Cummington Trips (flight + hotel)

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    Find the right fit
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    Plan, book, and manage your trip all in one place

Top hotels in Cummington

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is P8,106 per night from Aug 4 to Aug 5
P8,106
P9,054 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Fantastic place"

Reviewed on Jul 2, 2025

Hotel Downstreet, Ascend Hotel Collection
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
8.6/10 Excellent! (1,846 reviews)
"amazing for the price and overall SOOO clean"

Reviewed on Jun 28, 2025

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Vacation Village in the Berkshires
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is P4,012 per night from Jul 20 to Jul 21
P4,012
P4,481 total
Jul 20 - Jul 21
includes taxes & fees
5.2/10 (737 reviews)
"Rooms were much nicer than expected. Despite the somewhat dated exterior and overall first impression from the outside, the rooms were solidly good, clean, and comfortable. Good value for the price."

Reviewed on Jul 1, 2025

FairBridge Inn Express
See all 895 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 vacation 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 vacation to Cummington costs.
What are the cheapest months to go to Cummington?
If you're hoping to book a cheap Cummington vacation 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 vacation 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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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 vacation 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 accommodations: After you've nailed down your dates and duration, lock in the perfect Cummington vacation package for you.

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