Bennington County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Albany Airport Inn
CA $1,172
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
6.6/10 (1,023 reviews)
The staff were very friendly and helpful, but unfortunately that couldn't make up for this old, poorly maintained, and honestly a little scary place. Intense smell of tobacco, cannabis, and gas station air freshener everywhere. Found a bed bug on the comforter. The shower floor had a bubble in it (plastic laid across a shower pan maybe?) and I nearly fell twice. Caveat emptor.
Reviewed on Oct 10, 2026
Hyatt Place Albany/Downtown
Downtown Albany
CA $1,375
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9.2/10 Wonderful! (1,884 reviews)
shower was run down showing poor caulking work. no shuttle service ! what a let down for the location !
Reviewed on Oct 9, 2026
Bennington County Hotel Deals
Aspen At Manchester
5669 Main Street Manchester Center VT
Fully refundableReserve now, pay when you stay
CA $176
CA $209 total
Nov 2 - Nov 3
includes taxes & 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
CA $144
CA $158 total
Nov 4 - Nov 5
includes taxes & fees
9.4/10 Exceptional! (925 reviews)
"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked ..."
Reviewed on Oct 10, 2026
The Equinox Golf Resort And Spa
3567 Main Street Manchester VT
Fully refundableReserve now, pay when you stay
CA $145
CA $234 total
Nov 4 - Nov 5
includes taxes & fees
7.4/10 Good! (669 reviews)
"I think it is one of those properties that your experience depends on where you stay. The hotel is a historic hotel with sash windows and little in the way of sound proofing. We were in the Orvis Inn and had a room next to the road at the front of the building. As such it was loud and drafty. There ..."
Reviewed on Oct 7, 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.
Frequently asked questions
How much does a Bennington County vacation package cost?
From as low as CA $1,159, 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.
Lye Brook Falls
9.2/10 (32 reviews)
Explore the great outdoors at Lye Brook Falls and enjoy the mountain views during your trip to Manchester Center. Discover the area's spas and seek out its hiking trails.
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
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.
