Bennington County Vacation Packages 2026 from $574

Search vacation packages deals in Bennington County's top destinations

Bennington

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Manchester

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Bennington County flight + hotel vacation packages

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

Vacation Village in the Berkshires

$574

per person

Feb 2 - Feb 8

found 5 hours ago

Roundtrip flight included

Charlotte (CLT) to Albany (ALB)

This condo 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.

Brook Bound Inn

Save 100% on your flight

$800

per person

Feb 2 - Feb 8

found 5 hours ago

Roundtrip flight included

Charlotte (CLT) 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.

The White House Inn

$742

per person

Feb 2 - Feb 8

found 5 hours ago

Roundtrip flight included

Charlotte (CLT) to Albany (ALB)

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace and a garden are also provided.

Latchis Hotel

$623

per person

Feb 2 - Feb 8

found 5 hours ago

Roundtrip flight included

Charlotte (CLT) 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.

Deerfield Valley Inn

$777

per person

Feb 2 - Feb 8

found 5 hours ago

Roundtrip flight included

Charlotte (CLT) 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 garden, a lobby fireplace, and express check-in are also on offer.

Top Bennington County hotels deals

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Free Cancellation

$190 nightly

$209 total

Jan 22 - Jan 23, 2026

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

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$245 total

Jan 12 - Jan 13, 2026

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

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

$130 nightly

$143 total

Jan 11 - Jan 12, 2026

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

The Palmer House Resort, an Ascend Collection Hotel

5383 Main St Manchester Center VT

Free Cancellation

$116 nightly

$128 total

Jan 13 - Jan 14, 2026

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

Knotty Pine

130 Northside Dr Bennington VT

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$118 total

Dec 25 - Dec 26

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A communal living room, express check-in, and express check-out are also on offer.

Pool

Breakfast included

Hampton Inn Bennington

51 Hannaford Square Bennington VT

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$151 total

Dec 31 - Jan 1, 2026

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

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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.

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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 $574. 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.