Hotels in Pittsfield
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Sep 10 - Sep 11Tomorrow
Sep 11 - Sep 12This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Where to stay in Pittsfield?
1. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
$90
$100 total
includes taxes & fees
Sep 13 - Sep 14
2. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
$118
$132 total
includes taxes & fees
Sep 13 - Sep 14
3. Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
$93
$126 total
includes taxes & fees
Oct 1 - Oct 2
4. Hotel On North
Hotel On NorthPittsfield
$152
$170 total
includes taxes & fees
Sep 13 - Sep 14
5. Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
$146
$163 total
includes taxes & fees
Sep 13 - Sep 14
6. Berkshire Inn
Berkshire InnPittsfield
$86
$96 total
includes taxes & fees
Sep 27 - Sep 28
7. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
$122
$136 total
includes taxes & fees
Sep 15 - Sep 16
8. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
$99
$111 total
includes taxes & fees
Sep 13 - Sep 14
9. FairBridge Inn Express
FairBridge Inn ExpressPittsfield
$62
$69 total
includes taxes & fees
Sep 13 - Sep 14
10. The Yankee Inn
The Yankee InnLenox
$116
$130 total
includes taxes & fees
Sep 22 - Sep 23
11. Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-LenoxLenox
$129
$144 total
includes taxes & fees
Sep 30 - Oct 1
12. Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
$79
$88 total
includes taxes & fees
Sep 13 - Sep 14
13. Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
$101
$113 total
includes taxes & fees
Sep 30 - Oct 1
14. Berkshires Untold
Berkshires UntoldLenox
$145
$162 total
includes taxes & fees
Sep 28 - Sep 29
15. The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
$128
$142 total
includes taxes & fees
Sep 30 - Oct 1
16. Vacation Village in the Berkshires
Vacation Village in the BerkshiresWilliamstown
$112
$136 total
includes taxes & fees
Sep 13 - Sep 14
17. Element by Marriott Lenox Berkshires
Element by Marriott Lenox BerkshiresLenox
$178
$199 total
includes taxes & fees
Sep 24 - Sep 25
18. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
$200
$223 total
includes taxes & fees
Oct 1 - Oct 2
20. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$156
$171 total
includes taxes & fees
Sep 14 - Sep 15
Check out pet-friendly hotels in Pittsfield
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
$90
$100 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
$118
$132 total
includes taxes & fees
Sep 13 - Sep 14
$152
$170 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
$122
$136 total
includes taxes & fees
Sep 15 - Sep 16
$99
$111 total
includes taxes & fees
Sep 13 - Sep 14
$146
$163 total
includes taxes & fees
Sep 13 - Sep 14
You can also stay at hotels with a pool in Pittsfield
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
$118
$132 total
includes taxes & fees
Sep 13 - Sep 14
$146
$163 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
$122
$136 total
includes taxes & fees
Sep 15 - Sep 16
$93
$126 total
includes taxes & fees
Oct 1 - Oct 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all propertiesGo beyond your typical stay in Pittsfield
Pet friendly
Family friendly
Cottage
Our prices for hotels in Pittsfield are cheapest in January
Our prices for hotels in Pittsfield are cheapest in January
Price trends for hotels in Pittsfield
Pricing is based on two traveler single night rates
Top landmarks in Pittsfield
Hancock Shaker Village
9.2/10 (101 reviews)
If seeing the sights is on your list of things to do, head to Hancock Shaker Village— just one of the landmarks located 4.7 mi (7.6 km) from central Pittsfield. You could also start your cultural experience by heading over to the museums in the area.
Photo by Robin/Loving Life
Bousquet Ski Area
8.2/10 (48 reviews)
Why not give yourself a treat with a trip to Bousquet Ski Area, one of the family attractions located 2.6 mi (4.3 km) from central Pittsfield. If you master the slopes, Jiminy Peak Mountain Resort is just a short drive away.
Photo by Ed Gaffny
Berkshire Museum
8.4/10 (26 reviews)
The center of Pittsfield is home to cultural attractions like Berkshire Museum, so you might want to stop by during your stay. If you want to experience more of the culture Pittsfield has to offer, head to Bousquet Ski Area, Hancock Shaker Village, and Colonial Theater.
Colonial Theater
8.0/10 (19 reviews)
If you’re after a show while in the center of Pittsfield, you might want to get tickets at Colonial Theater. If you enjoy the show and want to see another, Barrington Stage Company isn't far.
Onota Lake
Onota Lake is 2.1 mi (3.4 km) from central Pittsfield, why not stop by during your stay.
Barrington Stage Company
8.0/10 (16 reviews)
Barrington Stage Company is 0.4 mi (0.6 km) from central Pittsfield, why not stop by during your stay. If you enjoy the show and want to see another, Colonial Theater isn't far.
Berkshire Athenaeum
7.4/10 (8 reviews)
If visiting museums in Pittsfield are on your list, you might want to check out the upcoming exhibitions at Berkshire Athenaeum, located in the heart of town. If you want to see more of the museums in Pittsfield, you can easily walk to Berkshire Museum.
Learn more about Pittsfield
Tucked into the heart of the Berkshires, this cultural powerhouse punches well above its weight. The Berkshire Museum offers an eclectic mix of art, history, and aquarium exhibits that somehow work perfectly together. At the gloriously restored Colonial Theater, performances unfold in a space where the acoustics haven't changed since 1903. Herman Melville wrote 'Moby-Dick' at his home Arrowhead, now open for tours that reveal the author's mountain view that reminded him of a whale's back. The Hancock Shaker Village presents a fascinating glimpse into America's most successful utopian community. Come winter, locals hit the slopes at Bousquet Ski Area, while summer brings outdoor theater at Barrington Stage Company where Broadway shows often premiere before heading to New York.
See all hotels in Pittsfield
Check out reviews of Pittsfield hotels guests love
Berkshire Mountain Lodge
10/10 Excellent
"Very nice hotel. I would definitely stay here again."
FairBridge Inn Express
10/10 Excellent
"Room was clean and comfortable."
Vacation Village in the Berkshires
10/10 Excellent
"Always a great stay at. Vacation Villages"
The Yankee Inn
10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
The Williams Inn
10/10 Excellent
"Exceptional hotel. Friendly vibe."
Best Western Plus Berkshire Hills Inn & Suites
8/10 Good
"Friendly staff. Good location."
Hilton Garden Inn Lenox Pittsfield
8/10 Good
"Big rooms, nice shower pressure. Quiet at night. A great place to stay for enjoying the areas pleasures."
The Central Downtown Inn & Suites
8/10 Good
"It was priced well. The central location was convenient. The space inside was much larger than usual. There was a bedroom, living room and dining room combo with a full kitchen. It appears that it was an apartment at one time."
Hotel On North
10/10 Excellent
"Best place in town"