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

FlightsFlightsHotelsHotels

Peru

Peru

Top Bennington County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was CA $1,097, price is now CA $819 per person
CA $819
per person
May 6 - May 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
7.6/10 Good! (1,002 reviews)
Easy check in and good parking

Reviewed on Jan 9, 2026

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was CA $1,418, price is now CA $1,171 per person
CA $1,171
per person
May 6 - May 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (567 reviews)
We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace.

Reviewed on Jan 24, 2026

The Manchester View

The Manchester View

2.5 out of 5
Price was CA $1,290, price is now CA $1,134 per person
CA $1,134
per person
May 6 - May 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (772 reviews)
The MV was perfect for a getaway to the southern greens for snow. Place was clean, great water pressure, and heat. Had to upgrade my room and it wasn't a problem. Looking forward to coming back.

Reviewed on Jan 28, 2026

The White House Inn

The White House Inn

3.5 out of 5
Price was CA $1,251, price is now CA $1,117 per person
CA $1,117
per person
May 6 - May 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (254 reviews)
Room space and set up was not as expected.

Reviewed on Feb 6, 2026

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was CA $1,084, price is now CA $994 per person
CA $994
per person
May 6 - May 10
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (242 reviews)
Staff was great, location terrific, restaurant/bar very nice, room was really nice, kitchen well equipped

Reviewed on Jan 19, 2026

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Bennington County Hotel Deals

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
7.2/10 Good! (594 reviews)
.

Reviewed on Feb 2, 2026

Get rates
The Equinox Golf Resort & Spa
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 $145 per night from Feb 23 to Feb 24
CA $145
CA $182 total
Feb 23 - Feb 24
includes taxes & fees
8.2/10 Very Good! (888 reviews)
Very nice room, the upgrade would cause me to return!

Reviewed on Feb 4, 2026

The Palmer House Resort, an Ascend Collection Hotel
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 $232 per night from Mar 15 to Mar 16
CA $232
CA $307 total
Mar 15 - Mar 16
includes taxes & fees
9.2/10 Wonderful! (830 reviews)
Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return!

Reviewed on Jan 4, 2026

Kimpton Taconic Hotel by IHG
See all 667 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.
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Frequently asked questions

How much does a Bennington County vacation package cost?
From as low as CA $819, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.