Pittsfield Holidays

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Top Flight + Hotel Deals in Pittsfield

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Boston Harbor Hotel
The Colonnade Hotel Back Bay
Eurostars The Boxer
Fairmont Copley Plaza, Boston

Top hotels in Pittsfield

The Centennial

The Centennial

4 out of 5
96 Pleasant St Concord NH
Fully refundableReserve now, pay when you stay
The price is €189 per night from 4 Dec to 5 Dec
€189
4 Dec - 5 Dec
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
Spectacular in every way. Great service, fabulous room, nice bar. We'll worth it.

Reviewed on 27 Nov 2025

The Centennial
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
515 South St Bow NH
Fully refundableReserve now, pay when you stay
The price is €82 per night from 28 Dec to 29 Dec
€82
28 Dec - 29 Dec
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
The ladies in the front desk were Great. Friendly and helpful. The breakfast was good and my room was clean. I was a little worried because I had a late flight and made it to the hotel a little after 1:00 AM and wasn’t sure if I was going to be able to check in. I called and the young lady at the ...

Reviewed on 25 Nov 2025

Hampton Inn by Hilton Concord/Bow
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd Tilton NH
Fully refundableReserve now, pay when you stay
The price is €72 per night from 3 Dec to 4 Dec
€72
3 Dec - 4 Dec
includes taxes & fees
6.6/10 (808 reviews)
The room was nice but a little small and drafty. The family was really cool though, once you got got to know them. For the price you really couldnt complain. It averaged about 90$ a night, waffles, cereal, fruit and yogurts for breakfast, coffee, ice and microwave by the office. Really nice on the ...

Reviewed on 19 Nov 2025

Winnisquam Lake Inn
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.