If you're looking for a place to get away, look no further than Pittsfield. Whether you're planning to stay for a night or for the week, the area around Pittsfield has accommodation options to fit every need. Search for hotels in Pittsfield with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Pittsfield hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pittsfield hotel deals are here with our lowest price guarantee.
Hotels in Pittsfield
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Where to stay in Pittsfield?

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
8.0 out of 10, Very good, (822)
The price is €124
includes taxes & fees
31 Jul - 1 Aug

Hotel On North
Hotel On North
9.6 out of 10, Exceptional, (743)
The price is €182
includes taxes & fees
20 Jul - 21 Jul

Berkshire Inn
Berkshire Inn
7.8 out of 10, Good, (779)
The price is €96
includes taxes & fees
30 Jul - 31 Jul

The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
8.8 out of 10, Excellent, (298)
The price is €124
includes taxes & fees
21 Jul - 22 Jul

Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.8 out of 10, Excellent, (514)

Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires
10.0 out of 10, Exceptional, (3)
The price is €179
includes taxes & fees
20 Jul - 21 Jul

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1013)
The price is €122
includes taxes & fees
27 Jul - 28 Jul

Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
9.2 out of 10, Wonderful, (637)
The price is €198
includes taxes & fees
17 Aug - 18 Aug

FairBridge Inn Express
FairBridge Inn Express
5.4 out of 10, (742)
The price is €68
includes taxes & fees
31 Jul - 1 Aug

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.2 out of 10, Wonderful, (1000)
The price is €122
includes taxes & fees
24 Jul - 25 Jul

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (760)
The price is €95
includes taxes & fees
20 Jul - 21 Jul

Wagon Wheel Inn
Wagon Wheel Inn
7.0 out of 10, Good, (610)
The price is €66
includes taxes & fees
28 Jul - 29 Jul

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1000)
The price is €154
includes taxes & fees
30 Jul - 31 Jul

Berkshires Untold
Berkshires Untold
9.2 out of 10, Wonderful, (635)
The price is €415
includes taxes & fees
25 Jul - 26 Jul

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 out of 10, Wonderful, (565)
The price is €203
includes taxes & fees
23 Jul - 24 Jul

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
9.0 out of 10, Wonderful, (1000)
The price is €188
includes taxes & fees
21 Jul - 22 Jul

The Dewey
The Dewey
8.8 out of 10, Excellent, (315)
The price is €197
includes taxes & fees
22 Jul - 23 Jul

The Whitlock
The Whitlock
8.6 out of 10, Excellent, (252)
The price is €202
includes taxes & fees
22 Jul - 23 Jul

The Constance by the Lenox Collection
The Constance by the Lenox Collection
8.6 out of 10, Excellent, (495)
The price is €172
includes taxes & fees
22 Jul - 23 Jul
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.
Go beyond your typical stay in Pittsfield
Pet friendly
Family friendly
Top landmarks in Pittsfield

Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.

Berkshire Museum
You can spend an afternoon studying the exhibits at Berkshire Museum in Pittsfield. Wander the lakeside in this family-friendly area.
Hancock Shaker Village
You can browse the exhibits at Hancock Shaker Village, a museum with a story of its own, during your travels to Pittsfield. Wander the lakeside in this quaint area.
Learn more about Pittsfield
Pittsfield is applauded for its entertainment and theatre with such cultural attractions as Berkshire Museum and Colonial Theater. Sights include Barrington Stage Company and Herman Melville's Arrowhead and visitors speak highly of the city's sports.

Check out reviews of Pittsfield hotels guests love

Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent

Berkshires Untold
10/10 Excellent

The Yankee, Trademark Collection by Wyndham
10/10 Excellent
Frequently asked questions
Find out more about Pittsfield
Find out more about Pittsfield
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- Hotels near Bousquet Ski Area
- Hotels near Hancock Shaker Village
- Hotels near Berkshire Museum
- Hotels near Colonial Theater
- Hotels near Barrington Stage Company
- Hotels near Herman Melville's Arrowhead
- Hotels near Guido's Marketplace
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Berkshire Athenaeum
- Hotels near Crane Museum of Papermaking
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Williams College
- Hotels near National Shrine of the Divine Mercy
- Hotels near Green Mountain National Forest
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
- Hotels near Berkshire East Ski Resort
- Hotels near Ski Butternut
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- Howard Johnson by Wyndham Lenox
- Courtyard by Marriott Lenox Berkshires
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- Holiday Inn Express Hotel & Suites Great Barrington by IHG
- Jiminy Peak Mountain Resort
- The Whitlock
- Fairfield Inn & Suites by Marriott Williamstown
- The Little Lion
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Cozy Corner Motel
- The Villager Motel
- Travelodge by Wyndham Great Barrington Berkshires
- The Cornell Inn, Lenox & The Berkshires
- The Porches Inn at Mass MoCA
- Gregory House Country Inn
- Williamstown Motel
- Econo Lodge Lee - Great Barrington
- Wagon Wheel Inn
- Berkshire Travel Lodge
- Chatham Travel Lodge
- Willows Motel Williamstown
- Monument Mountain Motel
- The Dewey
- Howard Johnson by Wyndham Williamstown
- The Ponds at Foxhollow
- The Springs Motel
- Prospect Berkshires
- The Revival House
- Four Season Motel
- Chambery Inn
- Little Cat Lodge
- Pleasant Valley Motel West Stockbridge
- Berkshire Valley Inn
- 1896 House Country Inn & Motels
- Pilgrim Inn
- Blue Vista Motor Lodge
- Tanglewood Suites
- Huttopia Berkshires
- Club Wyndham Bentley Brook
- Element Lenox Berkshires
- The Brooks Motel
- Lakehouse Inn
- Inn at Silver Maple Farm
- Whistler's Inn Bed & Breakfast
- Maple Terrace Motel
- Brook Farm Inn