Pittsfield Vacations from ￥200,364
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The Latest Pittsfield Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Price was ￥433,986, price is now ￥327,896 per person
￥327,896
per person
Mar 3 - Mar 7
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Beautiful room and common areas, excellent service, luxurious lotions and soaps. Spa area newly renovated. Delicious lunch at the restaurant. Turn down service. Friendly staff.
Reviewed on Jan 13, 2026
The Charles Hotel
West Cambridge
Price was ￥312,206, price is now ￥244,360 per person
￥244,360
per person
Mar 3 - Mar 7
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Our room had a shower that was designed fir shorter people. Im 5'9" and had to duck and lean iver to shampoo. Its a simple fix. Sometimes you just say to yourself. WHAT??
Reviewed on Jan 13, 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
10/10 Exceptional! (33 reviews)
Place is beautiful and best to relax. The cabin was clean and perfect for me and my wife
Reviewed on Oct 5, 2025
Hampton Inn by Hilton Concord/Bow
515 South St Bow NH
Fully refundableReserve now, pay when you stay
The price is ￥16,068 per night from Jan 21 to Jan 22
￥16,068
￥17,433 total
Jan 21 - Jan 22
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Nice team members
Reviewed on Jan 6, 2026
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
76 Mountain Rd Epsom NH
The price is ￥17,225 per night from Jan 15 to Jan 16
￥17,225
￥25,548 total
Jan 15 - Jan 16
includes taxes & fees
9.6/10 Exceptional! (104 reviews)
Cozy cabin, could be a little more spacious, shower could be a tiny bit bigger.
Reviewed on Jan 11, 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.
