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.
Hyatt Place Saratoga Malta
Price was CA $1,847, price is now CA $1,528 per person
CA $1,528
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
9/10 Wonderful! (1,016 reviews)
The staff was very helpful an I had a quick check in. The room was clean. I like a hot breakfast and it was delicious, I really appreciate that the scrambled eggs where nor just plain but that they had chives. It was easy to find parking close to the door.
What I did not like is the design of the shower door. It is not a door that closes fully and it ended up creating a lot of water outside of the shower.
Other than that, our stay was great and I will go back again!
Reviewed on Jun 24, 2026
Bluebird Spa City Motor Lodge
Downtown Saratoga Springs
Price was CA $2,088, price is now CA $1,662 per person
CA $1,662
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
9/10 Wonderful! (920 reviews)
This is a hidden gem. The location is right in the heart of town, so convenient to everything. They also have great spaces to enjoy your down time. The patio with fire pit overlooking Broadway was amazing. Top it with friendly attentive staff and your set. We will be back.
Reviewed on Jun 18, 2026
Best Western Plus Franklin Square Inn Troy/Albany
Price was CA $1,880, price is now CA $1,610 per person
CA $1,610
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
8.8/10 Excellent! (1,002 reviews)
Great location, clean, parking included.
Reviewed on Jun 23, 2026
The Springwater B&B
Price was CA $2,681, price is now CA $2,309 per person
CA $2,309
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Albany (ALB)
10/10 Exceptional! (573 reviews)
It was such a neat old house. Within walking distance of Broadway and the track. The breakfast was awesome. We will definitely be going back.
Reviewed on Jun 20, 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 $149 per night from Jul 8 to Jul 9
CA $149
CA $162 total
Jul 8 - Jul 9
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"Great room great staff. Love staying at Hotel Vervana"
Reviewed on Jun 26, 2026
The Autumn Inn
924 East Main Street Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jun 28 to Jun 29
CA $126
CA $138 total
Jun 28 - Jun 29
includes taxes & fees
7.6/10 Good! (647 reviews)
"Heat didn't work but I didn't really need it. WiFi unavailable but that's probably the service provider's fault and water didn't run hot enough - took me a while to figure out the tap situation in the shower."
Reviewed on Jun 23, 2026
Hampton Inn Bennington
51 Hannaford Square Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Jul 19 to Jul 20
CA $221
CA $241 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The woman who checked us in was so helpful and friendly!! We were going to our grandsons graduation and she printed off directions to help us. In the evening we couldn't figure out something regarding the cooling system and the TV and the desk clerk came up to the room twice to assist us. They were ..."
Reviewed on Jun 21, 2026
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 Bennington attractions
What to do in Bennington
Vermont RT 100 App-Guided Driving Audio Tour
CA $24
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.
