Bennington Vacation Packages
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Your Bennington Vacation
Our vacation packages to Bennington allow you to create your own adventure. Tailor your getaway to your interests and needs and make every moment count in this interesting city. Every trip to Bennington needs a well-planned itinerary. Fill yours with famous sights like Bennington College, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display and Bennington Battle Monument. Don't put off visiting this city any longer. The ultimate Bennington vacation is only a few clicks away with Expedia.
Top Bennington Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Albany-Wolf Road (Airport)
Price was CA $1,373, price is now CA $1,081 per person
CA $1,081
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,008 reviews)
Not bad for a place to sleep after a flight.
Reviewed on Apr 11, 2026
Wilburton Inn
Price was CA $4,585, price is now CA $3,590 per person
CA $3,590
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Albany (ALB)
9/10 Wonderful! (130 reviews)
This is a magical place. We enjoyed a very relaxing four days at the Wilburton. First time, we will be back!
Reviewed on Mar 21, 2026
The Red Lion Inn
Price was CA $3,271, price is now CA $2,609 per person
CA $2,609
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,000 reviews)
What a beautiful, unique building. Full of antiques and feels like going back in time. The ride up to my fourth floor room in the 19th century cage elevator was a wonderful touch. Can’t wait to go back again.
Reviewed on Apr 3, 2026
The Manchester View
Price was CA $1,417, price is now CA $1,159 per person
CA $1,159
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Albany (ALB)
9.4/10 Exceptional! (820 reviews)
Beautiful property, clean room, friendly staff. Will definitely be staying here again!
Reviewed on Mar 18, 2026
Hyatt Place Albany/Downtown
Downtown Albany
Price was CA $1,425, price is now CA $1,217 per person
CA $1,217
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,552 reviews)
Breakfast was very good! staff was very friendly and welcoming. would stay again.
Reviewed on Apr 9, 2026
Bennington Hotel Deals
Hotel Vervana, Trademark Collection by Wyndham
141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 21 to Apr 22
CA $152
CA $165 total
Apr 21 - Apr 22
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Our room was not cleaned properly, garbage under the bed. We were moved to a different room where the fridge was broken The third room was OK, no garbage under the bed but not swept in years.
Reviewed on Apr 5, 2026
Hampton Inn Bennington
51 Hannaford Square Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Apr 26 to Apr 27
CA $169
CA $184 total
Apr 26 - Apr 27
includes taxes & fees
Knotty Pine
130 Northside Dr Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Apr 27 to Apr 28
CA $198
CA $215 total
Apr 27 - Apr 28
includes taxes & fees
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.
What to do in Bennington
Vermont RT 100 Self Guided Driving Audio Tour
CA $23
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
