Pittsfield hotels from HK$544
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18 Sept - 19 SeptTomorrow
19 Sept - 20 SeptThis weekend
18 Sept - 20 SeptNext weekend
25 Sept - 27 SeptOur top choices for Pittsfield hotels
1. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Debra
HK$855
HK$955 total
includes taxes & fees
19 Oct - 20 Oct
2. Hotel On North
Hotel On NorthPittsfield
Drew
HK$1,106
HK$1,236 total
includes taxes & fees
18 Oct - 19 Oct
3. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Joe
HK$830
HK$927 total
includes taxes & fees
18 Oct - 19 Oct
4. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
James
HK$1,198
HK$1,338 total
includes taxes & fees
18 Oct - 19 Oct
5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
Steve
HK$894
HK$999 total
includes taxes & fees
19 Oct - 20 Oct
6. Berkshire Inn
Berkshire InnPittsfield
Ellen
HK$675
HK$754 total
includes taxes & fees
20 Sept - 21 Sept
7. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Robert
HK$625
HK$873 total
includes taxes & fees
1 Oct - 2 Oct
8. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
Rena
HK$769
HK$859 total
includes taxes & fees
8 Oct - 9 Oct
9. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
Horace
HK$487
HK$544 total
includes taxes & fees
4 Oct - 5 Oct
10. The Yankee Inn
The Yankee InnLenox
Robert
HK$910
HK$1,017 total
includes taxes & fees
22 Sept - 23 Sept
11. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
Nancy
HK$1,006
HK$1,124 total
includes taxes & fees
29 Sept - 30 Sept
12. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
Tracy
HK$1,561
HK$1,744 total
includes taxes & fees
20 Sept - 21 Sept
13. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
COLLEEN
HK$620
HK$692 total
includes taxes & fees
20 Sept - 21 Sept
14. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
Kirsty
HK$1,326
HK$1,481 total
includes taxes & fees
24 Sept - 25 Sept
15. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
Susan
HK$980
HK$1,095 total
includes taxes & fees
24 Sept - 25 Sept
16. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
Rosann
HK$1,594
HK$1,828 total
includes taxes & fees
20 Sept - 21 Sept
17. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
Sarah
HK$746
HK$920 total
includes taxes & fees
21 Sept - 22 Sept
18. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
Mervin
HK$1,193
HK$1,308 total
includes taxes & fees
21 Sept - 22 Sept
19. Berkshires Untold
Berkshires UntoldLenox
Drue
HK$1,098
HK$1,226 total
includes taxes & fees
28 Sept - 29 Sept
20. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
HK$860
HK$961 total
includes taxes & fees
19 Oct - 20 Oct
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.
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 café.
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.
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.
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
Berkshires Untold
8/10 Good
"Stayed here for overnight after seeing a show at Tanglewood. Very nice hotel. Clean, comfortable, well-run. Although we didn’t have a chance to use it, they have a cozy bar/restaurant/lounge area. Breakfast is offered but not included. Extremely convenient location for Tanglewood and any other activities in the Lenox area. Very good value. I’d stay there again."
Vacation Village in the Berkshires
10/10 Excellent
"We go here every year, but this year it was the best. The room was great. Very little noise and great communication with check in staff. I highly recommend."
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
10/10 Excellent
"Enjoyed the jacuzzi, the comfortable, spacious room, and staff was awesome!"
Hotel On North
8/10 Good
"Our extended stay suite was spacious, comfortable and clean. The staff were kind and helpful. Overall our stay was very pleasant! John V."
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Excellent location. Excellent adjacent restaurant "Door Prize". Will definitely stay again"
The Red Lion Inn
8/10 Good
"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
"Nice place, would stay again"
Quality Inn Great Barrington
10/10 Excellent
"Beds were comfortable but the pillows not so great but clean and quiet."
Hilton Garden Inn Lenox Pittsfield
8/10 Good
"Hotel was very clean, spacious, and staff was very courteous. Bar and restaurant onsite are hood, Guidos market is right in front and is AMAZING!! Definitely a great value and comfortable!"
More cheap stays in Pittsfield
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
HK$487
HK$544 total
4 Oct - 5 Oct
includes taxes & fees
Quality Inn Great Barrington
372 Main Street Great Barrington MA
HK$794
HK$886 total
18 Oct - 19 Oct
includes taxes & fees
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
HK$860
HK$961 total
19 Oct - 20 Oct
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
HK$894
HK$992 total
12 Oct - 13 Oct
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
HK$894
HK$999 total
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (211 reviews)
The Yankee Inn
461 Pittsfield Rd Lenox MA
HK$910
HK$1,017 total
22 Sept - 23 Sept
includes taxes & fees
Hotels in Pittsfield with star-rating
4 Star Hotels
10 properties
3 Star Hotels
138 properties
