North Bennington Vacations

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Find the Best North Bennington Vacation Packages

North Bennington Hotel Deals

Mountains, pond, old barn, hiking trails- quintessential Vermont

Mountains, pond, old barn, hiking trails- quintessential Vermont

Shaftsbury
9.4/10 Exceptional! (105 reviews)
Country getaway
"We stayed for a long weekend to hike and kayak in the nearby parks. The house and property were nice and clean. Lots of outdoor space, we enjoyed the porch, walking some trails and the goats! Grateful we were able to rent this peaceful property and to experience the surrounding mountains, lakes and ..."

Reviewed on Jul 21, 2025

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Mountains, pond, old barn, hiking trails- quintessential Vermont
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 ￥25,122 per night from Jul 28 to Jul 29
￥25,122
￥28,061 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"The hotel was very unique as there was art spaces in the lobby. Liked that the room had lvp flooring."

Reviewed on Jul 23, 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 ￥34,119 per night from Aug 11 to Aug 12
￥34,119
￥38,111 total
Aug 11 - Aug 12
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 Jul 22, 2025

The Williams Inn
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.

Frequently asked questions

How much does a North Bennington vacation package cost?
Offering excellent value package deals 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?
Plan your getaway for the low season and you're likely to find cheap North Bennington vacation packages. Keep in mind that school vacation 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 vacation 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 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.
How to plan a trip to North Bennington?

  1. Choose your dates: The things you'd like to do in North Bennington and your favorite 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 accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal North Bennington vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.