Pittsfield hotels from HK$544
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21 Aug - 23 AugOur top choices for Pittsfield hotels
1. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
Myrna
HK$934
HK$1,043 total
includes taxes & fees
13 Sept - 14 Sept
2. Hotel On North
Hotel On NorthPittsfield
Dragana
HK$1,405
HK$1,569 total
includes taxes & fees
7 Sept - 8 Sept
3. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Jermaine
HK$894
HK$999 total
includes taxes & fees
3 Sept - 4 Sept
4. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
Adeline
HK$1,148
HK$1,282 total
includes taxes & fees
13 Sept - 14 Sept
5. Berkshire Inn
Berkshire InnPittsfield
christopher
HK$706
HK$789 total
includes taxes & fees
19 Aug - 20 Aug
6. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
Karilyn
HK$742
HK$1,004 total
includes taxes & fees
31 Aug - 1 Sept
7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
Ken
HK$1,028
HK$1,148 total
includes taxes & fees
7 Sept - 8 Sept
8. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
Rena
HK$715
HK$799 total
includes taxes & fees
3 Sept - 4 Sept
9. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
DAVID
HK$487
HK$544 total
includes taxes & fees
16 Aug - 17 Aug
10. The Yankee Inn
The Yankee InnLenox
Karen
HK$1,295
HK$1,446 total
includes taxes & fees
7 Sept - 8 Sept
11. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
Nancy
HK$1,081
HK$1,207 total
includes taxes & fees
13 Sept - 14 Sept
12. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
Laura
HK$1,461
HK$1,632 total
includes taxes & fees
19 Aug - 20 Aug
13. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
Luciane
HK$620
HK$692 total
includes taxes & fees
7 Sept - 8 Sept
14. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
Lawrence
HK$1,507
HK$1,683 total
includes taxes & fees
19 Aug - 20 Aug
15. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
Mervin
HK$1,522
HK$1,670 total
includes taxes & fees
8 Sept - 9 Sept
16. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
Christine
HK$840
HK$939 total
includes taxes & fees
31 Aug - 1 Sept
17. Berkshires Untold
Berkshires UntoldLenox
Ivana
HK$1,024
HK$1,144 total
includes taxes & fees
8 Sept - 9 Sept
18. The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The BerkshiresLenox
Edward
HK$1,396
HK$1,606 total
includes taxes & fees
25 Aug - 26 Aug
19. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
peter
HK$682
HK$847 total
includes taxes & fees
31 Aug - 1 Sept
20. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
James
HK$1,054
HK$1,177 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.
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.
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
10/10 Excellent
"Suite was beautiful with plenty of room. Kitchen was well stocked with anything you might need. My only caution is to be careful when you step into the tub. It was slippery!"
Comfort Inn & Suites East Greenbush - Albany
10/10 Excellent
"Perfect for our needs , excellent location"
Vacation Village in the Berkshires
10/10 Excellent
"Excellent value. A little remote from nearby towns but worth it. Kitchen was well equipped."
The Yankee Inn
8/10 Good
"We had a quick stay, but it was enjoyable. The room and common spaces were clean and modestly appointed. We sat by the fireplace and relaxed after our evening at Tanglewood. It was a great time!"
Quality Inn Great Barrington
8/10 Good
"Clean. Bed too soft but linens pleasant. Comfortable chair in room. Breakfast fine."
Berkshires Untold
8/10 Good
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. Woman said no, they stopping serving at 9... luckily she rec one place nearby which was still open for food til midnight! Wow in Lenox! Very packed loud and fun w locals & Jackman fans..got wines, friendly bartenders, ordered yummy plates of tacos , sandwich and ended eve on a great note . Go to OMBRA if hungry after 9! Small complaint this am also.. we ordered a bagel & a berry salad from the hotel's brkfst menu to go as needed to drive back home mid am.. Opened it and about 1/2 cup of mixed berries ..for $11.00... Think the bagel was 8. Oh well -worth the splurge to see Hugh 💕and only 10 min drive to Tanglewood & downtown Lenox! Hotel not walkable to anything but ez parking & very cute interior & bar & seating areas!"
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
"Nice!"
A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything
10/10 Excellent
"Second time staying here. This time I stayed with my wife and we loved it. It's quiet but accessible, clean and well stocked, really has everything you can possibly need. We hope to be back again in the future!"
Berkshire Inn
10/10 Excellent
"He stayed here in August 2026, and we have been staying here in August from at least 2019 or so except for last year. Keep in mind that you get what you pay for and we were not paying for luxury or five star amenities. We were staying for a couple of days and we wanted someplace clean and near downtown Pittsfield, decent and with a pool. This is exactly what we got. It is a quiet, clean, decently maintained property with ample parking and a pool, decent cable and excellent shower pressure. Cold water comes from the tap when you want a cold, none of this lukewarm stuff coming out of the cold water tap. The property itself and the rooms have been upgraded and modernized since our last day in 2024. Is it perfect no. But the beds are comfortable, the pool is enjoyable, it is close to the hot dog ranch, and I really have no complaints about it at all. The two less than perfect things are that the owners or managers on check-in are not the warmest and most welcoming, but they are fine and there is nothing objectionable about them. And the housekeeping staff is absolutely wonderful. The only other thing is that it sits off of busy Housatonic/Route 20 so sometimes to get to downtown Pittsfield instead of turning left when it’s busy, you will want to turn right and turn around or go the back way. This will add approximately two minutes to your drive. I have no doubt that we will stay there next year!"
More cheap stays in Pittsfield
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
HK$487
HK$544 total
16 Aug - 17 Aug
includes taxes & fees
5.4/10 (870 reviews)
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
HK$620
HK$692 total
7 Sept - 8 Sept
includes taxes & fees
Quality Inn Great Barrington
372 Main Street Great Barrington MA
HK$727
HK$812 total
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
HK$894
HK$992 total
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
HK$1,028
HK$1,148 total
7 Sept - 8 Sept
includes taxes & fees
The Yankee Inn
461 Pittsfield Rd Lenox MA
HK$1,295
HK$1,446 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Hotels in Pittsfield with star-rating
4 Star Hotels
10 properties
3 Star Hotels
138 properties
