Bennington VermontATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Bennington, Vermont.



1. Bennington Museum

ART AND LOCAL HISTORY


The Bennington Museum is a historical museum featuring a renowned Grandma Moses exhibit, Revolutionary War artifacts, and local Vermont items. Visitors can explore both indoor galleries and outdoor sculptures throughout the grounds. The museum also includes a dedicated children's section, making it family-friendly for all ages.


2. Bennington Battle Monument

HISTORIC REVOLUTIONARY LANDMARK


The Bennington Battle Monument commemorates a pivotal victory during the Revolutionary War and stands as one of Vermont's most prominent historic sites. Visitors can explore ground-level exhibits before climbing to the observation deck that offers panoramic views across three states. The monument is complemented by a nearby gift shop where visitors can purchase souvenirs.


3. Old First Congregational Church

HISTORIC CHURCH AND CEMETERY


The Old First Congregational Church, built in 1805, is one of the most beautiful and recognizable churches in Vermont. The church grounds include a cemetery where renowned poet Robert Frost is buried. It serves as a key stop on the Old Bennington walking tour, highlighting the area's rich New England heritage.


4. Molly Stark Trail

SCENIC BYWAY DRIVE


The Molly Stark Trail is a scenic byway that winds through the picturesque landscapes of southwestern Vermont. Named after the wife of General John Stark, this route showcases Vermont's natural beauty across multiple seasons. Travelers can experience charming villages, mountain vistas, and historical landmarks along this designated scenic drive.


5. Silk Road Covered Bridge

HISTORIC RIVER CROSSING


The Silk Road Covered Bridge, built in 1840, crosses the Walloomsac River and is listed on the National Register of Historic Places. This iconic Vermont covered bridge exemplifies traditional New England architecture and engineering techniques. Visitors can walk through the bridge and enjoy the picturesque setting that makes it a popular photography spot.



6. Burt Henry Covered Bridge

CLASSIC VERMONT ARCHITECTURE


The Burt Henry Covered Bridge, constructed in 1840, stands as a twin to the nearby Silk Road bridge and crosses the Walloomsac River. This well-preserved structure represents Vermont's rich history of covered bridge construction and rural transportation networks. Both bridges are essential stops for visitors seeking authentic Vermont experiences and are listed on the National Register of Historic Places.


7. Park-McCullough Historic House

VICTORIAN MANSION ESTATE


The Park-McCullough Historic House is one of New England's best-preserved Victorian mansions, showcasing the architectural grandeur of the 19th century. Open seasonally, this impressive estate offers programming and events that highlight life from the 1770s to the present day. Visitors can tour the mansion and grounds to experience the elegance and lifestyle of Vermont's historic upper class.


8. Robert Frost Stone House Museum

POET'S HISTORIC HOME


The Robert Frost Stone House Museum is where the famous American poet lived and wrote some of his most celebrated works. This historic stone house offers visitors insight into Frost's life and the environment that inspired his nature-focused poetry. The property includes walking trails through the surrounding landscape that influenced many of Frost's Vermont poems.


9. Bennington Theater

CULTURAL ARTS CENTER


The Bennington Theater serves as the cultural heart of the town, offering a diverse range of performances throughout the year. Visitors can enjoy everything from classic plays and musicals to contemporary performances and special events. The theater contributes significantly to Bennington's vibrant arts scene and community engagement.


10. Village Chocolate Shoppe

SWEET LOCAL TREATS


The Village Chocolate Shoppe delights visitors with handcrafted chocolates and confections made using traditional techniques. This beloved local establishment offers a wide variety of sweet treats, from truffles to fudge to seasonal specialties. Chocolate lovers can watch the creation process and sample unique Vermont-inspired flavors in this charming downtown shop.



11. Madison Brewing Company

CRAFT BEER DESTINATION


Madison Brewing Company is a popular brewpub offering a selection of house-made craft beers in downtown Bennington. Visitors can enjoy both traditional and innovative brews alongside a menu of pub fare in a comfortable, historic setting. The brewery represents Vermont's strong craft beverage tradition and serves as a gathering place for locals and tourists alike.


12. Hawkins House

HISTORIC CRAFTS CENTER


Hawkins House showcases Vermont craftsmanship through its collection of locally-made goods and artwork. The establishment features handcrafted items from regional artisans, including pottery, textiles, jewelry, and home décor. Visitors can browse and purchase unique Vermont-made products while supporting the local creative economy.


13. Mount St. Anthony Country Club

SCENIC GOLF COURSE


Mount St. Anthony Country Club offers golfers a challenging course nestled amid Vermont's beautiful mountain scenery. The well-maintained grounds provide players with spectacular views of the surrounding landscape throughout their round. Beyond golf, the country club features dining options and serves as a venue for social events and gatherings.


14. South Shire Inn

HISTORIC LODGING EXPERIENCE


The South Shire Inn provides guests with an authentic Vermont lodging experience in a restored historic building. Beyond being a place to stay, the inn offers visitors a glimpse into Bennington's architectural heritage and traditional New England hospitality. Each room features unique décor that highlights the property's historic character while including modern amenities for comfort.


15. Jedidiah Dewey House

OLDEST HOME STANDING


The Jedidiah Dewey House, built in 1763, holds the distinction of being the oldest home on the Old Bennington walking tour. This private residence represents the earliest colonial architecture in the region and provides a glimpse into Bennington's founding era. Though not open for interior tours, the exterior and historical significance make it an important landmark for history enthusiasts.