Pittsfield Trip
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₹100,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Pittsfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₹8,418 per night from 24 May to 25 May
₹8,418
₹11,547 total
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (938 reviews)
Nice for families, has kitchen facilities for cooking. Door to room needs attention. Had to slam hard to close. Nice big bathroom. Thought we were getting 2 beds but had king bed and pull out couch. Wouldn’t always work for everyone. Could hear dog barking in nearby room. Price was right
Reviewed on 17 May 2026
Hotel On North
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₹15,259 per night from 16 Jun to 17 Jun
₹15,259
₹17,045 total
16 Jun - 17 Jun
includes taxes & fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₹11,324 per night from 25 May to 26 May
₹11,324
₹12,649 total
25 May - 26 May
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Staff was nice. Room was clean. Parking lot was under construction. Had to park offsite. Wasn't a total inconvenience. One elevator was broken and the wait time was long each time we were trying to use.
Reviewed on 19 Apr 2026
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.
Popular places to visit
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.
Herman Melville's Arrowhead
You can learn about the history of Pittsfield with a trip to Herman Melville's Arrowhead. Wander the lakeside in this quaint area.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
