

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, US
4.6Excellent
$200/nightTotal $280
Taxes & fees included
Limited Inventory!

Berkshire Valley Inn
2541 Hancock Rd, Williamstown, US
4.5Excellent
$185/nightTotal $293
Taxes & fees included
Limited Inventory!

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
249 Stockbridge Rd, Great Barrington, US
4.6Excellent
$230/nightTotal $321
Taxes & fees included
Limited Inventory!

Gedney Farm
34 Hartsville New Marlborough Rd, Great Barrington, US
4.6Excellent
$206/nightTotal $322
Taxes & fees included
Limited Inventory!

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
231 River Street, North Adams, US
4.7Excellent
$229/nightTotal $385
Taxes & fees included
Limited Inventory!

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
297 North Street, Pittsfield, US
4.7Excellent
$249/nightTotal $394
Taxes & fees included
Limited Inventory!

Prospect Berkshires
50 Prospect Lake Rd, Egremont, US
5.0Excellent
$365/nightTotal $611
Taxes & fees included
Limited Inventory!

The Williams Inn
101 Spring Street, Williamstown, US
4.8Excellent
$399/nightTotal $631
Taxes & fees included
14 rooms available!