Cummington Holidays

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Top hotels in Cummington

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts

Cummington MA
The price is €123 per night from 23 Jul to 24 Jul
€123
23 Jul - 24 Jul
includes taxes & fees
10/10 Exceptional! (3 reviews)
"Spiritual, artistic home. Wonderful."

Reviewed on 10 Jun 2026

Artistic, Pet-Friendly Getaway in the Foothills of the Berkshire Mountains of Massachusetts
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is €139 per night from 27 Jul to 28 Jul
€139
27 Jul - 28 Jul
includes taxes & fees
Vacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
The price is €169 per night from 19 Jul to 20 Jul
€169
19 Jul - 20 Jul
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Property and hotel was very clean. The staff was pleasant and helpful."

Reviewed on 14 Jul 2026

Hotel Downstreet, an Ascend Collection Hotel
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.

Explore a world of travel with Expedia

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