Bennington Vacations

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Find the Best Bennington Vacation Packages

Bennington Hotel Deals

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
The price is SARĀ 444 per night from Jul 27 to Jul 28
SARĀ 444
SARĀ 484 total
27 Jul - 28 Jul
includes taxes & fees
Hotel Vervana, Trademark Collection by Wyndham
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street Bennington VT
7.6/10 Good! (656 reviews)
"This property needs to be removed from the Expedia site. The photographs that it shows mustā€™ve been taken about 50 years ago. The property is completely dilapidated and it looks as if it is possibly a halfway house for alcohol and drug abusers."

Reviewed on 8 July 2026

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The Autumn Inn
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
Fully refundableReserve now, pay when you stay
The price is SARĀ 621 per night from Jul 19 to Jul 20
SARĀ 621
SARĀ 677 total
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"We booked this hotel as a half way point on our way to Niagara Falls. From the moment we checked in the staff we incredibly friendly and helpful. The hotel was clean and the amenities were nice. My family enjoyed swimming in the pool. Itā€™s near a chilis which was nice to stop and have dinner. If ..."

Reviewed on 28 June 2026

Hampton Inn Bennington
See all 815 properties in 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.

Stay near popular Bennington attractions

Bennington Battle Monument

9.0/10 (202 reviews)
This 306-foot obelisk commemorates a pivotal Revolutionary War battle and stands as Vermont's tallest structure. Ascend to the observatory for breathtaking views spanning Vermont, Massachusetts, and New York.
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Frequently asked questions

How much does a Bennington vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. But how much your vacation to Bennington costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Bennington?
January, March and November are great times to search for cheap Bennington vacation packages. Choosing to travel in less busy periods means you can typically find lower prices on flights and hotels.
How to find the best Bennington package deals?
Use Expedia's filters to help you find some great Bennington package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Bennington package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Bennington vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays separately. Better still, you can customize your Bennington escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Bennington?
If you're considering a spontaneous 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 land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Bennington?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Bennington.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will likely be the biggest expense during your trip to Bennington.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to get to in Bennington. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Bennington vacation package that brings all your bookings together.