North Bennington Vacations 2025/2026 from CA $887

North Bennington flight + hotel packages

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

The Wiltwyck

per person

Oct 22 - Oct 26

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

Stay at this 3.5-star guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

per person

Oct 22 - Oct 26

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

Stay at this 3-star cottage in Stone Ridge. Enjoy free parking, patios, and air conditioning. Popular attractions Mohonk Lake and Tongore Park Beach are located nearby.

Kingston Carriage House

Roundout

per person

Oct 22 - Oct 26

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Albany (ALB)

Stay at this 4-star B&B in Kingston. Enjoy free breakfast, free WiFi, and in-room massages. Popular attractions Hudson River Maritime Museum and Trolley Museum of New York are located nearby.

Top North Bennington hotels deals

The Williams Inn

101 Spring Street, Williamstown, MA

Free cancellation

Reserve now, pay when you stay

CA $298

CA $333 total

Sep 8 - Sep 9

includes taxes & fees

Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Schow Science Library and Denison Park are located nearby.

Pet-friendly

Parking included

The Equinox Golf Resort & Spa

3567 Main Street Route 7A, Manchester, VT

Free cancellation

Reserve now, pay when you stay

CA $234

CA $334 total

Aug 13 - Aug 14

includes taxes & fees

Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pool

Hot tub

Hotel Downstreet, Ascend Hotel Collection

40 Main St, North Adams, MA

Free cancellation

Reserve now, pay when you stay

CA $198

CA $221 total

Sep 7 - Sep 8

includes taxes & fees

Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MCLA Gallery 51 and North Adams Center are located nearby.

Pool

Hot tub

Kimpton Taconic Hotel by IHG

3835 Main St., Manchester, VT

Free cancellation

CA $268

CA $348 total

Sep 1 - Sep 2

includes taxes & fees

Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pool

Pet-friendly

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street, Bennington, VT

Free cancellation

Reserve now, pay when you stay

CA $137

CA $149 total

Aug 31 - Sep 1

includes taxes & fees

Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.

Pool

Pet-friendly

Mountaineer Inn

270 Handle Rd, West Dover, VT

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.

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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

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

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.

North Bennington Vacations

You've booked your flight and packed your bags, but what do you know about your next fabulous vacation destination? Sit back, relax and let us tell you a bit about North Bennington.

North Bennington is a neighborhood in Bennington. You'll discover it 4 miles (6 kilometers) to the northwest of the downtown area.

Ready to meet the locals? 9,000 people call Bennington home.

Places to visit in North Bennington

Nothing gives us a glimpse into bygone times quite like historic buildings. Why not join a tour group around Park McCullough House and hear a few tales about what went on behind its doors? Need some more ideas? You don't have to be an Einstein to admire the vast halls and intriguing stories of Bennington College.

Where do you fly into for North Bennington?

Landing at Albany International Airport (ALB)? North Bennington is just 30 miles (48 kilometers) from here. Grab some nibbles, wave down a cab and you'll be there before you know it!

Frequently asked questions

How much are vacation packages to North Bennington?

Vacation packages, including flights and hotels in North Bennington, start at just CA $887. 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 193 kilometers 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 48 kilometers southwest of North Bennington, it welcomes travelers from all over each day. Another excellent option is Rutland Southern Vermont Regional Airport (RUT), 72 kilometers 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.