What to do in Brattleboro, VT

Activities, attractions and tours

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

Brattleboro Attractions

Let Expedia help you experience the best that Brattleboro has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

Brattleboro is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Brattleboro to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

Brattleboro Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Brattleboro.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Brattleboro attractions ensure that you’ll have a successful trip, whatever the season.


Explore thousands of activities with free cancellation and no added fees.

Design your experience with airport transfers, excursions, day tours & more.

Get an insider's look in what to book before you travel.


What to do in Brattleboro


Discover the most popular places to visit in Brattleboro

Explore areas of Brattleboro

Default Image

West Dummerston

Visitors to West Dummerston like its mountain views and riverfront, and West River is a sight worth a stop.

West Dummerston

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 


 

Day trip destinations from Brattleboro

Frequently asked questions

Is Brattleboro worth visiting?
Whether you're planning to enjoy the local charm and cultural highlights or try regional foods and explore the outdoors, there are many things to do in Brattleboro.
How do I spend a day in Brattleboro?
Brattleboro Bowl and Southern Vermont Natural History Museum are two good places to begin your sightseeing adventures. Be sure to explore the shopping and dining options in Brattleboro while you're in town too.
What is the top tourist attraction in Brattleboro?
Brattleboro Bowl is one of the top tourist attractions in Brattleboro and should feature high on every itinerary of the area.
Is three days enough to stay in Brattleboro?
Three days in Brattleboro is more than enough to enjoy the city's major highlights. Many travellers spend two days on average. Brattleboro Bowl, Latchis Theatre and Harris Hill Ski Jump are highly rated sights. Like to discover more? Hang around a bit longer to explore nearby hotspots like Keene.
Is Brattleboro a walkable city?
It all comes down to what you want to see and do in Brattleboro. Several leading attractions, such as Brattleboro Bowl, are reachable on foot. If you feel like a stroll through one of Brattleboro's vibrant neighbourhoods, West Brattleboro is 3 kilometres away from downtown.
What are some activities to do in Brattleboro with kids?
Whether you're travelling with tiny adventurers or thrill-loving teens, an itinerary filled with fun activities takes your trip to the next level. Check out our recommendations for what to do in Brattleboro with kids.
What to do in Brattleboro for adults?
There's no shortage of things to do in Brattleboro, with activities for adults of all ages. Finish your day off at Brattleboro Country Club or Retreat Cemetery.
Are there free things to do in Brattleboro?
One of the simplest ways to find free things to do in Brattleboro is to ask a local tour guide. You'll get insider advice on cool neighbourhoods, parks and other highlights you can experience without reaching for your wallet. Brattleboro Farmers' Market is one spot that doesn't have an entrance fee.