Pittsfield Holidays

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Top Flight + Hotel Deals in Pittsfield

Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Boston Harbor Hotel
Eurostars The Boxer
Hotel Commonwealth
Omni Parker House

Top hotels in Pittsfield

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 €73 per night from 13 Nov to 14 Nov
€73
13 Nov - 14 Nov
includes taxes & fees
6.6/10 (778 reviews)
"Great view of the lack. Clean with new everything in the room.Large room. Staff was attentive."

Reviewed on 10 Oct 2025

Winnisquam Lake Inn
The Centennial

The Centennial

4 out of 5
96 Pleasant St, Concord, NH
Fully refundableReserve now, pay when you stay
The price is €237 per night from 25 Oct to 26 Oct
€237
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Was very unique. Lots of character"

Reviewed on 16 Oct 2025

The Centennial
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
The price is €94 per night from 16 Nov to 17 Nov
€94
16 Nov - 17 Nov
includes taxes & fees
7.6/10 Good! (1,024 reviews)
"Very nice place at a fair price and friendly staff."

Reviewed on 16 Oct 2025

Best Western Plus Landmark 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.