Pittsfield Vacation Packages

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Top Pittsfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay
Boston Harbor Hotel
The Langham, Boston
Maverick Suites at 402 Columbus Ave

The Annual Vacation Sale

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Pittsfield Hotel Deals

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

2 out of 5
76 Mountain Rd Epsom NH
The price is CA $137 per night from Feb 19 to Feb 20
CA $137
CA $208 total
Feb 19 - Feb 20
includes taxes & fees
9.6/10 Exceptional! (116 reviews)
Good

Reviewed on Feb 7, 2026

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
The Centennial

The Centennial

4 out of 5
96 Pleasant St Concord NH
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,000 reviews)
We loved the atmosphere. You could tell it is an old building and it looks beautiful from the outside. The room was surprisingly spacious. The only downside is the elevator wasn't working, but we were only on the second floor so it wasn't a problem for us.

Reviewed on Feb 1, 2026

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 CA $144 per night from Feb 25 to Feb 26
CA $144
CA $156 total
Feb 25 - Feb 26
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
The room was ver y nice, clean and comfortable. Check in staff were friendly and helpful.

Reviewed on Feb 5, 2026

Hampton Inn by Hilton Concord/Bow
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.

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