Drury Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Drury Vacation

Our Drury vacation packages offer countless opportunities to discover new sights, sounds and smells. And with all the finer details taken care of, you can relax and enjoy your city break just like you deserve. Berkshire East Ski Resort, Tannery Falls and Charlemont Federated Church are just some of the many sights you'll want to see during your trip to Drury. Stop daydreaming and start adventuring. Explore the broad range of options on Expedia today and finally put your Drury vacation plans into action!

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Drury Hotel Deals

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 CA $169 per night from Jul 16 to Jul 17
CA $169
CA $204 total
Jul 16 - Jul 17
includes taxes & fees
8.8/10 Excellent! (2,429 reviews)
"We absolutely love it there! Colleen at the front desk has been there a very long time she's sweet as can be! everyone is so nice and helpful, and the place is relaxing and clean we stay there quite often!"

Reviewed on Jul 9, 2026

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 CA $88 per night from Jul 13 to Jul 14
CA $88
CA $98 total
Jul 13 - Jul 14
includes taxes & fees
5.4/10 (848 reviews)
"Stop it. Hazmat"

Reviewed on Jul 8, 2026

FairBridge Inn Express
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is CA $244 per night from Jul 13 to Jul 14
CA $244
CA $272 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Fun and comfortable place to stay. Bed was great. Staff was great. Restaurant was amazing. HVAC and pool are hopefully next in line for renovation. Wonderful Reno."

Reviewed on Jul 6, 2026

Hotel Downstreet, an Ascend Collection Hotel
See all 703 properties in Drury
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.
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Frequently asked questions

How much does a Drury vacation package cost?
You'll find cheap prices on Expedia for your Drury escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Drury costs.
What are the cheapest months to go to Drury?
You can usually find lower prices and better availability in January, February and March. Browse our cheap Drury vacation packages and you could get some great off-season discounts.
How many days is enough for Drury?
The ideal duration for your Drury vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to hit all the leading sights and discover some hidden gems along the way.
How to find the best Drury package deals?
Use Expedia's filter tool to help you find some tempting Drury package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Drury package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Drury vacation as a package?
You can enjoy significant savings on your Drury escape by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Drury?
Score fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Drury trip.
How to plan a trip to Drury?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit Drury.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodations will probably be the biggest expense during your trip to Drury.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to experience in Drury. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Drury vacation package.

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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.