Pittsfield hotels from RM280
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4 Sept - 5 SeptTomorrow
5 Sept - 6 SeptThis weekend
4 Sept - 6 SeptNext weekend
11 Sept - 13 SeptOur top choices for Pittsfield hotels
1. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Debra
RM477
RM533 total
includes taxes & fees
7 Sept - 8 Sept
2. Hotel On North
Hotel On NorthPittsfield
Drew
RM543
RM606 total
includes taxes & fees
15 Sept - 16 Sept
3. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Prasanna
RM363
RM406 total
includes taxes & fees
10 Sept - 11 Sept
4. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
James
RM592
RM661 total
includes taxes & fees
13 Sept - 14 Sept
5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
Steve
RM477
RM533 total
includes taxes & fees
8 Sept - 9 Sept
6. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Robert
RM322
RM450 total
includes taxes & fees
1 Oct - 2 Oct
7. Berkshire Inn
Berkshire InnPittsfield
Ellen
RM348
RM388 total
includes taxes & fees
1 Oct - 2 Oct
8. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
Rena
RM400
RM447 total
includes taxes & fees
7 Sept - 8 Sept
9. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
ERICIA
RM251
RM280 total
includes taxes & fees
10 Sept - 11 Sept
10. The Yankee Inn
The Yankee InnLenox
Karen
RM421
RM470 total
includes taxes & fees
17 Sept - 18 Sept
11. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
Nancy
RM481
RM537 total
includes taxes & fees
30 Sept - 1 Oct
12. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
Tracy
RM719
RM803 total
includes taxes & fees
8 Sept - 9 Sept
13. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
irene
RM319
RM357 total
includes taxes & fees
15 Sept - 16 Sept
14. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
Lawrence
RM788
RM881 total
includes taxes & fees
15 Sept - 16 Sept
15. Berkshires Untold
Berkshires UntoldLenox
David
RM532
RM594 total
includes taxes & fees
9 Sept - 10 Sept
16. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
RM409
RM457 total
includes taxes & fees
24 Sept - 25 Sept
17. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
James
RM515
RM576 total
includes taxes & fees
24 Sept - 25 Sept
18. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
FRED
RM665
RM763 total
includes taxes & fees
7 Sept - 8 Sept
19. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
Mervin
RM619
RM679 total
includes taxes & fees
8 Sept - 9 Sept
20. Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHGGreat Barrington
BJORN
RM485
RM542 total
includes taxes & fees
8 Sept - 9 Sept
Stay near popular Pittsfield attractions
Hancock Shaker Village
9.2/10 (101 reviews)
Step back in time at this living history museum showcasing Shaker life and craftsmanship. Marvel at the iconic Round Stone Barn and explore 20 historic buildings filled with over 22,000 authentic artefacts.
Photo by Robin/Loving Life
Bousquet Ski Area
8.2/10 (48 reviews)
This historic ski area pioneered night skiing in America and offers 23 trails across 200 acres. Glide down gentle slopes or challenge yourself on expert runs, then warm up at the lodge with panoramic mountain views.
Photo by Ed Gaffny
Berkshire Museum
8.4/10 (26 reviews)
The Berkshire Museum blends art, history, and natural science in one captivating collection. Explore ancient fossils, contemporary art, and the popular aquarium featuring diverse marine life.
Colonial Theater
8.0/10 (19 reviews)
This historic 1903 venue showcases ornate plasterwork and a painted ceiling mural in an intimate setting. Experience performances surrounded by the Colonial Theatre's exceptional acoustics and architectural splendour.
Barrington Stage Company
8.0/10 (16 reviews)
This acclaimed theatre company launched "The 25th Annual Putnam County Spelling Bee" before its Tony-winning Broadway run. Experience innovative productions in BSC's intimate venues during their vibrant summer season.
Onota Lake
Commune with nature and explore the great outdoors at Onota Lake during your travels in Pittsfield. Experience the area's entertainment venues or attend a sporting event.
Guido's Marketplace
9.6/10 (31 reviews)
This beloved Berkshire marketplace offers European-inspired local produce and gourmet specialities. Browse artisanal cheeses, fresh-baked breads, and seasonal fruits while enjoying a coffee from the cafรฉ.
Learn more about Pittsfield
Nestled in the heart of the Berkshires, this cultural hub boasts the renowned Berkshire Museum and historic Colonial Theatre. Outdoor enthusiasts can hike nearby Pittsfield State Forest trails before exploring the vibrant downtown's farm-to-table restaurants and local art galleries.
See all hotels in Pittsfield
Top Pittsfield Hotel Reviews
Berkshire Mountain Lodge
8/10 Good
"Clean room nice Kitchenette with everything."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Excellent stay. Everyone was exceptionally nice and helpful. Everything was clean and effecient"
Berkshires Untold
10/10 Excellent
"Staff was very helpful and friendly"
The Yankee Inn
8/10 Good
"The lounge was closed on Thursday. We went to a concert at Tanglewood and it would have been nice to have a nightcap. Might I suggest that you pole yiur guests and see if they are in town for a concert and if they would patronize the lounge if it was open."
Vacation Village in the Berkshires
10/10 Excellent
"Excellent customer service from front desk staff! Very nice decor everywhere. Fun little balcony! Quiet in the suite. All good!"
FairBridge Inn Express
8/10 Good
"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Hotel was clean and stag was helpful and friendly."
The Red Lion Inn
10/10 Excellent
"this grand old hotel is warm and welcoming โ a real hub of Bershires life and history"
Berkshire Inn
8/10 Good
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
More cheap stays in Pittsfield
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
RM251
RM280 total
10 Sept - 11 Sept
includes taxes & fees
5.4/10 (891 reviews)
Quality Inn Great Barrington
372 Main Street Great Barrington MA
RM375
RM419 total
24 Sept - 25 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
RM409
RM457 total
24 Sept - 25 Sept
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
RM421
RM470 total
17 Sept - 18 Sept
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
RM460
RM511 total
27 Sept - 28 Sept
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
RM477
RM533 total
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (184 reviews)
