
Cummington Vacations from $688
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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.

The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,265, price is now $688 per person
$688
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast
Reviewed on Apr 29, 2026

Boston Harbor Hotel
North End
Price was $1,654, price is now $878 per person
$878
per person
Aug 6 - Aug 9
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 Atlas Hotel
Allston
Save 100% on your flight
Price was $2,082, price is now $1,115 per person
$1,115
per person
Jul 7 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (113 reviews)
Atlas was immaculate in many ways. Some of the staff were also very helpful. The issues lie in unpreparedness given how new it is.
e.g. For the price point, I would not have expected pounding music above me from the restaurant till past 1am. When I called the front desk to inquire at 10:30pm about the loud bass and music, the response was “Do you need earbuds? Can I have someone send up earbuds? How about a noise machine?” When I could not even hear my TV and my heart was pounding from the loud bass, no earbuds or sound machine would have worked… That was highly disappointing. At the very least, Atlas should not have understood this noise travelling problem and should not have allowed the party even to have turned up the bass that high. The staff should also have been better trained with client communication.
e.g. I have asked to speak with the manager to relay my discontent twice in two days. Not surprisingly, no one bothered to follow up.
e.g. Restaurant - The breakfast at AMA was absolutely excellent but the portion size of the restaurant fluctuates quite a bit. A yoghurt with granola can literally halve in size depending on the day. It takes 5 minutes to find a server to do anything. Breakfast tea comes without the requested milk or sugar. When they finally come in 10 minutes, there was no spoon. So you have to wait another while for that. What was shocking was the staff was genuinely surprised I asked for a spoon to stir in the milk and sugar.
Reviewed on Jun 5, 2026

Iris Hotel Boston
Coolidge Corner
Save 100% on your flight
Price was $2,187, price is now $1,261 per person
$1,261
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (556 reviews)
Great hotel. Best in room kitchenette I have ever seen. Room service was fast and tasty. Staff were helpful and friendly. Beds are extremely comfortable.
Reviewed on May 29, 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 8 to Jun 9
$135 total
Jun 8 - Jun 9
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
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Jul 6 to Jul 7
$166 total
Jul 6 - Jul 7
Total with taxes and fees
9/10 Wonderful! (962 reviews)
"We love the Bershire Mountain Lodge. We've stayed here five other times but this time we do have a few very minor negatives. 1) The cabinet door under the kitchenette sink had a loose hinge. We messaged the staff and requested that they wait until after we checked out to repair the hinge. We hope ..."
Reviewed on Jun 4, 2026

Hotel UMass
1 Campus Center Way Amherst MA
Fully refundable
$141 nightly
The price is $158 total per night from Jun 28 to Jun 29
$158 total
Jun 28 - Jun 29
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)
"Clean, comfortable. Good breakfast. Great being on campus."
Reviewed on Jun 4, 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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