Southern Vermont Attractions

Things To Do In Southern Vermont

No matter if you time your visit for winter skiing or summer dips in the swimming holes, finding things to do in southern Vermont is as simple as taking a stroll on Brattleboro’s Main Street.

Outdoor enthusiasts have a four-season playground at their doorstep. Rent a pair of snowshoes from Burrow’s Sports and explore the Retreat Trails during the colder months or take a scenic hike up Mount Wantastiquet through spring flowers or fall foliage (a panoramic view of the town and valley awaits your arrival at the summit). Cyclist? We have a bike concierge program with your name on it: when you’re done with your rental bikes, leave them in your room, and we’ll return them for you!

Before you build an exclusively-outdoor list of things to do in southern Vermont, be sure to include a little bit of Brattleboro’s great indoors in your itinerary. Catch the latest art exhibits at one of our in-town venues, “ooh” and “aah” your way through a high-flying performance event by the New England Center for Circus Arts, or enjoy feature films, classic screenings, and live performances alike at our very own in-house cinema.

The Latchis Theatres

Latchis Theatre at night

Live events and the newest films.

Brattleboro Museum & Art Center

Brattleboro Museum and Art Center

Longterm and rotating installations by locals and national artists alike.

VT Center for Photography


The Vermont Center for Photography is sleek and modern with a new show every month.



The preeminent New England Center for Circus Arts features special performances and events.

River Gallery and School

River Gallery

Beginner classes and rotating feature exhibits.

Vermont Jazz Center


Classes and events with big name performers from all over.

Mt. Wantastiquet


The ultimate view for a short day hike.

Retreat Trails


Nine miles of mapped woods and carriage roads in the middle of our town.

The Outing Club (BOC)

Brattleboro Outdoor Club- Nordic Skiing

Golf course, country club, and cross-country skiing in the winter.

Mount Snow

Mount Snow Ski Trails

Super downhill skiing and riding just twenty minutes from town.