6 Must-See Historic Towns in Vermont
Vermont was the 14th state to join the Union, an event that took place In 1791. It had, however, been settled around 70 years earlier when Fort Dummer was established near Brattleboro by colonists from Massachusetts.
Fast forward to today, and those looking to experience a little of the state’s past first-hand couldn’t do much better than pay a visit to some of the many pretty old towns that have sprung up since. From historic Montpelier, the country’s smallest state capital, to Manchester’s deep connections with the Lincoln family, these six must-see historic small towns in Vermont are must-include destinations on any New England travel itinerary.
Montpelier
Montpelier is the United States' smallest state capital and boasts one of the prettiest main streets in Vermont. Immensely walkable, Historic Downtown Montpelier is a treasure trove of independent boutique shops, galleries, and studios, as well as must-visit attractions like the Vermont State House. One of the nation's oldest and best-preserved state capitols, this stunning Greek Revival structure is open to the public and offers guided tours that delve into Vermont's legislative history and the building's architectural beauty. While there, be sure to grab a photo or two of the building’s stunning golden dome.
The Vermont Historical Society Museum is another must-visit and includes displays relating to the state’s Native American roots and its settlement by Europeans. Those wanting to enjoy outdoor activities here should head to Hubbard Park with its miles of trails, picnic areas, and unique stone tower that provides panoramic views of Montpelier and the surrounding mountains.
Woodstock
Founded in 1761 – a full 15 years prior to the signing of the Declaration of Independence – Woodstock is the epitome of New England charm. Located just a short distance from the I-89 and I-91 highways in the heart of some of the state’s prettiest scenery, Woodstock is home to the Marsh-Billings-Rockefeller National Historical Park, the only national park in Vermont. Established in 1992, the centerpiece here is an elegant red-brick mansion filled with art and antiques and is surrounded by old carriage trails that are also fun to explore
Another popular Woodstock attraction is the Billings Farm & Museum, located just outside the town center. This fully operational dairy farm doubles as a museum of Vermont's rural past, providing interactive and educational experiences relating to 19th-century farm life, as well as a restored 1890 farmhouse. The nearby Ottauquechee River, with its scenic covered bridges, adds to the town's picturesque setting.
Stowe
Despite being named in 1763, it wasn’t until 1793 that pretty Stowe began to be settled. Though now most famous as one of the best ski resort towns in the Eastern USA, Stowe’s charm extends far (but not too far!) beyond the slopes of Stowe Mountain Resort. Topping most lists of fun things to do in Stowe is paying a visit to the Trapp Family Lodge. Owned by descendants of the Von Trapp family, whose story inspired The Sound of Music movie, this Austrian-style lodge offers a unique blend of Vermont hospitality and European tradition. In addition to its great accommodations, guests can enjoy hiking, cross-country skiing, and sampling the lodge's lager at its in-house brewery.
Another highlight is the Stowe Recreation Path, an accessible 5.3-mile greenway that meanders through the town, past rivers, farms, and forests, and offers great views for cyclists as well as walkers out for a stroll.
Shelburne
The pretty town of Shelburne was established in 1763 on the shores of Lake Champlain and is a popular Vermont day-trip destination for its fine historic architecture. Highlights include the Shelburne Museum, one of New England's foremost cultural institutions. Set on over 45 acres, it boasts over 39 distinct structures including a steamboat, a lighthouse, and historic buildings relocated from their original sites.
Another must-visit attraction is Shelburne Farms. Part working farm, part educational center, this National Historic Landmark comprises 1,400 acres and offers a glimpse into sustainable agriculture, cheese production, as well as Vermont's rich rural heritage. Guided tours are available.
Middlebury
Its location in the heart of the scenic Green Mountains region certainly adds to Middlebury’s appeal. Founded in 1761, this quaint historic town is best known for Middlebury College, a prestigious liberal arts college whose beautiful campus is worth exploring for its classic architecture and sprawling greens. The college also contributes to the town's lively cultural scene, with art exhibitions, performances, and lectures that are open to the public.
Another of Middlebury's standout attractions is the Henry Sheldon Museum of Vermont History. Billed as the oldest community-based museum in the United States, this fascinating museum provides insights into the everyday life of Vermonters through its extensive collection of artifacts, photographs, and documents, with exhibitions and programs suitable for all ages. Another must-see is the Pulp Mill Covered Bridge, one of the few remaining two-lane covered bridges in Vermont.
Manchester
Manchester is located between the majestic Green Mountains to the east and the Taconic Range to the west and is best known for the Lincoln Family Home at Hildene. This sprawling estate, the summer home of Robert Todd Lincoln, Abraham Lincoln's son, is now open to the public and offers superb tours of its Georgian Revival mansion and gardens.
Manchester's thriving arts scene is another big draw and is showcased at the Southern Vermont Arts Center. Set on picturesque grounds, this cultural hub offers a mix of exhibitions, performances, and art classes. Outdoor activities abound in Manchester, too, with the surrounding mountains offering opportunities for hiking, biking, and skiing. Nearby Equinox Mountain, the highest peak in the Taconic Range, offers great views and challenging trails for hikers of all levels.
The Final Word
Those on the lookout for a little New England nostalgia couldn’t do any better than spending time exploring some of Vermont’s oldest communities. From Woodstock's picturesque national park (the only one in the state) to the historic architecture of Montpelier, Vermont’s capital, these must-see historic towns provide a fascinating glimpse into the character of the “Green Mountain State” and its people.
