The Boomerang

Whistle-Stop Tour

of Downtown Brattleboro

Here’s our tour of Downtown Bratt, based on what Boomerang customers tell us they love most...



The best thing about visiting Downtown Brattleboro is that as long as you find your way to Main Street—and you could train a seal to do that—everything from food to drinks to shopping to art is within a three-or-so-block stroll. Just take Exit 2 off

I-91 turn left, and you'll hit Main Street in 1.3 miles.

First stop: fuel up at every townie’s coffee go-to, Mocha Joes. Like everything in downtown B-boro, you can’t miss it. But if you take your coffee a little more seriously, consider a visit to the Patio Coffee cart, for what many claim is the best cup in town. It’s hidden in plain sight a few steps from Main Street, and also sells the goods of Propaganda Pastry.


FOOD: If you happen to land downtown on a Saturday or Sunday and you want more than coffee to start your day, it’s gotta be Duo or A Vermont Table for brunch. But the options don’t end there: Yalla for falafel & the best hummus this side of Israel, Tulip Café for crépes, Elliot Street Fish & Chips for the obvious and beyond, and Amy’s Bakery nails both the sweet and the savory. Vegan? Gluten and dairy-free? Or maybe you just love tasty, creative, plant-based organic cuisine: Superfresh Café would be the place. Meat lovers can get their fix at Hazel, with ribs, pulled pork, pizza and smoked wings (their poutine has a fan club too). And there are some good reasons why Vermonters eat ice cream even through our frigid winter months. One of them is Blueberry Haus: homemade and served on fresh cones, and right across the street from Boomerang. If you’re here in the evening on a day they’re open, Three Stones Mayan Cocina can’t be missed, and if your're here May-September, be sure to hit the Brattleboro Farmer’s Market (there's a Winter Market too), just a mile-and-a-half west of downtown.


SHOPPING: Boomerang of course, but don’t let that keep you from visiting B-boro’s other great stores like Cara Wolff Designs, Malisun, Penelope Wurr, Altiplano, and the could-easily-spend-a-day-in-here Brattleboro Books. In the Moment, and Turn it Up!, for vinyl, Distinctive Décor and Twice Upon a Time for the best vintage & antique home accessories, furniture, art, and oddities.


ART: aficionados of all stripes and sensibilities will find at least one cool thing that inspires and delights from the visionaries at Gallery in the Woods, arguably one of the best in Vermont. Mitchell-Giddings offers fine art and craft just a few yards up the street in their spacious gallery, and you’ll find an intersection of sensibilities a block-and-a-half away at the Harmony Collective. Our historic train station-turned museum, the BMAC, is always up to something worth experiencing (their Warhol exhibition, and their artist’s talk with New Yorker cartoonist Roz Chast were two BMAC home-runs that particularly slayed).


DRINK: Yes, it’s true, Vermont has more cows than people, and we have more breweries than cows. Two of the best are right downtown: Hermit Thrush (which also serves grilled cheese sandwiches Friday-Sat!), and, if you want a full meal with a river view, Whetstone won’t disappoint. Their beer is matched only by their creative, pub-style menu—just don’t start counting calories. And if alcohol’s not so much your thing, you can still alter your mood with the aid of all things CBD at Vermont Hempicurian.


Need a bag of road snacks for the next leg of your journey or need to stock the fridge of your Airbnb? Easy: The Brattleboro Food Co-op. And if a burrito the size of your head is just the kind of grab-and-go you need for that final hour or two of your drive, head north on Main Street to Putney road and pay a visit to Tito’s.


ENTERTAINMENT: Have the time to hit a show? For live music and beyond, check the event listings for Epsilon Spires and The Stone Church. And if you want a drink first, head to The Lounge or Echo for craft cocktails. Movie night? Check the marquee for what’s playing at the Latchis, the jewel in the crown of downtown B-boro, and see a movie in the main auditorium if you can (real butter on the popcorn, btw). If you can’t, put it on your list for next time.

And there will be a next time.