North Bennington Vacation Packages 2025/2026 from $622

North Bennington flight + hotel vacation packages

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

Gedney Farm

$622

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Albany (ALB)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a communal living room are also on offer.

Prospect Berkshires

Save 100% on your flight

$743

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Albany (ALB)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

The Equinox Golf Resort & Spa

$733

per person

Dec 19 - Dec 22

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Albany (ALB)

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.

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!

Save 100% on your flight

$1,682

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Albany (ALB)

This cottage includes free WiFi in public areas and barbecue grills.

The Cornell Inn, Lenox & The Berkshires

$655

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Albany (ALB)

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.

Top North Bennington hotels deals

Hotel Downstreet, an Ascend Collection Hotel

40 Main St, North Adams, MA

Free Cancellation

$143 nightly

$160 total

Nov 24 - Nov 25

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 perks like free self parking.

Pool

Hot Tub

The Williams Inn

101 Spring Street, Williamstown, MA

$189 nightly

$212 total

Nov 23 - Nov 24

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

$194 nightly

$213 total

Dec 1 - Dec 2

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

$164 nightly

$181 total

Nov 10 - Nov 11

Total with taxes and fees

Pool

Hot Tub

Mountaineer Inn

270 Handle Rd, West Dover, VT

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$126 total

Nov 5 - Nov 6

Total with taxes and fees

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and express check-in are also on offer.

Pool

Pet friendly

The Black Bear Lodge at Stratton Mountain Resort

5 Village Lodge Road, Stratton, VT

$150 nightly

$165 total

Nov 9 - Nov 10

Total with taxes and fees

This smoke-free resort's 10 restaurants, 2 bars/lounges, and hot tub are some of the featured amenities. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the arcade/game room, kid-friendly dining, and supervised childcare.

Hot Tub

Breakfast included

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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 relaxing area.

Frequently asked questions

How much are vacation packages to North Bennington?

Vacation packages, including flights and hotels in North Bennington, start at just $622. 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.