10 Things We Love The Most About Brattleboro, Vermont

With scenic sights and adventures awaiting in our rugged Green Mountains, it comes as no surprise that folks flock from all over to embark on a Vermont vacation. While your options for a Green Mountain getaway are many, the choice is clear in our eyes: we believe Brattleboro, Vermont is the very best spot to set off on a vacation. Call us biased if you like, but first, take in our top ten favorite features of our beloved town of Brattleboro.

Downtown Brattleboro, Vermont.
Downtown Brattleboro, Vermont. Photo: Kelly Fletcher Photography.
With a downtown train staion, the Amtrak is a popular way of getting to and from Brattleboro, Vermont.
With a downtown train staion, the Amtrak is a popular way of getting to and from Brattleboro.

1. Brattleboro Is Easily Accessible From Everywhere

Pick a direction, and there’s a way to get from your neck of the woods to ours. Amtrak’s Vermonter train runs north all the way from Washington D.C. through New York and Connecticut, while Greyhound buses roll through regularly from Boston, Albany, and coastal Maine. On top of that, who doesn’t love to save on travel time and expenses? If you’re coming in from Connecticut, New York, or the Greater Boston area, Brattleboro’s your closest Vermont neighbor and the shortest trip by both car and public transit.

2. The Great Outdoors Is At Your Doors

There’s hardly a spot along Main Street where you can’t feast your eyes upon our favorite downtown mountain, Mount Wantastiquet (shoutout to our New Hampshire neighbors for giving us the view). Aside from hiking to the summit of Wantastiquet for a bird’s-eye view of Brattleboro, other opportunities to stretch your legs include taking a stroll on the West River Trail or reveling in the rolling hills at Living Memorial Park — both of which are just a few miles from downtown.

A Brattleboro, Vermont spring hike.
Brattleboro's West River Trail in the springtime.
Specialty stores in downtown Brattleboro, Vermont.
Specialty stores in downtown Brattleboro, Vermont. Photo by @jonbilous on Instagram.

3. Main Street Is Made For Shopaholics

Whether you’re on a holiday shopping bonanza or just nabbing some sweet souvenirs, stocking a Green Mountain goodie bag in Brattleboro is a cinch. You’ll find artisan handiwork, clothing, and textiles a-plenty at specialty stores like Experienced Goods, Galanes Vermont Shop, and Delectable Mountain Cloth. To crank out all of your craft shopping in one swift swing, take to the Saturday Brattleboro Farmer’s Market and shop dozens of local vendors.

4. All The Delectable Delicacies To Sink Your Fork Into

With more farmlands in southern Vermont than Fenway Park has peanuts, it only takes a quick jaunt up Main Street (or a short drive into town) to find a Brattleboro restaurant that’ll set your foodie heart aflutter. Dig into some hand-crafted pizza topped with fresh veggies and herbs at Hazel, enjoy an upscale steak or market fish dinner at Duo, or grab a burger at The Marina, whose location on the West River boasts a brilliant waterview.

A farm-fresh dish at a restaurant in Brattleboro, Vermont.
Brattleboro is home to several outstanding eateries that use farm-fresh ingredients.
The Strolling of the Heifers is an annual cow parade that marches up Main Street in Brattleboro, Vermont.
The Strolling of the Heifers is an annual cow parade that marches up Main Street in Brattleboro, Vermont.

5. We Always Have Something Going On

Timing your Vermont getaway is as simple as glancing at the Brattleboro events calendar. With twelve months of seasonal events like the Harris Hill Ski Jump in the winter, the Strolling of the Heifers cow parade in the spring, or the annual Literary Festival in the fall, there’s always a plethora of events to please every visitor. Aside from the headliners, more frequent functions like the monthly Gallery Walk, live performances at the Latchis Theatre, and a Victorian Gothic Church-turned-venue, the Stone Church, make any day a solid choice to set off.

6. Every Season Is A New Vermont Adventure

Self-proclaimed ski bums already know about the world-class slopes here in Vermont. Mount Snow, Stratton, and Bromley Mountain are just a few of the ski areas within an hour of Brattleboro. If you’re just starting out on the slopes, we have a bunny hill (and $5 day pass) with your name on it here at Living Memorial Park.

These Green Mountains are made for more than just winter, however. Between legendary leaf peeping in the fall, all-you-can-sweet maple sugar house tours in the spring, and splash-worthy swimming holes in the summer, it’s safe to say Brattleboro is a four-season site of celebration.

Snowshoeing is a favorite winter activity in Brattleboro, Vermont.
Snowshoeing is a favorite winter activity in Brattleboro.
A high-flying performance by the New England Center for Circus Arts, located in Brattleboro, Vermont.
A high-flying performance by the New England Center for Circus Arts.

7. Personality Shines Through In Our Thriving Local Arts Scene

If you’re looking for a run-of-the-mill town for your Green Mountain getaway, you’d better try somewhere else — there’s nothing cookie-cutter about the colorful energy and artistic nature of Brattleboro. Enjoy a live event at our in-house cinema, peruse the latest exhibits at the Brattleboro Art Museum or Vermont Center for Photography, or stop by a New England Center for Circus Arts event (like the annual Circus Spectacular) to see some high-flying, streamer-blazing action (we take clowning around very seriously in Brattleboro).

8. Brattleboro’s Historic Nature Has Stayed Intact Through The Ages

All it takes is a quick glance at those brick facades and towering steeples and you’ll see that Brattleboro never let go of that historic nature. While the architecture is enough of a testament (including a certain hotel we know that still radiates Art Deco style), Brattleboro shows its true colors with old-timey attractions like the used bookstore, Everyone’s Books, and the old-fashioned and ever-delicious Chelsea Royal Diner.

Downtown Brattleboro, Vermont.
Historic architecture in Brattleboro, Vermont. Photo by @themb3life on Instagram.
A brew with a view at the Whetstone Station & Brewery in Brattleboro, Vermont.
A brew with a view at the Whetstone Station & Brewery.

9. Vermont’s Craft Beer Starts Here

As far as the Vermont beer scene goes, there are flights and pints a-plenty right here in southern Vermont. Downtown Brattleboro alone is spoiled with three different microbreweries, including Hermit Thrush Brewery that specializes in sour beers and the all-inclusive Whetstone Restaurant & Brewery complete with a rooftop Biergarten. Not jumping out of your seat for hops? From downtown, Saxton’s River Distillery is just a five minute drive north on Rt. 30 and offers an award-winning selection of gin, bourbon, and coffee liqueur.

10. There’s Only One

We have a little motto here in Brattleboro: “The one and only.” Sure enough, there’s no other Brattleboro in the world, but the statement expands beyond the name. It only takes one visit to see that the lively spirit of Brattleboro is truly one-of-a-kind — and it’s that quintessential Green Mountain charm, distinctive quirk, and action-packed itineraries that keep folks coming back to Brattleboro, Vermont year after year.

Mt. Wantastiquet from downtown Brattleboro, Vermont.
A view of Mt. Wantastiquet from downtown Brattleboro. Photo: Kelly Fletcher Photography.