Book Exclusive North Bennington Vacation Packages

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North Bennington flight + hotel packages

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Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was CA $838, price is now CA $708 per person
CA $708
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was CA $1,270, price is now CA $1,012 per person
CA $1,012
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was CA $1,117, price is now CA $913 per person
CA $913
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was CA $1,132, price is now CA $971 per person
CA $971
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Hotel On North

Hotel On North

3.5 out of 5
Price was CA $1,378, price is now CA $1,199 per person
CA $1,199
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.

Top North Bennington hotels deals

Mountains, pond, old barn, hiking trails- quintessential Vermont

Mountains, pond, old barn, hiking trails- quintessential Vermont

Shaftsbury VT
Get rates
Stay at this cabin in North Bennington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions New Skete Monastery and Shaftsbury Historical Society Museum are located nearby.
Kitchen
Washer
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free cancellation
The price is CA $226 per night
CA $226
CA $252 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. 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
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free cancellation
The price is CA $211 per night
CA $211
CA $252 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and 2 hot tubs. Popular attractions Mount Snow and Tumbleweed Ski Lift are located nearby.
Spa
Free WiFi
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free cancellation
The price is CA $322 per night
CA $322
CA $413 total
Aug 11 - Aug 12
includes taxes & fees
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff 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

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $151 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. 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.
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free cancellation
Reserve now, pay when you stay
The price is CA $394 per night
CA $394
CA $440 total
Aug 6 - Aug 7
includes taxes & fees
Book a stay at this 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 Denison Park and Williams College Museum of Art 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.

Stay near popular North Bennington attractions

Bennington College

8.8/10 (43 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.
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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 $708. 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.

Photos of local treasures

Browse North Bennington vacation photos for more inspiration

A wooden gazebo with a roof, surrounded by trees and a wooden walkway.
A foggy beach with a lifeguard tower and a railing along the path.
A wooden covered bridge over a river with lush greenery and trees in the background.
A red covered bridge over a river, surrounded by greenery and trees.
A river with clear water, surrounded by trees and rocks.

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