Bennington Vacations

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Find the Best Bennington Vacation Packages

Bennington Hotel Deals

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is ￥18,482 per night from Aug 17 to Aug 18
￥18,482
￥20,053 total
Aug 17 - Aug 18
includes taxes & fees
8.4/10 Very Good! (873 reviews)
"Staff were friendly, room clean and comfortable"

Reviewed on Aug 7, 2025

Keene Elm City Hotel, Ascend Hotel Collection
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is ￥22,013 per night from Aug 14 to Aug 15
￥22,013
￥23,885 total
Aug 14 - Aug 15
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Attention to detail
"We were completely stunned with how wonderful this hotel was from top to bottom. The staff was very friendly and accommodating (they let us have a 1 hour late check out with no charge), the breakfast was fantastic (best I’d ever had in a hotel that offers it free), it was extremely clean, and the ..."

Reviewed on Aug 6, 2025

Best Western Plus Keene Hotel
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is ￥27,923 per night from Aug 17 to Aug 18
￥27,923
￥30,297 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Property in good condition, clean, well located in Keene."

Reviewed on Aug 1, 2025

Courtyard by Marriott Keene Downtown
See all 305 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.

Frequently asked questions

How much does a Bennington vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to Bennington costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Bennington?
To pick up cheap Bennington vacation packages, plan your getaway outside of busy periods such as school holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Bennington?
With a well-planned itinerary, you can easily hit the top Bennington sights in a handful of days. But if you want to discover lesser-known spots or take day trips, think about booking your Bennington vacation for longer.
How to find the best Bennington package deals?
Use Expedia's filters to help you find some tempting Bennington package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Bennington package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Bennington vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Bennington vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bennington?
If you're planning a spontaneous Bennington trip, 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 hotels and flights by booking ahead.
How to plan a trip to Bennington?

  1. Choose when to go: Check your schedule and get packing. Your preferred season and the type of activities available will also help you decide when to escape to Bennington.
  2. Budget wisely: Besides the price of your accommodations, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Bennington.
  3. Work out your trip length: Consider how long you want to spend exploring Bennington. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right 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.