Deals on vacations and trips to Bennington

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Bennington flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Exeter Inn

Exeter Inn

3.5 out of 5
Price was $699, price is now $569 per person
$569
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Manchester (MHT)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free continental breakfast is served.
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $702, price is now $609 per person
$609
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Manchester (MHT)
A golf course and an outdoor pool are featured at this vacation home. Enjoy the indoor pool and perks like free WiFi. There's a gym on site, and laundry facilities and barbecue grills are also offered.
The Lake Estate on Winnisquam

The Lake Estate on Winnisquam

4.5 out of 5
Price was $834, price is now $735 per person
$735
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Manchester (MHT)
This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Cottage Place on Squam Lake

Cottage Place on Squam Lake

2 out of 5
Price was $728, price is now $642 per person
$642
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Manchester (MHT)
This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. A garden, a picnic area, and luggage storage are also on offer.
The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Price was $705, price is now $622 per person
$622
per person
May 29 - May 31
found 1 day ago
Roundtrip non-stop flight included
Louisville (SDF) to Manchester (MHT)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this aparthotel. A terrace and a picnic area are also provided.

Top Bennington hotels deals

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Beach and Hiking

Bennington NH
$342 nightly
The price is $371 total per night
$371 total
Apr 26 - Apr 27
Total with taxes and fees
This vacation home includes a garden and laundry facilities.
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $146 total per night
$146 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $156 total per night
$156 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3 out of 5
75 Railroad St Keene NH
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $205 total per night
$205 total
Apr 24 - Apr 25
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

3 out of 5
30 Main Street Keene NH
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $200 total per night
$200 total
Apr 19 - Apr 20
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Parking included
The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
$152 nightly
The price is $164 total per night
$164 total
Apr 19 - Apr 20
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area is also provided.
Parking included
Free WiFi
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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 are vacation packages to Bennington?
With vacation packages on offer for just $569, there's no need to empty your piggy bank for your getaway to Bennington. Travelocity can help. Bundle experiences, flights and hotels into a convenient package and land excellent discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Bennington?
You'll discover a fantastic range of Bennington package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, crafting the ultimate getaway will be simple.
Why should I purchase my Bennington vacation bundle via Travelocity?
We have destinations for every type of traveler, exceptional service and 24/7 customer support. And to top it off, we'll match any cheaper price you find with our Price Match Guarantee.
Will I save money on my Bennington car rental if I combine it with hotels and flights?
You most certainly can — bundle your flight, hotel and car into a Bennington vacation package and you can save a handsome sum. With so much to see and do in and around Bennington, having your own wheels will make exploring a breeze. Once you're in the driver's seat, crank up the tunes and make your way to Fenway Park, a must-see attraction roughly 60 mi from Bennington.
Which airport is best for Bennington?
Manchester-Boston Regional Airport (MHT) is where many tourists land. You'll find it situated 25 mi east from the heart of Bennington. You can also check out the deals to Lebanon Municipal Airport (LEB), which is 50 mi away from central Bennington.
Where should I stay when visiting Bennington?
The COZY CONDO ACROSS THE STREET FROM CROTCHED MOUTIAN SKI&RIDE is the number one choice of many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

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