Brattleboro Vacation Packages 2024/2025 from $522

Brattleboro flight + hotel vacation packages

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

Sinclair Inn Bed and Breakfast

per person

Jan 6 - Jan 8

found 23 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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.

The Shire Woodstock

Save 100% on your flight

per person

Dec 22 - Dec 29

found 23 hours ago

Roundtrip flight included

Detroit (DTW) 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.

Woodstock Inn & Resort

Save 100% on your flight

per person

Dec 22 - Dec 29

found 23 hours ago

Roundtrip flight included

Detroit (DTW) 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 spa tubs and indoor pool.

The Vesper

per person

Jan 18 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Springfield (VSF)

This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.

Top Brattleboro hotels deals

Colonial Motel And Spa

889 Putney Rd, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$116

includes taxes & fees

$105 per night

Dec 3 - Dec 4

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.

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$85

includes taxes & fees

$77 per night

Nov 26 - Nov 27

This hotel features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning.

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$107

includes taxes & fees

$97 per night

Dec 22 - Dec 23

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 spa tub and perks like free self parking.

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$114

includes taxes & fees

$104 per night

Nov 25 - Nov 26

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.

Latchis Hotel

50 Main Street, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$134

includes taxes & fees

$122 per night

Nov 26 - Nov 27

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.

Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

100 Chickering Drive, Brattleboro, VT

Free Cancellation

$136

includes taxes & fees

$124 per night

Dec 1 - Dec 2

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

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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.

Brattleboro Farmers' Market

4/5(31 reviews)

You can enjoy retail therapy at Brattleboro Farmers' Market during your visit to West Brattleboro. Discover the area's entertainment venues, or seek out its ski slopes.

Frequently asked questions

How much are vacation packages to Brattleboro?

Epic adventures await in Brattleboro, with Travelocity vacation packages from as low as $522. 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.