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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $719, price is now $573 per person
$573
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,257, price is now $890 per person
$890
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 $1,235, price is now $1,014 per person
$1,014
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
1846 Inn and Tavern

1846 Inn and Tavern

3 out of 5
Price was $1,187, price is now $1,008 per person
$1,008
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A garden is also provided.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,137, price is now $967 per person
$967
per person
Dec 16 - Dec 22
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast and free WiFi. A garden and a picnic area are also provided.

Top Bennington County hotels deals

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
3567 Main Street Manchester VT
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $178 total per night
$178 total
Nov 23 - Nov 24
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
Pool
Hot Tub
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $99 total per night
$99 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a gym and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $139 total per night
$139 total
Nov 16 - Nov 17
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included
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
Free Cancellation
$108 nightly
The price is $118 total per night
$118 total
Nov 25 - Nov 26
Total with taxes and fees
This smoke-free hotel features a golf course, 2 outdoor tennis courts, and a restaurant. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the seasonal outdoor pool, bar/lounge, and free newspapers.
Pool
Hot Tub
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $162 total per night
$162 total
Nov 9 - Nov 10
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Pet friendly
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Free Cancellation
$218 nightly
The price is $240 total per night
$240 total
Dec 3 - Dec 4
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
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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.

Stay near popular Bennington County attractions

A mountainous landscape with a forested area covered in snow.

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.
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Photos of local treasures

Browse Bennington County vacation photos for more inspiration

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 $573. 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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