Pittsfield Holidays
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Top Flight + Hotel Deals in Pittsfield
Price found within the past 48 hours. Click for updated prices.
The Lenox Hotel Boston
Back Bay
Save 100% on your flight
Price was €1,937, price is now €1,440 per person
€1,440
per person
26 May - 31 May
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,482 reviews)
Outstanding service and cleanliness. Above bar!!!
Reviewed on 14 Apr 2026
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was €2,623, price is now €1,834 per person
€1,834
per person
26 May - 31 May
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (535 reviews)
Well maintained and clean place, friendly and professional staff.
Reviewed on 17 Apr 2026
The Verb Hotel
Fenway–Kenmore
Save 100% on your flight
Price was €3,723, price is now €2,673 per person
€2,673
per person
1 Jul - 8 Jul
found 22 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (2,028 reviews)
Lots of breakfast options, super unique features like the many vinyls available to play in your hotel room, and in a good area with a lot of things to do. We had a great experience here, wished it as longer so we had more time to explore!
Reviewed on 14 Apr 2026
Top hotels in Pittsfield
Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
Pittsfield NH
Steele Hill Resorts
516 Steele Hill Road Sanbornton NH
The price is €174 per night from 4 May to 5 May
€174
4 May - 5 May
includes taxes & fees
8.4/10 Very Good! (804 reviews)
Just had a nice lunch at Hilltop
Reviewed on 15 Apr 2026
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is €105 per night from 4 May to 5 May
€105
4 May - 5 May
includes taxes & fees
7.8/10 Good! (1,000 reviews)
The breakfast had expired yogurt but other then that it was great stay
Reviewed on 13 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.
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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.
