Greater Brattleboro VT: Beer and Strolling Cows

Last Updated on March 31, 2020 by Malerie Yolen-Cohen and Sandra Foyt

WHY GO: How can you resist a town that decided to counter Spain’s Running of the Bulls with its own chill, groovy, Vermont take: “Strolling of the Heifers?” Brattleboro VT is just the sort of fun-poking place ripe for exploring.

Strolling of the Heiffers, Brattleboro VT

There are three brewhouses in town, each with its own focus and specialty. So even though this strolling bovine event draws thousands of visitors one weekend a year, visitors come to Brattleboro at other times for the beer, as well as for its one premium liqueur distillery, a phenomenal cheese emporium, restaurants, and unique craft shops and studios.

Downtown Brattleboro VT

For lodging, we chose a revived inn, once hot, then not, now hot again, about 10 miles away in Newfane. Want to hit other hot spots in Brattleboro VT? Read on.

Things to Do in Brattleboro VT

Putney Winery, Basketville, Putney VT

TASTE: Putney Mountain Winery, Putney

Located in the very touristy Basketville about 12 miles north of Brattleboro (how can you miss those billboards on I-91?), you’ll find the Putney Mountain Winery, owned by local couple Kate and Charles Dodge.

Sure, you can go nuts buying baskets of every sort. But walk to the rear of this massive store and try some decent dessert wines and liqueurs. My favorite is the Black Currant Vermont Cassis, a tasty concentration of anti-oxidant berries. Simply Ginger, however, is gaining popularity. It’s all made in the back room – incredibly, a Mom and Pop operation inside a tourist spot.

Brattleboro Museum of Art Center, Brattleboro VT

VISIT: Brattleboro VT Museum and Art Center

You’ll find something new each time you come to this non-collecting contemporary art museum within a repurposed train station. BMAC displays art of all kinds; fine, video, performance – as it pertains to contemporary art. And it promotes artists on the fringes as well.

Outsider, visionary, and “artists on the autism spectrum” are all featured here. Exhibits change three or four times a year, so there’s always something new to see. Open Wed. – Mon 11-5. $8 adults, youth 18 and under free.

Sapling Liqueur, Saxton's River Distillery, Brattleboro VT

TASTE: Saxtons River Distillery

You’ll find this tiny craft distillery out on Rt. 30 (near Grafton Cheese, below). Founder Christian Stomgberg began making spirits at home in 2006, and sells both Sapling – a Maple Liqueur – and Perc, a coffee Liqueur, along with other spirits, from this non-descript roadside place. Stop in for a sample, and you’ll most likely walk out with a few bottles.

Fulcrum Arts, Brattleboro VT

SHOP: Fire Arts Vermont 

This gallery shares the roadside building with Saxton’s River Distillery. But is not associated with it. Even if you can’t afford the glass or ceramic art (both made in on-site studios), stop in to see this striking, Instagram-worthy showroom.

Grafton Cheese Co., Brattleboro VT

SHOP/PROVISION: Grafton Village Cheese Shop

Also on Route 30, this cheesery is less about the cheese-making process (i.e. Cabot) and more about the cheese eating process. You can buy a cornucopia of Grafton cheeses, as well as other Vermont cheeses, jams, breads, chips, crackers and smoked meats. It’s the perfect place to provision for a romantic picnic.

Penelope Wurr Shop, Brattleboro VT

SHOP: Penelope Wurr

Though famous for her glass vases and bowls, Wurr specializes in artful things UK. Homegoods, gifts, accessories, books – she’s all about contemporary European style, with a distinctive British accent.


Gallery in the Woods, Brattleboro VT

SHOP: Gallery in the Woods

Three floors of hand-made crafts from all over (56 New England artists), you really won’t know what to ogle first. It’s a kaleidoscope of a shop, with lots of things you won’t find anywhere else.

McNeill's Brewery, Brattleboro VT

Breweries in Brattleboro VT

Connecticut River-set Whetstone Station 

With a growing reputation outside of Vermont, it’s nearly impossible to score a table on a Sunday afternoon.

Hermit Thrush 

Named after the State Bird, Thrush has a focus on Belgian sours


One of the oldest breweries in Vermont, with a concentration on German and English brews.

Where to Eat in Brattleboro VT

Roofdeck, Whetstone Station, Brattleboro VT

EAT/DRINK: Whetstone Station

River views, arched-steel bridge views, and brews; what could be better on a temperate eve? Decent burgers, pulled pork and other elevated pub-grub round out a great experience and more reasons it’s always so crowded at all times.

EAT: Locals recommend

Three Stones for authentic Mexican food from the Yucatan, and T.J. Buckleys and Peter Haven’s for New American.

River Road, Southern VT

EAT: Artisan at Four Columns Inn, Newfane

Head 15 minutes out of town for one of the best meals in the area. Dishes are inventive, lovely to look at and yes, amazingly good. 

Artisan Restaurant, Four Columns Inn, Newfane VT

Though you can’t go wrong with Artisan’s dining menu, the lower priced Tavern Menu has its merits. – 

Where to Stay in Greater Brattleboro VT

Exterior, Four Columns Inn, Newfane VT

STAY: Four Columns Inn, Newfane

This iconic, whitewashed 16-room “Country Inn,” a dozen miles from Brattleboro, was shuttered in 2013 and reopened, afresh, in mid 2015. Once enchanting enough for the likes of Mick Jagger (who stayed over for his 40th birthday), it had fallen off its imperial pedestal, and was purchased by Greenwich Hospitality Group, which gave it new life.  A Maven Favorite – the Inn has its own post HERE.

STAY: Forty Putney Road B&B 

No room at Four Columns? Visitors also rave about Forty Putney Road B&B in Brattleboro VT.

Brattleboro VT Pin

1 thought on “Greater Brattleboro VT: Beer and Strolling Cows”

  1. Strolling of the heifers – love it. This town looks pretty cool, thanks for the detailed article and putting it on our radar. Gotta love any place so dedicated to beer.

Comments are closed.