Deals on vacations and trips to Brattleboro

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Brattleboro flight + hotel vacation packages

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Sinclair Inn Bed and Breakfast
The Shire Woodstock
Woodstock Inn & Resort
Cooper Hill Inn

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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 Brattleboro?
Epic adventures await in Brattleboro, with Travelocity vacation packages from as low as $609. 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.

Photos of local treasures

Browse Brattleboro vacation photos for more inspiration

Photo by Shirley Rhodes
Photo by Bruce Altobelli
Photo by Donny Campos
Photo by Claudia Sanchez de Lozada
Photo by Shannon Willitts