Brattleboro, Vermont
An elegant Bed and Breakfast in Brattleboro, Vermont featuring six luxury rooms or suites, lush river-front gardens, gourmet breakfast and easy walking access to downtown.
Exploring the castle ruins in Madame Sherri Forest is one of the most unique things to do in Vermont, offering a blend of history, architecture, and scenic hiking just outside Brattleboro. Located in nearby West Chesterfield, New Hampshire, this destination draws visitors with its unusual setting and the remains of a once-grand summer home hidden within the forest.
The trail to Madame Sherri’s Castle follows the Ann Stokes Loop, a manageable two-mile route that winds through a dense hemlock forest before revealing the site’s most recognizable feature, a sweeping stone staircase that rises unexpectedly into the trees. As you continue through the grounds, the remaining stonework, including columns, archways, and a large fireplace, provides a clear sense of the home’s original scale and design. These castle ruins stand as one of the most memorable landmarks in southern New England.
Madame Sherri’s house was commissioned by Antoinette Bramare, a French-born costume designer who built a name for herself in New York’s theater scene. In the late 1920s, she transformed this quiet landscape into a gathering place known for elaborate parties and distinctive architecture that blended European influences. After financial challenges forced her to leave, the property was abandoned and later destroyed by fire in 1962. Today, the preserved ruins and surrounding forest offer both historical context and a distinctive outdoor experience.
Beyond the castle ruins, the surrounding area adds depth to any visit. Extending your hike leads to Indian Pond and open ledges with expansive views, while nearby Brattleboro offers galleries, restaurants, and local markets. This combination makes it easy to pair outdoor exploration with cultural experiences, creating a well-rounded itinerary on a romantic getaway to Vermont!
After a day spent exploring Madame Sherri Forest, returning to one of the boutique hotels in Brattleboro, Vermont, provides a comfortable and thoughtfully designed retreat. The Inn on Putney Road offers a refined setting with carefully appointed guest rooms, inviting common spaces, and well-maintained gardens, creating a welcoming atmosphere.
Guests can begin their mornings with a gourmet breakfast and spend quiet time outdoors before heading out to explore more of the region. Its location within walking distance of downtown Brattleboro allows easy access to shops, dining, and the local arts scene, while still providing a peaceful place to unwind. Plan your visit to these castle ruins and reserve your stay to experience one of the most distinctive and engaging destinations in Vermont.