Pittsfield Vacations from ￥252,254
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The Latest Pittsfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel
Beacon Hill
Price was ￥310,688, price is now ￥252,254 per person
￥252,254
per person
Nov 25 - Nov 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9/10 Wonderful! (246 reviews)
Lean room, nice staff but the elevator broke and it took a while to fix it
Reviewed on Oct 1, 2025
The Langham, Boston
Downtown Boston
Price was ￥595,326, price is now ￥499,648 per person
￥499,648
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.
Reviewed on Sep 17, 2025
Boston Harbor Hotel
North End
Price was ￥603,372, price is now ￥508,288 per person
￥508,288
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Easy access to mass transit and to all the downtown areas of interest.
Reviewed on Oct 4, 2025
XV Beacon
Beacon Hill
Price was ￥571,330, price is now ￥491,574 per person
￥491,574
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (377 reviews)
Great Staff, very nice room. Ideal location for exploring Boston history and access to the T
Reviewed on Sep 19, 2025
The Newbury Boston
Back Bay
Price was ￥346,648, price is now ￥303,470 per person
￥303,470
per person
Nov 25 - Nov 30
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.4/10 Exceptional! (510 reviews)
Thoroughly enjoyed our stay. All the staff were very friendly and helpful. The rooms were clean and well stocked. I would definitely stay there again
Reviewed on Oct 1, 2025
Find the Best Pittsfield Vacation Packages
Pittsfield Hotel Deals
Winnisquam Lake Inn
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is ￥11,067 per night from Oct 23 to Oct 24
￥11,067
￥12,007 total
Oct 23 - Oct 24
includes taxes & fees
6.6/10 (761 reviews)
"I had a very small room. It’s was clean but didn’t have the lake view but didn’t expect one for the price. The price was very reasonable as I didn’t have much money to spend on a room so it worked just fine for me. I’m sure I will look at staying again once the weather gets cold. I hope you will ..."
Reviewed on Sep 26, 2025
The Centennial
96 Pleasant St, Concord, NH
Fully refundableReserve now, pay when you stay
The price is ￥28,988 per night from Oct 25 to Oct 26
￥28,988
￥33,853 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Great place. Convenient to downtown. Friendly staff"
Reviewed on Oct 1, 2025
Hampton Inn by Hilton Concord/Bow
515 South St, Bow, NH
Fully refundableReserve now, pay when you stay
The price is ￥12,410 per night from Nov 2 to Nov 3
￥12,410
￥13,465 total
Nov 2 - Nov 3
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Tom at the front desk was very welcoming and thorough….breakfast nice….would stay again!"
Reviewed on Sep 17, 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.
