
Pittsfield Vacations from ¥379,638
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The Latest Pittsfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Fairmont Copley Plaza, Boston
Back Bay
Price was ¥530,005, price is now ¥379,638 per person
¥379,638
per person
May 21 - May 26
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,218 reviews)
It was a beautiful hotel. Staff was kind and friendly. The room was large. It was located near the train (subway)
Reviewed on Apr 15, 2026

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥816,186, price is now ¥523,084 per person
¥523,084
per person
Jun 4 - Jun 9
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Classic luxury, a true five-star experience. Spectacular Boston Harbor views, top-notch staff, extra-comfortable bedding, rainfall shower.
Reviewed on Apr 12, 2026


The Whitney Hotel
Beacon Hill
Price was ¥594,978, price is now ¥423,869 per person
¥423,869
per person
May 21 - May 26
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (535 reviews)
Well maintained and clean place, friendly and professional staff.
Reviewed on Apr 17, 2026
Find the Best Pittsfield Vacation Packages
Pittsfield Hotel Deals

Bower Cabin- Cabin in woods on a remote pond, Romantic getaway, Green living!
Pittsfield NH

Steele Hill Resorts
516 Steele Hill Road Sanbornton NH
8.4/10 Very Good! (806 reviews)
Just had a nice lunch at Hilltop
Reviewed on Apr 15, 2026

Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
The price is ¥19,671 per night from Apr 19 to Apr 20
¥19,671
¥21,343 total
Apr 19 - Apr 20
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 Apr 13, 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.

