Brattleboro Vacation Packages 2026 from $768

Brattleboro flight + hotel vacation packages

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

Jackson Gore Village

Jackson Gore Base Area

$768

per person

Apr 13 - Apr 17

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Springfield (VSF)

Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

The Shire Woodstock

$851

per person

Mar 17 - Mar 22

found 1 day ago

Roundtrip flight included

Tampa (TPA) 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.

Okemo Mountain Lodging

Clock Tower Base Area

Save 100% on your flight

$2,633

per person

Mar 17 - Mar 22

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

This vacation home features laundry facilities. Take advantage of the free self parking.

Woodstock Inn & Resort

$1,367

per person

Mar 17 - Mar 22

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.

Mountain Lodge at Okemo

Clock Tower Base Area

$1,334

per person

Mar 17 - Mar 22

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Springfield (VSF)

A restaurant and a gym are featured at this hotel. Take advantage of ski passes and ski storage on site, and enjoy downhill skiing and sledding. Families will appreciate the onsite laundry facilities and babysitting.

Top Brattleboro hotels deals

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$125 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Pool

Hot Tub

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$135 total

Mar 5 - Mar 6

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Econo Lodge Brattleboro

515 Canal St Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$74 total

Mar 11 - Mar 12

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 continental breakfast and WiFi in public areas. A business center, a grocery/convenience store, and a picnic area are also on offer.

Pool

Breakfast included

Colonial Motel And Spa

889 Putney Rd Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$110 total

Feb 11 - Feb 12

Total with taxes and fees

This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

The Covered Bridge Inn

1043 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$117 total

Feb 11 - Feb 12

Total with taxes and fees

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Parking included

Free WiFi

Latchis Hotel

50 Main Street Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$135 total

Mar 2 - Mar 3

Total with taxes and fees

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.

Pet friendly

Parking 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.

Popular places to visit

The Stone Church

4.5/5(9 reviews)

After visiting The Stone Church, make a plan to see the other sights and activities in Brattleboro. While you're here, you can savor the top-notch restaurants.

Brattleboro Common

Explore the great outdoors at Brattleboro Common, a lovely green space in Brattleboro. Experience the area's entertainment venues and art scene.

New England Center for Circus Arts

Walk around the campus at New England Center for Circus Arts during your visit to Brattleboro. While you're here, you can savor the top-notch restaurants.

Frequently asked questions

How much are vacation packages to Brattleboro?

Epic adventures await in Brattleboro, with Travelocity vacation packages from as low as $768. Including both hotels and flights, these terrific deals make it really easy to explore every corner of the globe.

How long should my Brattleboro vacation be?

Your Brattleboro break can be as long or as short as you like, but most people stay around 2 nights. Hoping to get out and discover some lesser-known attractions? Lock in an extra night or two and experience another side of this destination.

Where can I get the best vacation package deals for Brattleboro?

Snapping up the perfect package deal to Brattleboro is a piece of cake with Travelocity. With as many as 400 air carriers and 1,000,000 properties worldwide, you'll have loads of choice when it comes to picking your flights and hotels.

Why should I purchase my Brattleboro vacation bundle via Travelocity?

Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock support and first-rate service to boot. Add to that our Price Match Guarantee and tons of experiences to select from. It's our job to help you have the trip of a lifetime.

Will I save money on my Brattleboro car rental if I book it with hotels and flights?

With a Brattleboro vacation package, you can combine your flight, car and hotel bookings and save a ton. If you're eager to uncover the best of this fantastic part of the world, why not make a beeline for Fenway Park? This renowned sight is 80 mi from Brattleboro. With your own wheels, you'll be there in a flash.

Which airport is best for Brattleboro?

For many wanderers, a trip to Brattleboro means going through Manchester-Boston Regional Airport (MHT). This popular airport is situated 55 mi east of the city center. You could also opt to jet into Lebanon Municipal Airport (LEB) (55 mi away from central Brattleboro) or Rutland Southern Vermont Regional Airport (RUT) (50 mi away from central Brattleboro).

What is there to do in Brattleboro?

There is a certain kind of magic as you roam the streets of Brattleboro. The Stone Church and Brattleboro Bowl are just a couple of highlights that make this city so special, so put them at the top of your list of places to see.

Where should I stay when visiting Brattleboro?

Many people choose to hit the hay at the Colonial Motel And Spa. It's an excellent base for your Brattleboro getaway.