4 Best Hotels in Southern Vermont, Vermont

The Greek Revival columns of this 1847 home lend it an imposing presence in the middle of town, but the atmosphere within is friendly and old-fashioned. Guest rooms—spread between the main inn, parsonage, and carriage house—are dressed in Victorian florals and frills. Well-tended grounds contain a gazebo, a pond, and a waterfall, and a lively little tavern.

In the heart of North Bennington, just around the corner from three covered bridges and Bennington College, this impeccably maintained, 18th-century three-bedroom house is a great value. One room has a four-poster bed, a double shower, and great light. Ask about the midweek dinner package, another excellent deal.

Built in 1937, this fully renovated roadside motel has been given a distinct artsy, boutique upgrade by a foursome of new owners, three of whom are working artists, which translates into a sculpture garden out front, regular workshops by a resident artist, and performances on the red stage on the vast, hammock-dappled back lawn. Rooms are constrained to historical dimensions, but feel fresh, modern, and modestly stylish.

Though not lavish, the guest rooms in this 1938 art deco building have the original sinks and tiling in the bathrooms, and many overlook Main Street, with New Hampshire's mountains in the background. The lobby has original and notably colorful terrazzo floors, and downstairs you can catch a movie under the zodiac ceiling of the Latchis Theatre or walk a few blocks to most of Brattleboro's shops, restaurants, and pubs.