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Book Brattleboro, VT Vacations

Save up to $374^ on your trip when booking flight + hotel together

Top Brattleboro vacation deals

The Covered Bridge Inn
Colonel Williams Inn
The Historic Latchis Hotel and Theatre

Brattleboro Travel Guide

If you're eager to package your flights and hotels to save some cash, you've come to the right place! Sit back, relax and let the knowledgeable team at Orbitz help you dream up the ultimate Brattleboro vacation. Choose your desired hotels, airfares, experiences and rental cars for savings of around $369^! Packaging your bookings is one of the easiest ways to save money. And it doesn't stop there — if you're not quite sure who to fly with or where to stay, our immense database has 500,000 global accommodations and 500 airlines. It's completely up to you! Our package deals will help you put together that escape you've been fantasizing about. With unlimited options to bundle your hotels, flights and more, all that's left to do is pack your bags.

Where is Brattleboro?

Wondering where exactly Brattleboro is? You'll find it approximately 95 miles south of Montpelier, the state capital of Vermont, and around 18 miles north of Greenfield. Enjoy meeting the locals on vacation? This area of Windham County is home to around 7,000 residents.

Places to Visit in Brattleboro

You'll be sure to have a laid-back day at Brattleboro Country Club. Here, members can appreciate each other's company and make full use of the property's facilities and amenities. Seeking some more options? Stand at a distance and gaze at the engineering feat that is United States Navy Seabee Bridge. Find out how it was built, what sort of bridge it is and what’s distinct about its design. But wait, that's not all! Unearth the secrets of Madame Sherris Castle Ruins. Wander among the overgrown plants and hidden wildlife.

Car Rentals in Brattleboro

Your escape starts with car rentals in Brattleboro. Whether you’re eager to hop off the well-trodden tourist trail or just enjoy the convenience of having your own set of wheels, Orbitz can help you find the keys to your ride. Worrying about cab fares? Pick up a car right from the Dillant-Hopkins Airport area. The most recommended rental outlet in the surrounding vicinity is Enterprise. Positioned 2 miles from the town center at 801 Putney Rd Unit 1 is Enterprise. Swing by and they'll get you on the road in no time!

Where to stay in Brattleboro – Hotel Accommodation

If you'd like to stay a few nights, you ought to know there are only 15 hotels in Brattleboro. We can help you find a comfortable room, but you'll need to act fast! Don't want to waste time planning and booking? Let us make life a little easier! Our suggested hotels here include the Comfort Inn & Suites and 1868 Crosby House.

Nearest Airports to Brattleboro

If you've got a window seat and the sky is clear, you should get a decent view of Manchester-Boston Regional Airport (MHT) as the airplane descends. It's 55 miles east of Brattleboro's center.

Popular Places to Visit Near Brattleboro

If you've explored the best of Brattleboro and have a few more days up your sleeve, don't worry. There are fascinating tourist attractions just a stone's throw from here. You may not know that you're only 35 miles away from Proctorsville. It's an ideal starting point to reach Okemo Mountain Resort. This attraction is well-loved by locals and tourists alike.

No Cancellation Fees

We understand that even the best-laid plans can go sideways. So, if you cancel or change your bookings we'll never charge you a fee.^ If you act fast, your selected airline or hotel might not charge you either.

Top rated hotels for your Brattleboro vacation

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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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