Cummington Packages (Flight + Hotel)

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Top hotels in Cummington

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is ฿3,517 per night from 14 Sept to 15 Sept
฿3,517
฿4,284 total
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (1,971 reviews)
"The property was very well maintained. Our room was very spacious and nice and clean. We did not receive any room service during our stay, We did end up running out of toilet paper and clean towels and had to walk all the way to the front desk which wasn’t attached to our building, a little inconvenient ..."

Reviewed on 25 Aug 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (589 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 23 Aug 2025

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Berkshire Mountain Lodge
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
The price is ฿3,990 per night from 1 Sept to 2 Sept
฿3,990
฿4,636 total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,218 reviews)
"Consistently excellent stay"

Reviewed on 22 Aug 2025

D. Hotel Suites & Spa
See all 906 properties in Cummington
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.

Frequently asked questions

How much does a Cummington holiday package cost?
You'll find cheap prices on Expedia for your Cummington escape. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Cummington costs.
What are the cheapest months to go to Cummington?
If you're hoping to book a cheap Cummington holiday package, consider planning a trip in January, February and November. You'll typically find lower rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Cummington?
The ideal length of your Cummington holiday depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to tick off all the leading attractions and discover some hidden treasures along the way.
How to find the best Cummington package deals?
Finding a cheap Cummington package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Cummington package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Cummington holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Cummington holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Cummington?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Cummington getaway.
How to plan a trip to Cummington?

  1. Choose when to travel: Check your diary and get packing. Your preferred season and the type of activities on offer will also help you decide when to holiday in Cummington.
  2. Set a budget: Factor in costs such as transportation, flights and meals when working out how much to put aside for your trip to Cummington. Then, pick a hotel that suits your budget, whether that's a low-cost option or a deluxe getaway.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to experience in Cummington. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodation: After you've nailed down your dates and duration, lock in the perfect Cummington holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.