
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
Government Center
Price was €811, price is now €700 per person
€700
per person
1 Jan - 4 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.4/10 Very Good! (1,952 reviews)
The hotel was in a great walking location to many sites and restaurants.
Reviewed on 16 Oct 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was €1,516, price is now €1,003 per person
€1,003
per person
1 Jan - 4 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
One of the best I’ve stayed at in a while
Reviewed on 11 Oct 2025

Eurostars The Boxer
West End
Price was €861, price is now €738 per person
€738
per person
1 Jan - 4 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,285 reviews)
I like the small cozy property and convenience to walk to a lot of bars and restaurants
Reviewed on 11 Oct 2025

Top hotels in Pittsfield

Winnisquam Lake Inn
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

The Centennial
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

Best Western Plus Landmark Inn
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
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.