
Cummington Vacations from $869
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Your Cummington Vacation
Take the stress out of planning your next epic adventure with a Cummington vacation package. Whether you're visiting for its food, history, art or other highlights, there's a never-ending supply of new experiences to be had. If seeing the sights is a priority during your trip to Cummington, make sure you stop by leading attractions like Chesterfield Gorge and Swift River. Browse Expedia's wide range of travel options and start organizing your dream vacation to Cummington now.
The Latest Cummington vacation packages
Price found within the past 48 hours. Click for updated prices.

Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,373, price is now $869 per person
$869
per person
Aug 27 - Aug 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $7,039, price is now $4,303 per person
$4,303
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon
Reviewed on May 8, 2025



The Atlas Hotel
Allston
Save 100% on your flight
Price was $1,555, price is now $1,006 per person
$1,006
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (113 reviews)
No breakfast at this price is disapointing, no swiming pull,bar wo food...
Reviewed on Jun 2, 2026
Cummington Hotel Deals

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts
Cummington MA
Fully refundable
$128 nightly
The price is $135 total per night from Jun 3 to Jun 4
$135 total
Jun 3 - Jun 4
Total with taxes and fees
10/10 Exceptional! (2 reviews)
"It is an Artist’s Retreat. It is very quirky, but once you get used to it, it was great. Dog friendly, brought my boxer, large back space to walk them in. Right on river, absolutely peaceful.My only thing is none of the rooms have two beds, and I was traveling with my brother. Not sleep in’ in a ..."
Reviewed on May 17, 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$152 nightly
The price is $170 total per night from Jun 14 to Jun 15
$170 total
Jun 14 - Jun 15
Total with taxes and fees
9/10 Wonderful! (961 reviews)
"Water pressure in shower overwhelmingly strong"
Reviewed on Jun 2, 2026

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$145 nightly
The price is $162 total per night from Jun 3 to Jun 4
$162 total
Jun 3 - Jun 4
Total with taxes and fees
8.8/10 Excellent! (2,388 reviews)
"While traveling in the area for summer we found Vacation Village. Great jump off point, great amenities, helpful staff, nice set up inside the condo, pots, pans, utensils, glassware, other cooking utensils in good shape. Private decks are a nice touch. Best bargain in the area by far!!! Will be ..."
Reviewed on Jun 1, 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.
Find the Best Cummington Vacation Packages
Cummington Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,000 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Glendale Falls, Skyline Trail and Petticoat Hill |
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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.


















