Bennington Vacations

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Find the Best Bennington Vacation Packages

Bennington Hotel Deals

Best Western Bennington

Best Western Bennington

2.5 out of 5
220 Northside Drive, Bennington, VT
Fully refundableReserve now, pay when you stay
The price is SAR 458 per night from Oct 30 to Oct 31
SAR 458
SAR 499 total
30 Oct - 31 Oct
includes taxes & fees
7.6/10 Good! (921 reviews)
"Very noisy person in room above us."

Reviewed on 29 September 2025

Best Western Bennington
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
The price is SAR 281 per night from Oct 27 to Oct 28
SAR 281
SAR 307 total
27 Oct - 28 Oct
includes taxes & fees
7.6/10 Good! (613 reviews)
"Room was large, bathroom completely remodeled, place was quiet. Negative: water temp was hot in sink but only warm in shower even when faucet was all the way on. Would stay there again"

Reviewed on 22 September 2025

The Autumn Inn
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 SAR 456 per night from Oct 26 to Oct 27
SAR 456
SAR 497 total
26 Oct - 27 Oct
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Friendly staff easy check in accessible to different places"

Reviewed on 24 September 2025

Hotel Vervana, Trademark Collection by Wyndham
See all 752 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.

Discover the most popular places to visit in Bennington

Bennington Battle Monument showing landscape views

Bennington Battle Monument

Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.

Bennington Battle Monument
2017

Old First Congregational Church

Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views.

Old First Congregational Church

Hemmings Motor News Car Lover's Convenience Store & Vehicle Display

You can spend an afternoon browsing the exhibits at Hemmings Motor News Car Lover's Convenience Store & Vehicle Display in Bennington. While you're here, you can savor the charming coffeehouses.

Hemmings Motor News Car Lover's Convenience Store & Vehicle Display

Frequently asked questions

How do I find cheap flights to Bennington that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just type in your preferred dates and destination, click the "Search" button, then check the box below the "Flexible change policies" heading (to the left of your screen). Expedia makes it easy to find flexible and affordable flights to Bennington.
Which airlines fly to Bennington?
When it's time for a well-earned break, these popular airlines will make getting away to Bennington a total cinch:

  • American Airlines - 394 flights to or near Bennington each month, including 394 flights to Albany Intl. Airport (ALB) per month.
  • United Airlines - 229 flights to or near Bennington each month, including 229 flights to Albany Intl. Airport (ALB) per month.

How can I find cheap tickets to Bennington?
In the last seven days, was the lowest price for a flight to Bennington. For even greater savings, book well ahead of time and be flexible with your travel dates. Search for your flight to Bennington, then check out prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Bennington?
In the last seven days, round-trip flights to Bennington sold for as low as and reached a maximum cost of . For one-way fares taking off from (), the lowest price during this time was .
What are the most popular airports to fly into in Bennington?
Book your flight to Albany Intl. Airport (ALB) and experience all that Bennington has to offer. As the region's main point of entry, approximately 1,153 flights land here each month.
When is the cheapest time to fly to Bennington?
Fly out on a Tuesday to better your chances of getting the cheapest fare to Bennington. Mondays are usually the second most affordable day to depart. Saturday is typically the most expensive day to fly anywhere.
How much is a plane ticket to Bennington?
In the last seven days, ticket prices to Bennington ranged from to .
What months are the cheapest to book a flight to Bennington?
February is the best month to get your hands on cheap flights to Bennington. Bear in mind that the most expensive time to purchase tickets in the USA isn't during the height of summer, but in December.
How long is a flight to Bennington?
Flight durations can vary for lots of different reasons, including where you're leaving from. Here's a list of average flight times for a few of the most popular domestic routes to Bennington:

  • Chicago, IL (ORD-O'Hare Intl.) to Albany Intl. Airport (ALB) - 2 hours and 8 minutes
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Albany Intl. Airport (ALB) - 1 hour and 14 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Albany Intl. Airport (ALB) - 1 hour and 54 minutes