North Bennington Vacations from $556

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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.
Countryside Inn

Countryside Inn

2.5 out of 5
Price was $683, price is now $556 per person
$556
per person
Jun 17 - Jun 24
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
7.6/10 Good! (337 reviews)
Rooms Clean Planty of Parking

Reviewed on May 14, 2026

Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,253, price is now $2,482 per person
$2,482
per person
Jul 29 - Jul 31
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
No reviews
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Price was $1,092, price is now $837 per person
$837
per person
Aug 7 - Aug 10
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
8.6/10 Excellent! (141 reviews)
Expedia stated the front desk is open until midnight, but when I arrived at 8:05pm the door to the registration bldg was locked.i located a mailbox marked “late check ins” where I found a key card that was only good for one of my two nights. It snowed 2-3” during my 2-day stay, but the sidewalks to my building were never shoveled. Room was extremely clean but quite outdated. Bathroom tiles were cracked with pieces missing along the exterior wall, allowing very cold air in. Price was good for my short stay - unfortunately I didn’t have time to use the clubhouse amenities.

Reviewed on Jan 7, 2026

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $887, price is now $680 per person
$680
per person
Jul 29 - Jul 31
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
9.2/10 Wonderful! (1,003 reviews)
Lovely Inn , comfy bed and suite. The breakfast was delicious…especially enjoyed the frittata, fresh baked sweet breads, and latte. Appreciated the fireplace and cognac nightcap served on on a cool April evening ,coming back from a delicious dinner in Lenox. Kool speak easy style bar, good vibes!

Reviewed on May 1, 2026

Gedney Farm

Gedney Farm

3.5 out of 5
Price was $685, price is now $558 per person
$558
per person
Jul 29 - Jul 31
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
9.4/10 Exceptional! (136 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

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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 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
$143 nightly
The price is $160 total per night from May 18 to May 19
$160 total
May 18 - May 19
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Clean room...

Reviewed on May 12, 2026

Hotel Downstreet, an Ascend Collection Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
$201 nightly
The price is $221 total per night from May 25 to May 26
$221 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (840 reviews)
We always love this property!!

Reviewed on May 4, 2026

Kimpton Taconic Hotel by IHG
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Fully refundable
$119 nightly
The price is $130 total per night from May 17 to May 18
$130 total
May 17 - May 18
Total with taxes and fees
8.4/10 Very Good! (935 reviews)
I am a family travel blogger who stays in hotels frequently with my husband and two young daughters. This was the most disappointing hotel experience we have had. We booked this stay for Mother’s Day weekend and arrived expecting a comfortable, family-friendly experience. From the moment we arrived, ...

Reviewed on May 10, 2026

The Palmer House Resort, an Ascend Collection Hotel
See all 1,584 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 $556 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.