North Bennington Vacations from $549

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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.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $737, price is now $549 per person
$549
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
9.4/10 Exceptional! (508 reviews)
We were in 45A.....very nice room but can hear everything going on in the adjoining room....they were up at the crack of dawn everyday....not a whole of people that I saw during our stay in that building....maybe spread out the rooms for some quietness....I've read reviews of others and you guys offer that you should consider renting a single lodge....thats nice but not for another 200+ a night...thats my biggest downfall of our stay....liked the place but not in that scenario

Reviewed on Oct 19, 2025

Brook Bound Inn

Brook Bound Inn

2 out of 5
Save 100% on your flight
Price was $1,134, price is now $718 per person
$718
per person
Dec 28 - Jan 2
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.6/10 Exceptional! (11 reviews)
Great property. Amazing views!

Reviewed on Dec 2, 2024

The White House Inn

The White House Inn

3.5 out of 5
Price was $822, price is now $585 per person
$585
per person
Dec 28 - Jan 2
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.2/10 Wonderful! (238 reviews)
Very friendly staff. Beautiful property.

Reviewed on Oct 20, 2025

Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $763, price is now $565 per person
$565
per person
Dec 28 - Jan 2
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
8.8/10 Excellent! (588 reviews)
Very relaxing environment.

Reviewed on Oct 8, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,004, price is now $747 per person
$747
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
7.4/10 Good! (529 reviews)
The breakfast staff were cold.

Reviewed on Oct 19, 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

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
$164 nightly
The price is $181 total per night from Nov 9 to Nov 10
$181 total
Nov 9 - Nov 10
Total with taxes and fees
7.4/10 Good! (554 reviews)
"The breakfast staff were cold."

Reviewed on Oct 19, 2025

The Equinox Golf Resort & Spa
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $148 total per night from Nov 20 to Nov 21
$148 total
Nov 20 - Nov 21
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
"All good but the room remained very warm at night regardless on the temperature setting. Location relative to MoCA and Mt Greylock is super convenient. The restaurant operation is outsourced and very good."

Reviewed on Oct 18, 2025

Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
$197 nightly
The price is $220 total per night from Nov 17 to Nov 18
$220 total
Nov 17 - Nov 18
Total with taxes and fees
9.6/10 Exceptional! (526 reviews)
"Parking was easy. Check in smooth, and the room was clean, attractive and comfortable,"

Reviewed on Oct 18, 2025

The Williams Inn
See all 1,546 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 $549 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.