Bennington County Vacation Packages
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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 Bennington County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Brook Bound Inn
CA $1,283
per person
Nov 16 - Nov 20
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
Bennington County Hotel Deals
Aspen At Manchester
5669 Main Street Manchester Center VT
Fully refundableReserve now, pay when you stay
CA $159
CA $190 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (702 reviews)
"everything was amazing! Beautiful hotel, room was huge and beds sooo comfortable! Everyone was super friendly and accomodating. Cant wait to go back!"
Reviewed on Oct 12, 2026
The Manchester View
77 High Meadow Way & VT-7A Manchester Center VT
Fully refundableReserve now, pay when you stay
CA $144
CA $159 total
Nov 3 - Nov 4
includes taxes & fees
9.4/10 Exceptional! (927 reviews)
"Beautiful room, very clean and new. It was very bare in the room though. Breakfast from 8-10 and we went at 9:40, it was wiped out with nobody refilling so make sure you go early. Next day we went early and it was delicious! Hot tub was amazing which we used both nights. Overall, the views are gorgeous ..."
Reviewed on Oct 12, 2026
The Equinox Golf Resort And Spa
3567 Main Street Manchester VT
Fully refundableReserve now, pay when you stay
CA $143
CA $233 total
Nov 11 - Nov 12
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.
Frequently asked questions
How much does a Bennington County vacation package cost?
From as low as CA $1,180, you can customize your Bennington County vacation package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Bennington County?
Bundle your hotels and flights with Expedia to save on your next exciting adventure. With more than 550 air carriers and 1,000,000 hotel options across the world, your Bennington County vacation package can be customized exactly to suit your travel style. With all those extra dollars, why not include one or two exciting activities and tours? It's an easy way to unlock even more discounts. Your dream vacation in Bennington County is closer than you thought!
What are the top hotels in Bennington County?
When it comes to properties in Bondville, Hampton Inn Bennington and Hampton Inn and Suites Manchester are two great options. If you're heading to Peru, The Equinox Golf Resort & Spa and The Autumn Inn will make you feel right at home.
How far in advance should I book my Bennington County vacation?
To score discount prices, book nice and early. Airlines generally begin selling tickets, along with some of the lowest fares, around 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Bennington County, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Bennington County travel package include?
Choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to arranging your dream Bennington County escape.
What should I know before booking a Bennington County travel package?
Whether it's adventure or relaxation you're chasing, a Bennington County vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Bennington County Expedia vacation package?
Most definitely. We offer more than 550 partner airlines worldwide, so you can customize your Bennington County vacation according to your style and budget.
If I'm not able to travel, can I cancel my Bennington County vacation package?
Don't worry if you're rethinking your Bennington County vacation package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
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.
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 Arts Center
9.0/10 (26 reviews)
Enjoy an outing to Southern Vermont Arts Center 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
CA $24
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
