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 NT$3,825 per night from Aug 31 to Sep 1
NT$3,825
NT$4,150 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very Good! (882 reviews)
"Great experience but our only issue was that the sink was outside of the bathroom in the sleeping area other than that I would definitely recommend this hotel and stay again. The hotel was spotless and the breakfast was very good for what we paid for the room, 9 out of 10 just because of the wash ..."

Reviewed on 2025/8/23

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 NT$4,708 per night from Aug 26 to Aug 27
NT$4,708
NT$5,108 total
Aug 26 - Aug 27
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Clean, comfortable room, great breakfast & friendly staff."

Reviewed on 2025/8/17

Best Western Plus Keene Hotel
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
80 Concord Street, Peterborough, NH
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (416 reviews)
"Highly recommend PEARL restaurant nearby! Always comfortable accommodations."

Reviewed on 2025/8/13

Get rates
Riverhouse by Weekender (Formerly Jack Daniels Inn)
See all 304 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.