North Bennington Vacation Packages

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Your North Bennington Vacation

Our North Bennington vacation packages provide countless opportunities to indulge in new sights, sounds and tastes. And with all the finer details worked out, you can let go and enjoy your city break without a care in the world. You'll want to do some exploring during your trip to North Bennington. Drop by big-name attractions such as Bennington College, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display and Bennington Battle Monument. Don't put off your visit to this city any longer. The perfect North Bennington vacation is a few clicks away with Expedia.

Top North Bennington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Tru By Hilton Albany Airport, NY

Tru By Hilton Albany Airport, NY

2.5 out of 5
Price was CA $1,203, price is now CA $1,162 per person
CA $1,162
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
9/10 Wonderful! (1,960 reviews)
It is nice convenient hotel near the Albany International Airport.

Reviewed on Nov 1, 2026

Marriott Albany

Marriott Albany

3.5 out of 5
Price was CA $1,299, price is now CA $1,203 per person
CA $1,203
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
8.4/10 Very good! (1,001 reviews)

The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was CA $1,419, price is now CA $1,357 per person
CA $1,357
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)

Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

2.5 out of 5
Price was CA $1,241, price is now CA $1,199 per person
CA $1,199
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
8.8/10 Excellent! (1,001 reviews)
We had a 3 night/4 day stay and our room was never cleaned/made up the entire time. I also do not appreciate that breakfast is shut down at 9 am… this does not work for many people. It should be available until AT LEAST 10 am. The parking lot is being worked on and is a bit of a mess.

Reviewed on Oct 30, 2026

The Stockade Inn

The Stockade Inn

2 out of 5
Stockade Historic District
Price was CA $1,384, price is now CA $1,338 per person
CA $1,338
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Albany (ALB)
9.4/10 Exceptional! (222 reviews)
PERFECT location should the Historic District be of interest...Recommend Solana Bagel & Coffee Shop within the premises...Arthur's Market on Ferry St., Stella's Pasta Bar and Bistro on Union St... Pleasant and responsive staff...Recommend...

Reviewed on Oct 31, 2026

Ready to book your vacation to North Bennington?

 

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North Bennington Hotel Deals

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is CA $221 per night from Nov 2 to Nov 3
CA $221
CA $264 total
Nov 2 - Nov 3
includes taxes & fees
Grand Summit Resort, A Vail Resorts Property
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 $167 per night from Nov 22 to Nov 23
CA $167
CA $186 total
Nov 22 - Nov 23
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $277 per night from Nov 8 to Nov 9
CA $277
CA $309 total
Nov 8 - Nov 9
includes taxes & fees
9.8/10 Exceptional! (708 reviews)
"Incredible staff, wonderful accommodations, food in restaurant was excellent and they fit us in for a busy Friday night dinner when they didn’t really have room. Great fitness center. Right in the heart of Williamstown / Williams College. Beautiful place!"

Reviewed on Oct 31, 2026

The Williams Inn
See all 1,574 properties in North Bennington
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular North Bennington attractions

Bennington College

8.8/10 (43 reviews)
Explore the campus of Bennington College, during your travels in North Bennington. Attend a sporting event or discover the mountain views in this trendy area.
See properties

Frequently asked questions

How much does a North Bennington vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,162 on Expedia. However, how much your vacation to North Bennington costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to North Bennington?
The off-season is the best time to head to North Bennington if you're on a budget. Another tip for getting cheap North Bennington vacation packages? Try to avoid public holidays and any major events.
How many days is enough for North Bennington?
We recommend booking a North Bennington vacation for a minimum of 2 days. This will give you enough time to visit top sights such as Bennington Centre for the Arts and Old First Congregational Church, and check out neighbourhoods like Old Bennington and North Bennington Historic District. You could even fit in a day trip or two outside of North Bennington.
How to find the best North Bennington package deals?
Use Expedia's filter tool to help you find some great North Bennington package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for North Bennington package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a North Bennington vacation as a package?
You can enjoy significant savings on your next North Bennington break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to North Bennington?
If you're planning a spontaneous North Bennington trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to North Bennington?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the available activities will also help you decide when to visit North Bennington.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to save for your trip to North Bennington. Then, choose a hotel that fits your budget, whether that's a low-cost option or a lavish getaway.
  3. Decide how long to go away for: Now that you're up to speed on North Bennington, you can figure out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored North Bennington vacation package.

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