Bennington County Vacations & Trips from ￥330,674

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Bennington County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
per person
Sep 10 - Sep 20
found 18 hours ago
Roundtrip flight included
Okayama (OKJ) to Albany (ALB)
8/10 Very Good! (1,005 reviews)
Great spot in Kingston, perfect for venturing into the Historic district, or driving over to Woodstock or the Catskills. Check-in took a while due to short staffing.

Reviewed on Jun 21, 2025

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

3 out of 5
per person
Sep 10 - Sep 20
found 18 hours ago
Roundtrip flight included
Okayama (OKJ) to Albany (ALB)
No reviews
The Hideout Catskills Cottage

The Hideout Catskills Cottage

2 out of 5
per person
Sep 10 - Sep 20
found 18 hours ago
Roundtrip flight included
Okayama (OKJ) to Albany (ALB)
No reviews
Kingston Carriage House

Kingston Carriage House

4 out of 5
Roundout
per person
Sep 10 - Sep 20
found 18 hours ago
Roundtrip flight included
Okayama (OKJ) to Albany (ALB)
9/10 Wonderful! (13 reviews)
one of the best places we’ve stayed at! the poet’s loft is a cozy and quiet two-room suite with two bathrooms. a simple luxury to be enjoyed.

Reviewed on Jun 12, 2025

The Wiltwyck

The Wiltwyck

3.5 out of 5
per person
Sep 10 - Sep 20
found 18 hours ago
Roundtrip flight included
Okayama (OKJ) to Albany (ALB)
9.6/10 Exceptional! (147 reviews)
Very nice property charming

Reviewed on Jun 9, 2025

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
The price is ￥18,632 per night from Jul 1 to Jul 2
￥18,632
￥28,385 total
Jul 1 - Jul 2
includes taxes & fees
7.2/10 Good! (484 reviews)
"Great spot!"

Reviewed on Jun 16, 2025

The Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG
Kimpton Taconic Hotel by IHG
4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is ￥22,900 per night from Jun 25 to Jun 26
￥22,900
￥30,303 total
Jun 25 - Jun 26
includes taxes & fees
9.2/10 Wonderful! (773 reviews)
"Absolutely Beautiful property."

Reviewed on Jun 9, 2025

Kimpton Taconic Hotel by IHG
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is ￥22,228 per night from Jul 6 to Jul 7
￥22,228
￥24,450 total
Jul 6 - Jul 7
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"The Hampton in Manchester, Vt was wonderful, very clean and comfortable. Our room had everything we wanted and needed."

Reviewed on Jun 22, 2025

Hampton Inn and Suites Manchester
See all 608 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.

Frequently asked questions

How much does a Bennington County vacation package cost?
From as low as ￥330,674, 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.