Bennington Holidays

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Your Bennington Holiday

Our Bennington holiday packages offer endless opportunities to immerse yourself in new sights, sounds and flavours. And with all the travel planning taken care of, you can let go and enjoy your city escape to the fullest. If your trip to Bennington includes a little sightseeing, check out major attractions such as Crotched Mountain Ski and Ride Area, Greenfield State Park and Peterborough Players. Expedia will help you escape your routine. Tailor your holiday to Bennington to suit your style of travel, whatever that may look like.

Bennington Holiday

Bennington Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Manchester-Boston Regional Airport (MHT)
Population
380
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Crotched Mountain Ski and Ride Area, Greenfield State Park and Miller State Park

Our pick of the best 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 AU$186 per night from 30 July to 31 July
AU$186
30 July - 31 July
includes taxes & fees
8.2/10 Very Good! (859 reviews)
"Newly renovated- new inside"

Reviewed on 18 Jul. 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 AU$222 per night from 28 July to 29 July
AU$222
28 July - 29 July
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great price, clean room, very comfortable King bed. Large TV, A/C worked perfect. Quiet. Nice love seat couch and coffee table made for convenient use plus the desk/chair for laptop use. Plenty of outlets for chargers and plug in devices like a laptop. Close to some very nice restaurants for dinner ..."

Reviewed on 14 Jul. 2025

Best Western Plus Keene Hotel
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$249 per night from 27 July to 28 July
AU$249
27 July - 28 July
includes taxes & fees
8.8/10 Excellent! (317 reviews)
Comfortable but not anything special
"Overall the stay was just OK. The room was clean and well equipped. The only thing not working as expected in the room was the sink stopper was broken. The free breakfast was mediocre. The front desk was understaffed but when you finally got attention it was good. The lobby microwave that I used ..."

Reviewed on 18 Jul. 2025

Hampton Inn & Suites Keene
See all 309 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Bennington holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday 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 holiday 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Bennington holiday as a package?
Expedia holiday 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 holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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 accommodation, 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 accommodation and airfare: After you've nailed down your trip dates and duration, lock in the right Bennington holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.