Bennington County Vacation Packages 2026 from $563

Search vacation packages deals in Bennington County's top destinations

A garden with a central pathway, surrounded by neatly trimmed hedges and various plants.

Manchester

Vacations

A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.

Bennington

Vacations

Bennington County flight + hotel vacation packages

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

Vikings Villages Resort

$563

per person

Dec 19 - Dec 21

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) 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.

Lincoln Inn & Gallery

$877

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Springfield (VSF)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a picnic area are also provided.

Mount Snow Lodging by Vail Resorts

$2,608

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) to Springfield (VSF)

Hill Farm Inn

$832

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

This bed & breakfast features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and free perks like full breakfast and free self parking. Enjoy the hot tub and conveniences like limo/town car service and concierge services.

Aspen At Manchester

$737

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

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.

Top Bennington County hotels deals

The Equinox Golf Resort And Spa

3567 Main Street Manchester VT

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$182 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

141 West Main Street Bennington VT

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$92 total

Nov 22 - Nov 23

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

77 High Meadow Way & VT-7A Manchester Center VT

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$139 total

Nov 15 - Nov 16

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

5383 Main St Manchester Center VT

Free Cancellation

$111 nightly

$122 total

Dec 8 - Dec 9

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

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Free Cancellation

$216 nightly

$238 total

Nov 17 - Nov 18

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

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$141 total

Nov 29 - Nov 30

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

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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.

See properties

Photos of local treasures

Browse Bennington County vacation photos for more inspiration

A statue with outstretched arms and a tall obelisk in the background.

A tall, narrow obelisk with a pointed top, surrounded by trees and a clear blue sky.

The Bennington County Court House with a white facade, green shutters, and a gold dome.

The Washington Monument in Washington, D.C.

A tall stone obelisk with a weather vane on top, set against a cloudy sky.

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 $563. 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.