Deals on vacations and trips to Bennington County

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A white building with black shutters, a sign for Covey & NY, and an American flag.

Manchester

Vacations
Manchester
A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

Bennington

Vacations
Bennington

Bennington County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was $712, price is now $607 per person
$607
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Springfield (VSF)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. A free bus station shuttle is offered as well. A 24-hour business center, a garden, and a lobby fireplace are also on offer.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $1,934, price is now $1,467 per person
$1,467
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,070, price is now $879 per person
$879
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Springfield (VSF)
A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,198, price is now $997 per person
$997
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $836, price is now $702 per person
$702
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
This aparthotel features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Stay near popular Bennington County attractions

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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Photos of local treasures

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A house on a grassy hill surrounded by autumn-colored trees.
A statue with outstretched arms and a tall obelisk in the background.
A snow-capped mountain with a forested foreground and a cloudy sky.
A red covered bridge over a river, surrounded by greenery and trees.
A red covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 6 ft.

Frequently asked questions

How much are vacation packages to Bennington County?
With Travelocity vacation packages, you can be living it up in Bennington County for only $607. Flights, tours and hotels — we've got you covered. You can save some cash just by bundling together your bookings. With everything taken care of before leaving, you won't have a care in the world.
Where can I get the best vacation package deals for Bennington County?
It's simple — look no further than Travelocity. With as many as 400 airlines and 1,000,000 worldwide properties, it's a breeze to craft a Bennington County package deal that satisfies your wanderlust.
Why should I purchase my Bennington County vacation package via Travelocity?
Incredible savings, an abundance of breathtaking destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Bennington County car rental if I bundle it with my hotel or flight?
Combining your bookings into a Bennington County vacation package will leave you with a nice chunk of spare change. You can book a flight and car; a flight, hotel and car; or a hotel and car. You won't find a better way to explore the greater Bennington County area than with your own ride. You can also add experiences and activities to your Travelocity package.
What is the best time of year to go to Bennington County?
Vacationing in the quieter months of the year, March, April and November, comes with a few upsides — think better-value airfares and hotels and less pushing past throngs of tourists. But there's magic in the air during the high season. More events will be planned and more attractions will be open in January, June and August. If you're traveling on a budget, has the thriftiest hotel rates. You'll pay more for a bed in .
Which airport is best for Bennington County?
Flying to Bennington County means you'll step off the plane at Albany Intl. Airport (ALB) or Rutland Southern Vermont Regional Airport (RUT).
What is there to do in Bennington County?
A vibrant and lively destination, Bennington County offers some incredible tourist attractions. Bromley Mountain Ski Resort and Vermont Summer Festival are some of the favorites.

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