Bennington County Vacations & Trips from $648
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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
Wilmington
Manchester
Bennington
Manchester Center
Dorset
Bondville
Arlington
East Dorset
The Latest Bennington County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Landgrove
$1,233
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
8.6/10 Excellent! (7 reviews)
We arrived late, there was someone there to greet us. I had left a personal item, they were kind enough to call and mail it to us.
Reviewed on Oct 3, 2026
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
Aspen At Manchester
5669 Main Street Manchester Center VT
$127 nightly
$140 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (699 reviews)
"Great place, but a bit over priced for what it is"
Reviewed on Oct 5, 2026
The Manchester View
77 High Meadow Way & VT-7A Manchester Center VT
Fully refundableReserve now, pay when you stay
$96 nightly
$105 total
Nov 3 - Nov 4
Total with taxes and fees
The Equinox Golf Resort And Spa
3567 Main Street Manchester VT
Fully refundableReserve now, pay when you stay
$161 nightly
$177 total
Nov 2 - Nov 3
Total with taxes and fees
7.4/10 Good! (668 reviews)
"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."
Reviewed on Sep 30, 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 County attractions
Mount Equinox
9.6/10 (43 reviews)
Enjoy beautiful views of rivers, lakes and valley communities as you motor along the skyline drive in the Green Mountain State.
Photo by Marc Stempel
Emerald Lake State Park
You can take time to visit Emerald Lake State Park during your travels to East Dorset. Discover the mountain views in this quaint area.
Bennington Battle Monument
9.0/10 (202 reviews)
After visiting Bennington Battle Monument, make a plan to see the other sights and activities in Old Bennington. Discover the coffeehouses and its art scene while you're in the area.
Bromley Mountain Ski Resort
8.8/10 (160 reviews)
Hit the slopes in Peru with a visit to Bromley Mountain Ski Resort. Discover the mountain views in this quaint area.
Hildene
9.4/10 (148 reviews)
You can learn about the history of Manchester Center with a trip to Hildene. Discover the mountain views in this quaint area.
Golf Club at Equinox
8.4/10 (29 reviews)
Enjoy a round of golf in Manchester at Golf Club at Equinox. Discover the mountain views while you're in the area.
Manchester Designer Outlets
8.6/10 (185 reviews)
You can search for that perfect souvenir at Manchester Designer Outlets during your stay in Manchester Center. Discover the mountain views while you're in the area.
Southern Vermont College
8.2/10 (22 reviews)
Explore the campus of Southern Vermont College, during your travels in Bennington. While you're here, you can savor the charming coffeehouses.
What to do in Bennington County
Vermont RT 100 App-Guided Driving Audio Tour
$17
per traveler
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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.
