North Bennington Vacations from $302

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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.

The Latest North Bennington vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Price was $430, price is now $302 per person
$302
per person
Feb 28 - Mar 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
9.2/10 Wonderful! (218 reviews)
The place was fantastic in every way, clean, great service, beautiful location and close to everything you want to do in and around Saratoga Springs. I will book this beautiful spot again!

Reviewed on Dec 1, 2025

Gedney Farm

Gedney Farm

3.5 out of 5
Save 100% on your flight
Price was $705, price is now $441 per person
$441
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Albany (ALB)
9.2/10 Wonderful! (132 reviews)
My wife and I chose Gedney Farms at the last minute to enjoy a quick escape from the city. The staff was friendly and welcoming. The checkin and checkout experience was seamless. The room had a truly rustic charm, and clean and orderly. In the morning we took a nice walk on the grounds. For a quick and relaxing getaway, Gedney Farms is a great choice.

Reviewed on Nov 2, 2025

Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $836, price is now $567 per person
$567
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
9.4/10 Exceptional! (13 reviews)
Wow, just wow! My high school friend and I met up at Prospect Berkshires for a girls weekend. We had an incredible time relaxing by using all the amenities. The staff are so helpful and profession.

Reviewed on Nov 29, 2025

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond

3 out of 5
Save 100% on your flight
Price was $6,823, price is now $5,041 per person
$5,041
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
No reviews
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $591, price is now $444 per person
$444
per person
Feb 27 - Mar 2
found 18 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)
Everything about our stay was perfect! The lady at check-in was super friendly, the room was extremely clean and modern. Definitely recommend The Landing!

Reviewed on Nov 23, 2025

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Discover the most popular places to visit in North Bennington

Bennington College

4.5/5(19 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.

Bennington College

Park McCullough House

3/5(1 review)

Find out about the history of North Bennington with a stop at Park McCullough House. Discover the mountain views and coffeehouses in this relaxing area.

Park McCullough House

North Bennington Hotel Deals

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$107 nightly
The price is $120 total per night from Dec 20 to Dec 21
$120 total
Dec 20 - Dec 21
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Perfect

Reviewed on Dec 1, 2025

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
$186 nightly
The price is $208 total per night from Dec 9 to Dec 10
$208 total
Dec 9 - Dec 10
Total with taxes and fees
9.6/10 Exceptional! (546 reviews)
Good room size, staff was wonderful. Location is prime.

Reviewed on Nov 29, 2025

The Williams Inn
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $236 total per night from Dec 7 to Dec 8
$236 total
Dec 7 - Dec 8
Total with taxes and fees
7.4/10 Good! (572 reviews)
Courteous staff Clean room

Reviewed on Nov 22, 2025

The Equinox Golf Resort & Spa
See all 1,566 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.

Find the Best North Bennington Vacation Packages

North Bennington Essential Information

Language
English
Currency
U.S dollars
Population
1,600
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Lake Shaftsbury State Park, Prospect Mountain Cross-Country Ski Center and Woodford State Park

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Frequently asked questions

How much does a North Bennington vacation package cost?
Offering excellent value package deals from $302 on Expedia, you'll be thrilled with how little a vacation to North Bennington costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to North Bennington?
March, June and September are the best times to search for cheap North Bennington vacation packages. Traveling in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for North Bennington?
Typically, a handful of days is enough to check out the major attractions during your North Bennington vacation. But if you want to have some time to kick back or go on day tours, think about extending your trip.
How to find the best North Bennington package deals?
Begin your search for a North Bennington package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect North Bennington package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your North Bennington adventure off to a flying start.
Is it cheaper to book a North Bennington vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still get the flexibility to create a tailored North Bennington vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to North Bennington?
If you're planning a spontaneous North Bennington adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later North Bennington vacation packages?
Jet off on your dream escape to North Bennington with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.