Vermont is a state in the far northeast of the United States that, remarkably, does not border the Atlantic Ocean. However, this landlocked state is no slouch when it comes to natural beauty and worthwhile tourist destinations. With its small population and abundance of parks and other nature reserves, any trip here is guaranteed to offer pristine views in every direction.
Since you can easily spend several days or even weeks in the Green Mountain State, finding somewhere to stay is important, so here are seven of the most charming towns we recommend for a stopover on your trip.
Woodstock
Woodstock, Vermont is one of those quintessential New England towns that offers a mix of lush natural beauty away from the cities and historic charm in its downtown area. The Green, an area in the center of town, is surrounded by beautiful 19th-century buildings and serves as a central gathering place for visitors and residents alike. Nearby, you can explore the Woodstock Inn, an excellent place to stay, and take a stroll along the local trails along the Ottauquechee River.
The Billings Farm & Museum is perhaps the best destination for learning more about this central Vermont town, as it offers a glimpse into the region’s early agricultural roots, while the Marsh-Billings-Rockefeller National Historical Park highlights Vermont’s strong conservation heritage.
The nearby Quechee Gorge, often called Vermont’s Grand Canyon, is a must-see, and in the fall, Woodstock becomes a prime destination for foliage-watchers: colorful foliage lines the streets and hills surrounding the town—a landscape photographer’s delight.
Stowe
Stowe is a year-round destination known for its many nearby parks and outdoor activities available regardless of the season. Nestled in the Green Mountains, this northern Vermont town is probably most famous for Stowe Mountain Resort, a highly sought-after ski resort that draws winter sports enthusiasts from all over the East Coast.
Stowe’s appeal extends beyond the winter season. The scenic nearby landscapes offer excellent opportunities for hiking, biking, and even hot air ballooning during the summer months. The Stowe Recreation Path, for example, is an idyllic 5.3-mile trail that winds through meadows and forests and rewards travelers with great views of Mount Mansfield, Vermont’s highest peak.
History buffs can visit the Stowe Historical Society Museum, which offers insight into the town’s past dating back to 1763. Many visitors may be more interested in the Vermont Ski and Snowboard Museum, which has been displaying memorabilia and information about the popular winter sport since 1988.
Manchester
In the more southern part of the state lies Manchester, a delightful town nestled in front of the Taconic and Green Mountains. This town of less than 5,000 residents is home to the Hildene Estate, the former summer residence of Robert Todd Lincoln, the eldest son of the famous President Abraham Lincoln. This unique historic site offers an in-depth look into the lives of some of Abraham Lincoln’s closest family members in the years following his death. The estate’s gardens and walking trails are also notable for their immense beauty. Downtown Manchester offers other attractions, such as the Northshire Bookstore, a popular independent bookstore that is a must-see for all types of literature lovers.
For outdoor enthusiasts, nearby Equinox Mountain is a popular hiking destination. Many of the trails offer rewarding views of the surrounding valleys. Lye Brook Falls, a short drive south of the city, is another natural attraction around Manchester. An easily accessible hiking trail takes you to the winding waterfall.
Middlebury
Middlebury is a charming college town with a youthful and academic vibe. The town is home to Middlebury College, one of the country’s leading liberal arts institutions, and offers a number of fascinating and inspiring places, such as the Middlebury College Museum of Art. This museum has an impressive collection of works from different eras and regions of the world. History buffs can learn about the state’s storied past, from the first settlers to the founding in 1791 and up to modern-day issues, at the Henry Sheldon Museum of Vermont History.
Middlebury is located along scenic Otter Creek, where a picturesque waterfall and pedestrian bridge make for a pleasant nature stroll not far from the city center. As with many towns on this list, the Green Mountains are nearby and offer a great way to escape the city, with hiking trails, lakes, and other outdoor activities to explore.
Brattleboro
Brattleboro is located on the banks of the Connecticut River on the border with New Hampshire. It is also remarkably close to the border with neighboring Massachusetts, making the town easily accessible for many who want to spend some time in Vermont.
The art scene is thriving here: The Brattleboro Museum & Art Center regularly hosts contemporary exhibitions, while the city’s numerous other galleries, such as Gallery In the Woods, tend to showcase local talent.
Brattleboro’s history is evident in its many preserved buildings, many of which date back to the 18th century. Built in 1871, Brooks House has served as a center for commerce and culture since the late 19th century. The nearby Retreat Farm offers family-friendly outdoor activities and the chance to interact with farm animals – ideal for young families. The nearby West River Trail offers scenic opportunities for hiking and biking along the water.
Brattleboro’s calendar is packed with events, including the annual Strolling of the Heifers parade, which celebrates local agriculture, particularly the area’s many dairy farms and notable cheesemakers.
Grafton
Grafton is a truly small town with a population of less than 700 people. This community, deep in the lush wilderness of central Vermont, is known for its many 18th and 19th century buildings that still stand today, many of which have been carefully restored by the Windham Foundation, an organization dedicated to preserving Grafton’s historic character. The centerpiece of the town is the Grafton Inn, one of the oldest inns in the United States, welcoming guests since 1801.
Grafton is surrounded by the rolling hills that characterize this remote part of the state, with a picturesque landscape that also features many small farms and nature reserves. The nearby Grafton Ponds Outdoor Center offers year-round activities, including cross-country skiing and snowshoeing in the winter and a network of hiking trails in the warmer months.
Grafton is also home to the Grafton Village Cheese Company, where you can sample and purchase award-winning cheeses made using traditional methods from local milk.
Chester
Chester attracts those interested in Vermont’s past with places like the historic Stone Village. This recognized historic district contains a unique collection of 19th-century granite homes, a testament to Chester’s commitment to preserving its roots. Take a stroll through this fairly compact area and see what the homes in this area really looked like centuries ago.
Events like the Autumn Festival on the green in downtown Chester bring together artists, musicians and food vendors to celebrate the region’s culture during perhaps the most wonderful time of year to visit.
The nearby Williams River, where fishing and kayaking are popular, is definitely worth visiting for some outdoor adventures, while the Chester Town Forest nestles on the outskirts of town and gives you the chance to explore the dense wilderness that stretches for miles in every direction.
Plan your vacation in Vermont today
Vermont’s many small towns offer a delightful mix of history, natural beauty and warm local charm. From the vibrant arts scene in Brattleboro to the rural retreat of Woodstock, these seven towns capture the essence of this iconic northeastern state. Outdoor adventure, a peaceful and relaxing retreat or a journey through history are all easily accessible in and around these destinations. Next time you’re in the Green Mountain State, take a look at this list for travel inspiration.
