Bennington Vacations

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Find the Best Bennington Vacation Packages

Bennington Hotel Deals

Knotty Pine

Knotty Pine

2.5 out of 5
130 Northside Dr Bennington VT
Fully refundableReserve now, pay when you stay
The price is AED 397 per night from Jan 3 to Jan 4
AED 397
AED 432 total
3 Jan - 4 Jan
includes taxes & fees
8.8/10 Excellent! (46 reviews)
Clean room. However, the advertisement in Expedia said breakfast included, but when we checked in and picked up our keys, the note said they no longer serve breakfast. I was disappointed because besides the reasonable price, my primary reason for booking the place is the breakfast. We go to Vermont ...

Reviewed on 31 December 2025

Knotty Pine
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 AED 509 per night from Jan 8 to Jan 9
AED 509
AED 555 total
8 Jan - 9 Jan
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Room was spotless. Bathroom in lobby was extremely clean. Very impressed. Staff was very accommodating and pleasant. Enjoyed very much and will stay again.

Reviewed on 28 December 2025

Hampton Inn Bennington
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 AED 345 per night from Jan 7 to Jan 8
AED 345
AED 376 total
7 Jan - 8 Jan
includes taxes & fees
7.6/10 Good! (945 reviews)
Clean room and comfortable

Reviewed on 27 December 2025

Best Western Bennington
See all 775 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

Prospect Mountain Cross-Country Ski Center

Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.

Prospect Mountain Cross-Country Ski Center

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