Western Massachusetts Vacations from ￥237,598
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The Latest Western Massachusetts Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Leeway
Price was ￥244,083, price is now ￥237,598 per person
￥237,598
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Sapporo (CTS) to Albany (ALB)
10/10 Exceptional! (13 reviews)
We had a lovely stay at the Leeway. The cabin was decorated very nicely and it felt really comfortable and cosy. There was a great spot down by the river to relax and read. The staff had provided lots of helpful info for the surrounding area (which is beautiful). All in all, a great stay
Reviewed on May 2, 2025
Hasbrouck House
Price was ￥309,262, price is now ￥282,631 per person
￥282,631
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Sapporo (CTS) to Albany (ALB)
9.2/10 Wonderful! (47 reviews)
Great getaway property. We checked in for two nights, and stayed in a building with kitchen/2 bedrooms, which was great for our needs. We spent time in the property relaxing at the beautiful pool, sauna, and had a fabulous dinner at Butterfield. Played some shuffleboard, pool and video games in their clubhouse - very laid back vibe and perfect for a couples weekend. Great food options off property in the area, and my partner was able to get in a quick nine-hole game of golf at a nearby course.
Reviewed on Aug 6, 2025
Eastwind Oliverea Valley
Price was ￥291,332, price is now ￥281,574 per person
￥281,574
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Sapporo (CTS) to Albany (ALB)
9.4/10 Exceptional! (31 reviews)
A beautifully located and thoughtfully designed property with a warm and welcoming atmosphere - especially from Brendan and Gillian, who were both loads of fun and full of insights into the local area. Highly recommended!
Reviewed on May 9, 2025
Where to stay in Western Massachusetts
Find the best Western Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Western Massachusetts
Metro Center
1 out of top 10 points of interest in this area
3.5/5(242 area reviews)
Explore Springfield Armory National Park, Quadrangle museums, and enjoy over 70 clubs, bars, and restaurants in the Club Quarter. Exceptionally walkable, with easy access to I-91, I-291, and Union Station.
Find the Best Western Massachusetts Vacation Packages
Western Massachusetts Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is ￥15,916 per night from Aug 28 to Aug 29
￥15,916
￥19,391 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,965 reviews)
"Beautiful location!"
Reviewed on Aug 21, 2025
MGM Springfield
One MGM Way, Springfield, MA
The price is ￥23,363 per night from Sep 2 to Sep 3
￥23,363
￥29,840 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,402 reviews)
"Property was beautiful"
Reviewed on Aug 21, 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (586 reviews)
"I stayed here for a work trip to a remote project site. This place was very impressive for the money. The rooms were large and had everything. The place was clean and staff very pleasant and accommodating. I didn’t expect a lot for what I paid but was pleasantly surprised."
Reviewed on Aug 23, 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.
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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.