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 vacation destinations in Bennington County

A colorful mountain range with a winding road leading up to a peak.
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Peru

Peru
A calm river with rocky formations and dense green trees in the background.
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Dorset

Dorset

Top Bennington County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks

2.5 out of 5
Price was CA $1,238, price is now CA $1,106 per person
CA $1,106
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (190 reviews)
Loved it!

Reviewed on Jul 10, 2026

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was CA $1,756, price is now CA $1,515 per person
CA $1,515
per person
Aug 15 - Aug 21
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
10/10 Exceptional! (114 reviews)
Holy and Kyle were awesome! Such wonderful breakfasts each day we were there, delicious! So close to everything we wanted to see. We look forward to coming back for our next Vermont getaway!

Reviewed on Jun 19, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was CA $1,419, price is now CA $1,246 per person
CA $1,246
per person
Aug 14 - Aug 17
just found
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (915 reviews)
We loved our stay at the Latchis! A gem, with great staff and unique character! Can't wait to return!

Reviewed on Jul 10, 2026

Hilton Garden Inn Saratoga Springs

Hilton Garden Inn Saratoga Springs

3 out of 5
Price was CA $1,897, price is now CA $1,684 per person
CA $1,684
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8/10 Very good! (1,005 reviews)
Stayed for the Lil Wayne concert! Staff provided a map and directions on how to walk to the venue from the hotel- so no uber needed! Room was clean, location was easy to find. Would definitely stay again.

Reviewed on Jul 9, 2026

Hyatt Place Saratoga Malta

Hyatt Place Saratoga Malta

3 out of 5
Price was CA $1,581, price is now CA $1,442 per person
CA $1,442
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9/10 Wonderful! (1,010 reviews)
A good hotel for his price.

Reviewed on Jul 9, 2026

Bennington County Hotel Deals

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is CA $336 per night from Jul 28 to Jul 29
CA $336
CA $428 total
Jul 28 - Jul 29
includes taxes & fees
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on Jun 29, 2026

Kimpton Taconic Hotel by IHG
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Jul 19 to Jul 20
CA $137
CA $149 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
"The tv didn’t work at all"

Reviewed on Jul 10, 2026

Hotel Vervana, Trademark Collection by Wyndham
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Fully refundable
The price is CA $177 per night from Jul 21 to Jul 22
CA $177
CA $218 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very good! (964 reviews)
"They noticed i had a 13 year old daughter and 9 year old son in toe. The upgrade to a suíte was complimentary and close to the pool. Definitely suggest this place. Breakfast was good and everything is close. We really enjoyed our stay."

Reviewed on Jul 8, 2026

The Palmer House Resort, an Ascend Collection Hotel
See all 698 properties in Bennington County
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Frequently asked questions

How much does a Bennington County vacation package cost?
From as low as CA $1,106, 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

A calm lake reflecting a forest with autumn foliage.
Photo by Marc Stempel
Open 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.
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What to do in Bennington County

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

CA $24
per traveller
Vermont RT 100 App-Guided Driving Audio Tour
See all activities in Bennington County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.