North Bennington Vacation Packages 2026 from $754

North Bennington flight + hotel vacation packages

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

Vacation Village in the Berkshires

$754

per person

Aug 8 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Albany (ALB)

This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Lodges At Cresthaven

Save 100% on your flight

$1,664

per person

Jul 10 - Jul 14

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Albany (ALB)

A restaurant and a 24-hour gym are featured at this lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A business center, a terrace, and a picnic area are also on offer.

Saratoga Casino Hotel

Save 100% on your flight

$901

per person

Jul 10 - Jul 14

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Albany (ALB)

This smoke-free hotel features a casino, a nightclub, and a restaurant. Enjoy the indoor pool and perks like free self parking and a free area shuttle. You'll appreciate the 24-hour gym, bar/lounge, and snack bar/deli.

Hilton Garden Inn Saratoga Springs

$966

per person

Jul 10 - Jul 14

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Albany (ALB)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Free self parking, a garden, and a lobby fireplace are also offered.

Hampton Inn Albany-Wolf Road (Airport)

$961

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Albany (ALB)

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. A computer station, dry cleaning, and luggage storage are also on offer.

Top North Bennington hotels deals

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Free Cancellation

$154 nightly

$172 total

May 31 - Jun 1

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Pool

Hot Tub

The Williams Inn

101 Spring Street Williamstown MA

Free Cancellation

Reserve now, pay when you stay

$278 nightly

$311 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.

Pet friendly

Parking included

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Free Cancellation

$204 nightly

$224 total

Jun 2 - Jun 3

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$218 total

Jun 7 - Jun 8

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Grand Summit Resort, A Vail Resorts Property

89 Grand Summit Way West Dover VT

Free Cancellation

$159 nightly

$175 total

Jun 29 - Jun 30

Total with taxes and fees

Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

Pool

Hot Tub

The Porches Inn at Mass MoCA

231 River Street North Adams MA

Free Cancellation

Reserve now, pay when you stay

$239 nightly

$267 total

May 31 - Jun 1

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Pool

Hot Tub

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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.

Popular places to visit

Bennington College

4.5/5(19 reviews)

Explore the campus of Bennington College, during your travels in North Bennington. Attend a sporting event or discover the mountain views in this trendy area.

Park McCullough House

3/5(1 review)

Find out about the history of North Bennington with a stop at Park McCullough House. Discover the mountain views and coffeehouses in this trendy area.

Frequently asked questions

How much are vacation packages to North Bennington?

Vacation packages, including flights and hotels in North Bennington, start at just $754. Make your daydreams a reality and lock in your trip with Travelocity today.

How long should my North Bennington vacation be?

An average of 2 nights is how long the majority of travelers spend checking out the attractions of North Bennington. Not sure if that'll be enough time to fit in everything on your to-do list? Stay another night or two so you won't miss a thing.

Where can I get the best vacation package deals for North Bennington?

There are exciting North Bennington package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties worldwide? Keep this in mind the next time you're ready to check another destination off your must-visit list.

Why should I purchase my North Bennington vacation package via Travelocity?

By booking your flights, hotel, car rental and activities all in one place, you'll save time and money. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you're always getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and get packing!

Can I save on my North Bennington car rental if I book it with my hotel or flight?

With a North Bennington vacation package, you can bundle your hotel, flight and car bookings and save a ton. If you're eager to explore the best of this fantastic part of the world, why not start with Fenway Park? This well-known sight is 120 mi from North Bennington. With your own rental car, you'll be there belong long.

Which airport is best for North Bennington?

Albany Intl. Airport (ALB) is one place you can start your North Bennington getaway. About 30 mi southwest of North Bennington, it welcomes travelers from all over each day. Another excellent option is Rutland Southern Vermont Regional Airport (RUT), 45 mi away from central North Bennington.

Where should I stay when visiting North Bennington?

Many people choose to check in to the Eddington House Inn. It's sure to be a good base for your North Bennington escape.