Bennington County Vacations & Trips from $412
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Your Bennington County Vacation
Set off on your next big adventure with a Bennington County vacation package, and leave relaxed knowing all the details are already organized. And with the ability to customize your escape, it'll be one to remember. With so many things to do and see on a trip to Bennington County, it can be tricky to know where to begin. Kick off your travels in Bennington at Bennington Battle Monument and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display — two much-loved attractions here. Another city worthy of a spot on your itinerary is Dorset. Don't miss Hildene and Vermont Summer Festival. When you're ready to stop dreaming and start doing, Expedia will help turn your Bennington County vacation into a reality.
Top destinations in Bennington County
Bennington
The Latest Bennington County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Equinox Golf Resort & Spa
Save 100% on your flight
Price was $1,616, price is now $1,175 per person
$1,175
per person
Dec 26 - Dec 30
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
7.4/10 Good! (549 reviews)
Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown.
Reviewed on Oct 27, 2025
The Cornell Inn, Lenox & The Berkshires
Save 100% on your flight
Price was $1,034, price is now $757 per person
$757
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
9/10 Wonderful! (1,005 reviews)
Absolutely love it
Staff is lobbing, attentive and respectful
They gave us directions for a beautiful restaurant where we had excellent service Zinc Bistro, which I totally recommend now
Beautiful rooms, special, wonderful well done breakfast (as one expects from a real B&B)
Perfection.
Reviewed on Nov 11, 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
Save 100% on your flight
Price was $975, price is now $726 per person
$726
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!
Reviewed on Nov 5, 2025
The Mountain Inn at Killington
Save 100% on your flight
Price was $820, price is now $616 per person
$616
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
9.2/10 Wonderful! (919 reviews)
Room was very clean, linens seemed new, shower was excellent with lots of hot water, bathroom redone. The beds were a little soft but I have a bad back so it might not be a problem for you. The location is as close to the mountain without actually being a mountain property. Older place, so don't expect The Plaza but clean, the staff was kind and responsive and the breakfast good. Cannot beat the location. Nice little game room for kids and places to store your gear.
Reviewed on Nov 10, 2025
Find the Best Bennington County Vacation Packages
Bennington County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Albany Intl. Airport (ALB) |
Top Sights | Emerald Lake State Park, Lake Shaftsbury State Park and Woodford State Park |
Bennington County Hotel Deals
Kimpton Taconic Hotel by IHG
3835 Main St., Manchester, VT
Fully refundable
$194 nightly
The price is $213 total per night from Dec 1 to Dec 2
$213 total
Dec 1 - Dec 2
Total with taxes and fees
9.2/10 Wonderful! (812 reviews)
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee
Reviewed on Oct 25, 2025
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $179 total per night from Nov 17 to Nov 18
$179 total
Nov 17 - Nov 18
Total with taxes and fees
7.4/10 Good! (567 reviews)
Nice old Inn!
Reviewed on Nov 5, 2025
Hampton Inn and Suites Manchester
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $140 total per night from Nov 30 to Dec 1
$140 total
Nov 30 - Dec 1
Total with taxes and fees
9.6/10 Exceptional! (1,001 reviews)
The hotel was clean, the staff was friendly, and was a great location. The new Brewery on the property was great as well!
Reviewed on Nov 4, 2025
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.
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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.