
Pittsfield Vacations from ¥214,215
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The Latest Pittsfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Watertown Boston
Price was ¥305,125, price is now ¥214,215 per person
¥214,215
per person
Jan 16 - Jan 18
found 7 hours ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
18.8/10 Exceptional! (1,001 reviews)
Everything is amazing so far, all room services, cleaning are great. Staff is so friendly, love to be here with my family.
Reviewed on Nov 24, 2025

Boston Harbor Hotel
North End
Save 100% on your flight
Price was ¥505,636, price is now ¥315,098 per person
¥315,098
per person
Feb 12 - Feb 19
found 4 hours ago
Roundtrip flight included
Tokyo (TYO) to Boston (BOS)
19.6/10 Exceptional! (1,005 reviews)
Everywhere you went you were greeted with a smile. The front desk were wonderful. The doorman and bellman were very attentive. The room itself was very spacious and well appointed. I was thrilled to have access to Diptique beauty products. It was a fabulous stay from start to finish.
Reviewed on Nov 24, 2025

Pennyweight Hotel Boston, Curio Collection by Hilton
West End
Price was ¥316,287, price is now ¥221,096 per person
¥221,096
per person
Jan 16 - Jan 18
found 7 hours ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
16.4/10 Exceptional! (1,102 reviews)
Great boutique style hotel, central to causeway street and attractions! Clean, cute, and friendly staff. Breakfast was delicious and the gentleman who served us was awesome as he stayed late for us to eat.
Reviewed on Nov 5, 2025

Maverick Suites at 40 Temple St
Beacon Hill
Price was ¥312,740, price is now ¥219,595 per person
¥219,595
per person
Jan 16 - Jan 18
found 7 hours ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
15.2/10 Exceptional! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌
Reviewed on Oct 27, 2025

The Eliot Hotel
Back Bay
Price was ¥343,102, price is now ¥240,961 per person
¥240,961
per person
Jan 16 - Jan 18
found 7 hours ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
19.2/10 Exceptional! (1,001 reviews)
This is a lovely hotel, conveniently located near Fenway Park and the Charles River Esplanade. It has an old world charm with modern amenities. The service was excellent. Very friendly and accommodating staff. The room was clean and well-appointed, and includes turn down service. Comfortable bed. Surroundings are quiet. I was disappointed in the breakfast buffet; limited options, and not a great value for the money. Go to Café Sauvage nearby. This is a special hotel. I would return, and also recommend it to others.
Reviewed on Nov 24, 2025
Find the Best Pittsfield Vacation Packages
Pittsfield Hotel Deals

Hampton Inn by Hilton Concord/Bow
515 South St Bow NH
Fully refundableReserve now, pay when you stay
The price is ¥13,639 per night from Dec 18 to Dec 19
¥13,639
¥14,798 total
Dec 18 - Dec 19
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Yes
Reviewed on Nov 17, 2025

The Centennial
96 Pleasant St Concord NH
Fully refundableReserve now, pay when you stay
The price is ¥40,017 per night from Nov 26 to Nov 27
¥40,017
¥45,964 total
Nov 26 - Nov 27
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
The staff were great. The room was clean and nice. We had a window problem that was corrected quickly. Toiletries were fine. The only reason for a 4 rating is the continental breakfast was not good - the bagels, muffins & pastry were stale and the coffee was not good. It was a great location. Unfortunately ...
Reviewed on Nov 18, 2025

Winnisquam Lake Inn
788 Laconia Rd Tilton NH
Fully refundableReserve now, pay when you stay
The price is ¥11,965 per night from Nov 26 to Nov 27
¥11,965
¥12,982 total
Nov 26 - Nov 27
includes taxes & fees
6.6/10 (806 reviews)
The room was nice but a little small and drafty. The family was really cool though, once you got got to know them. For the price you really couldnt complain. It averaged about 90$ a night, waffles, cereal, fruit and yogurts for breakfast, coffee, ice and microwave by the office. Really nice on the ...
Reviewed on Nov 19, 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.
