North Bennington Vacations from $400

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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.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $579, price is now $400 per person
$400
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.2/10 Wonderful! (1,004 reviews)
Clean room. Courteous and professional staff.

Reviewed on Mar 11, 2026

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $8,698, price is now $6,382 per person
$6,382
per person
May 24 - May 28
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
No reviews
Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

Secluded w/ Deck Views, Hot Tub, & Ping Pong Hudson in the Berks by Avantstay

3 out of 5
Save 100% on your flight
Price was $1,847, price is now $1,445 per person
$1,445
per person
May 24 - May 28
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
No reviews
Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

3 out of 5
Save 100% on your flight
Price was $2,548, price is now $2,027 per person
$2,027
per person
May 24 - May 28
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
No reviews
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $660, price is now $538 per person
$538
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
8.4/10 Very Good! (878 reviews)
Everything was fine except for the bedding. All the pillows smelled like body odor bad. I can’t figure out how the cleaner didn’t smell them when changing the bedding. I didn’t use them and their systems were down soo their phone wasn’t working to call the desk. Everything else was fine.

Reviewed on Mar 10, 2026

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The Annual Vacation Sale

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Discover the most popular places to visit in North Bennington

Bennington College

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

Find out about the history of North Bennington with a stop at Park McCullough House. Discover the mountain views and coffeehouses in this trendy 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
$118 nightly
The price is $132 total per night from Apr 5 to Apr 6
$132 total
Apr 5 - Apr 6
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
For the price, is a good property. Convenient for our purposes. While not up to more modern standards, it is reasonably furnished. Location is a bit noisy due to traffic and trains. Limited decent food options.

Reviewed on Mar 5, 2026

Hotel Downstreet, an Ascend Collection Hotel
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $149 total per night from Mar 23 to Mar 24
$149 total
Mar 23 - Mar 24
Total with taxes and fees
8.8/10 Excellent! (71 reviews)
Clean rooms, recently renovated. Great location near the mountain. For some reason my room was incredibly hot in the winter, with the mini-split turned off. There was no fan and no way to use the mini-split, which refused to stay on.

Reviewed on Mar 12, 2026

Hideaway Inn Mt. Snow
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $144 total per night from Mar 22 to Mar 23
$144 total
Mar 22 - Mar 23
Total with taxes and fees
9.6/10 Exceptional! (1,003 reviews)
The breakfast was great for our family. There is a coffee/tea/cocoa station in place all day. The pool area and hot tub were immaculate and fun for all.

Reviewed on Mar 11, 2026

Hampton Inn and Suites Manchester
See all 1,581 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 $400 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.