North Bennington Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Laury Kelly

Top hotels in North Bennington

Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is 4.445.734 ₫ per night from 28 Jul to 29 Jul
4.445.734 ₫
4.965.885 ₫ total
28 Jul - 29 Jul
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The hotel was very unique as there was art spaces in the lobby. Liked that the room had lvp flooring."

Reviewed on 23 Jul 2025

Hotel Downstreet, Ascend Hotel Collection
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 7.033.198 ₫ per night from 24 Aug to 25 Aug
7.033.198 ₫
7.856.083 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9.6/10 Exceptional! (473 reviews)
"We did not care for the barn door to the bathroom. Wouldn't stay closed and large gap meant a loud radio or TV required... Otherwise, our stay was great and we would definitely recommend it."

Reviewed on 22 Jul 2025

The Williams Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is 5.749.920 ₫ per night from 3 Aug to 4 Aug
5.749.920 ₫
7.331.148 ₫ total
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (779 reviews)
"I love that the hotel is dog friendly and have bikes and scooters available for guests. The room was comfortable and clean, nicely furnished. Staff was outstanding"

Reviewed on 15 Jul 2025

Kimpton Taconic Hotel by IHG
See all 1,494 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.

Popular places to visit

Bennington College

4/5(1 review)

Enjoy the student vibe when you visit 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 when you take a trip to Park McCullough House. Discover the mountain views and cafes in this trendy area.

Park McCullough House

Frequently asked questions

How much does a North Bennington holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to North Bennington costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to North Bennington?
Plan your getaway for the low season and you're likely to find cheap North Bennington holiday packages. Keep in mind that school holiday periods and major events and festivals can have an impact on prices, so do some research before you go.
How many days is enough for North Bennington?
The ideal length for your North Bennington holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to go to all the major sights and discover some hidden gems along the way.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to North Bennington?

  1. Choose your dates: The things you'd like to do in North Bennington and your favourite season can help you decide when to go.
  2. Budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may crop up during your trip to North Bennington.
  3. Decide how many days away: Start by compiling a list of the attractions you'd like to experience in North Bennington. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the ideal North Bennington holiday package for you.