Enjoy a winter trip to Vermont

winter trip to vermont

Located in northeastern New England, Vermont is well known for its stunning natural beauty and colonial towns. Here is a list of wonderful cities and villages to visit during your winter trip to Vermont.


The city of Chester, in Windsor County, is best known for its Stone Village and Chester Village historic districts, both listed on the National Register of Historic Places. Stone Village is named for the predominance of granite houses, and Chester Village has a typically federal and colonial New England aesthetic.

A popular tourist destination for its character, Chester is home to the September Chester Fall Festival, charming inns, antique shops, galleries and great restaurants. In addition, Chester offers opportunities for cyclists, boaters and snow skiers located in close proximity to Okemo, Mount Snow and Killington. For the perfect Vermont experience, Chester offers a peaceful and relaxing environment.


The city of Dorset lies among the hills of Bennington County in southern Vermont. Chartered in 1761, Dorset was the site of Cephas Kent’s famous tavern, which hosted meetings that eventually led to the creation of the state of Vermont. Dorset is also the site of America’s oldest marble quarry, which provided stones for the city’s sidewalks and the marble church beside the green village, as well as the main branch of the New York Public Library.

A calm and charming community in Canada’s highest valley between New York and Montreal, Dorset has been a destination since the early 20th century, when artists and wealthy city dwellers discovered the peaceful allure of the countryside. Dive into the quarry, attend the Dorset Theater Festival and explore the historic setting for a relaxing and restorative mini-vacation.


Discover Grafton’s scenic beauty and historic buildings to get a feel for America’s early colonial days. In the 1800s, Grafton was a popular stagecoach stop for those traveling to Albany, New York, via the Green Mountains. As a result, the area has acquired a hospitality market and retains the Grafton Inn (formerly known as the Old Tavern), which dates back to 1801 and remains one of the oldest operating hotels in the US.

This picturesque village sits in the mountains of southern Vermont, and residents have restored many of its original buildings to preserve its authentic New England atmosphere. Visitors can enjoy snow-capped hills and cross-country skiing, or stroll through the town’s array of shops and galleries. This is a great place to visit during your trip to Vermont.


A popular tourist destination for New Yorkers, New Englanders and even Europeans in recent years, Manchester is well known for its factory outlet stores and local city center businesses. Located in Bennington County, Manchester offers many recreational activities, from shopping and dining to skiing and hiking.

Manchester town has a vibrant cultural scene with museums, galleries, concerts and theatrical performances, as well as its natural and historical allure. Visitors can visit ancient buildings, browse craft fairs and dine at one of the many artisanal restaurants and cafes. Experience the best of Vermont’s authentic old-world city from covered bridges to rustic farmhouses, along with the sophistication of a cultural city.


Montpelier may be the state capital of Vermont, but as the smallest state capital in the country, it has all the charm and character of a small town or village. Since becoming the capital of Vermont in 1805, Montpelier’s main focus has been on government. However, this small town offers a vibrant cultural scene with something for art, music, history and nature lovers.

Visit the Vermont Historical Society Museum, The Madeira Art Gallery and Vermont State House roam Hubbard Park and the Kellogg-Hubbard Library and get to know farmers markets and quaint shops. As the site of the Culinary Institute of New England, Montpelier also boasts a fantastic food culture with locally owned restaurants and cafes.


Located on the shores of scenic Lake Champlain, Shelburne is a lush and affluent suburb of Burlington, Vermont’s largest city. Shelburne has three main tourist attractions – the Shelburne Museum, Shelburne Farms and the Vermont Teddy Bear Company, plus a natural park and lake beach with a boat launch.

Stroll the 19th-century Shelburne Farms property, featuring a 110-room summer home, five-story barn and two-acre courtyard with wagon rides, a walking trail, and theatrical performances in the summer and fall months. History buffs can have fun learning about Vermont’s heritage at the Shelburne Museum, with a real lighthouse, steamboats, barns and a train station, as well as daily demonstrations of printing, blacksmithing and weaving.


The lively city of Stowe is an ideal destination in all four seasons, but draws a large number of visitors each winter to the highly popular Stowe Mountain Resort. The imposing Mount Mansfield is the highest point in Vermont, perfect for visitors who enjoy skiing and snowboarding. In the city, visitors can browse arts and crafts fairs, museums and galleries, watch musical and theatrical performances, and participate in seasonal activities such as outdoor film festivals.

Stowe is stunningly beautiful all year round, world famous for its vibrant fall foliage, green summer hills and cozy snow-capped winters. Whether you’re an outdoor enthusiast or simply looking for a beautiful change of scenery, Stowe is one of Vermont’s most picturesque and beloved villages.

Are you planning to take a trip to Vermont? How about booking a luxury car service to enjoy it with comfort and in style?

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