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.
Microtel Inn & Suites by Wyndham Amsterdam
Price was CA $1,165, price is now CA $1,025 per person
CA $1,025
per person
Jun 18 - Jun 21
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (770 reviews)
Easy access off the 90, safe and quiet with clean room and bathroom.
Reviewed on Apr 13, 2026
Hotel Trilogy Albany Airport, Tapestry Collection by Hilton
Price was CA $1,103, price is now CA $999 per person
CA $999
per person
Jun 18 - Jun 21
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.6/10 Excellent! (1,002 reviews)
Great stay. Beautiful lobby, clean room, good price, and a solid location for those families of Siena students, I highly recommend it.
Reviewed on Mar 28, 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 $151 per night from Apr 27 to Apr 28
CA $151
CA $164 total
Apr 27 - Apr 28
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Needed a place to stay last minute. Easily booked through hotels.com. Was able to check in early, staff super nice and helpful. Very clean, comfy bed. My only gripe is they are hard to find - their sign should say to enter from Harrison ave.
Reviewed on Apr 14, 2026
Hampton Inn Bennington
51 Hannaford Square Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Apr 26 to Apr 27
CA $201
CA $219 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 $231 per night from Apr 25 to Apr 26
CA $231
CA $252 total
Apr 25 - Apr 26
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.
