
Cummington Vacations from ¥305,090
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The Latest Cummington Vacation Packages
Price found within the past 48 hours. Click for updated prices.


The Newbury Boston
Back Bay
Price was ¥459,990, price is now ¥339,682 per person
¥339,682
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.4/10 Exceptional! (510 reviews)
Great location but they have no concierge , and for the price you will think they would. Rooms are small
Reviewed on Oct 8, 2025

Raffles Boston
Back Bay
Price was ¥447,789, price is now ¥333,730 per person
¥333,730
per person
Nov 20 - Nov 23
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.
Reviewed on Oct 7, 2025


The Whitney Hotel
Beacon Hill
Price was ¥420,812, price is now ¥338,568 per person
¥338,568
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.
Reviewed on Oct 13, 2025
Find the Best Cummington Vacation Packages
Cummington Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is ¥13,925 per night from Nov 2 to Nov 3
¥13,925
¥17,219 total
Nov 2 - Nov 3
includes taxes & fees
8.6/10 Excellent! (2,049 reviews)
Check-in Needs Improvement
"Why have an on-line pre-check process if you have to wait in a long line when you arrive. Need to have separate line(s) for those who pre-check."
Reviewed on Oct 11, 2025

Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is ¥19,973 per night from Nov 16 to Nov 17
¥19,973
¥22,310 total
Nov 16 - Nov 17
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"
Reviewed on Oct 9, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ¥14,065 per night from Nov 2 to Nov 3
¥14,065
¥19,081 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (695 reviews)
"We stayed twice in the same week. The first room was great - no issues. The second stay (different room/different floor) seemed dated. Shower head was bad - so strong the tub filled. Moisture issues on the walls - walls peeling in bathroom, cracks in the sink around the bathroom sink drain. Crumbs ..."
Reviewed on Oct 12, 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.