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Where to stay in Pittsfield?
1. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
$106
$118 total
includes taxes & fees
Sep 13 - Sep 14
2. Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
$115
$128 total
includes taxes & fees
Oct 12 - Oct 13
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
$127
$141 total
includes taxes & fees
Sep 13 - Sep 14
8. The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
$95
$106 total
includes taxes & fees
Oct 1 - Oct 2
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
$134
$150 total
includes taxes & fees
Sep 28 - Sep 29
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
$107
$120 total
includes taxes & fees
Sep 24 - Sep 25
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
$130
$145 total
includes taxes & fees
Sep 17 - Sep 18
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 17 - Sep 18
18. Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox BerkshiresLenox
$195
$217 total
includes taxes & fees
Sep 15 - Sep 16
20. Shaker Mill Inn
Shaker Mill InnWest Stockbridge
$149
$163 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
$106
$118 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
$115
$128 total
includes taxes & fees
Oct 12 - Oct 13
$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
$127
$141 total
includes taxes & fees
Sep 13 - Sep 14
$95
$106 total
includes taxes & fees
Oct 1 - Oct 2
$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
$115
$128 total
includes taxes & fees
Oct 12 - Oct 13
$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
$127
$141 total
includes taxes & fees
Sep 13 - Sep 14
$93
$126 total
includes taxes & fees
Oct 1 - Oct 2
Go beyond your typical stay in Pittsfield
Pet friendly
Hot tub
Pool
Spa
Family friendly
Apart hotel
Cottage
Apartment
Our prices for hotels in Pittsfield are cheapest in January
Our prices for hotels in Pittsfield are cheapest in January
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
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
10/10 Exceptional
Gipsy
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHGPittsfield
10/10 Exceptional
John
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
10/10 Exceptional
Gregory
The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
10/10 Exceptional
Anonymous traveler
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/BerkshiresGreat Barrington
10/10 Exceptional
Anonymous traveler
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Club Vacations Oak 'n Spruce ResortSouth Lee
10/10 Exceptional
David
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
10/10 Exceptional
Sheila
Frequently Asked Questions
What accommodations do travelers like in Pittsfield?
Where can I find free parking at my hotel in Pittsfield?
Park your car for free at Holiday Inn & Suites Pittsfield-Berkshires by IHG.
Can I book a refundable hotel in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Pittsfield if I'm looking for a reasonably priced accommodation?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites are two accommodations you might want to consider that'll save you money.
Where can I stay in Pittsfield if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 38 vacation homes. You can also consider one of the 8 apartments or 8 cottages.
What will the weather in Pittsfield be like during my vacation?
July and August are typically the warmest months in Pittsfield when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and August are the months with the most rain.
Why should I book my Pittsfield hotel with Hotels.com?
There are lots of reasons to book your Pittsfield trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.