Brattleboro : Vermont


What it's Like to Retire in Brattleboro

Brattleboro, Vermont (population 12,000) is an interesting retirement community for active adults who love the outdoors. Although it has many who embrace its wintery climate, many others only live here during the warmer months. This small city along the Connecticut River in southern Vermont has an artsy ambience. The downtown situated close to the river bank is bustling. The lack of level land has created a situation where houses are built on steep slopes, leading to an interesting and urban atmosphere. The financial structure is well supported by a number of motels, retail businesses and a large medical facility – the Brattleboro Retreat. There are some stately homes in Brattleboro. In the outskirts there are some newer developments, which give way to a decidedly rural environment.

The city has an unusual combination of flavors - it exudes a bit of 70’s counterculture (the Brattleboro Food Cooperative is one of the biggest cooperatives in New England) and a more sophisticated side as well. Many wealthy New Yorkers weekend here for the skiing and or the mild summer weather. Nearby skiing is excellent at Mt. Snow, Stratton Mountain, Bromley, and Okemo – just to mention a few. Hiking, camping, and other outdoor adventures in the surrounding mountains is also first rate. The lake in town normally offers excellent ice fishing. For a taste of what Brattleboro is like in fiction, see this article: "Brattleboro: Hotbed of Fictional Crime".


Where to Retire in Brattleboro and Home Prices

The housing choices for retirees are somewhat limited in town, mostly in the form of private homes or mobile homes. Prices are a relative bargain compared to other parts of New England. Many retirees choose to live closer to one of the big ski resorts and use Brattleboro for shopping. These resorts have a large array of condos and homes - although not always a great financial investment.

According to Zillow, the median home value in Brattleboro was $208,380 in early 2020.


What is special about Brattleboro

- Counterculture feel - Interesting downtown - A livable small city - Listed as one of the top 10 Art Towns (smaller cities) - Interesting restaurants - Gateway to the mountains and many excellent ski resorts - Annual Brattleboro Literary Festival


What is not special about Brattleboro

- Winters are long, cold, and dark, unless you love winter sports! - The northern part of town is not very appealing with its endless strip malls and motels


Who will like retirement in Brattleboro

Brattleboro attracts retirees who want to live in a small city in uncrowded and beautiful Vermont. Here is more on retirement in Waitsfield or Peterborough NH

Local economy is driven by

The economy is driven by tourism. It is the first stop over the Vermont border and the gateway to the resorts in the area.

Climate and Physical Environment

Brattleboro is located in the Connecticut River Valley. To the west, east, and north an extensive chain of hills and mountains rise up, including the Green Mountains.

For more great review of the best retirement communities, states M- W

Restaurants & Cultural Scene

Annual Brattleboro Literary Festival. Many famous people in the arts have lived here; Saul Bellow is buried here. The New England Youth Theatre, Brattleboro Film Society, many art galleries, the Vermont Theatre Company.  Gallery Walk is held on the first Friday of every month, in which galleries, artists, and arts organizations open their doors to the public to display new work or hold performances. Included in the organizations that participate are the Brattleboro Museum and Art Center, the Hooker-Dunham Theater and Gallery, and the In-Sight Photography Project.



The crime rate is slightly above average.

Medical facilities

Brattleboro Memorial Hospital Brattleboro Retreat


Bradley International Airport is about 50 miles (Hartford/Springfield) Amtrak has a station here the "Vermonter" train arrives daily between Washington, D.C. and St. Albans, Vt. The Moover is the ubiquitous and useful local bus system.


Valuable Links

Brattleboro Chamber of Commerce


What people are saying about Brattleboro

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