Traditional American brick buildings with shops along a busy street at sunset in Woodstock, Vermont, USA.

8 Ideal Vermont Destinations for a 3-Day Weekend in 2024

Vermont is the go-to destination for a quick getaway to relax and unwind from the stresses of work. Tucked away in New England, Vermont has a mix of charming small towns, vibrant arts scenes, and stunning natural landscapes. Whether you’re an outdoor enthusiast eager to hike and ski or a foodie craving farm-to-table dining, Vermont has something to keep guests engaged and entertained. With its cozy inns, bustling farmers' markets, and serene mountain views, Vermont promises a refreshing break from the hustle and bustle of daily life, making it the ideal spot for a quick yet fulfilling 3-day weekend.

Stowe

Aerial view of Stowe, Vermont, and the Green Mountains adorned with autumn colors.

Aerial view of Stowe, Vermont, and the Green Mountains adorned with autumn colors.

Stowe offers a blend of outdoor adventure and local charm, making it an ideal spot for a 3-day weekend in 2024. Stowe Mountain Resort provides not only lodging but also both winter sports and summer hiking, along with a gondola ride for spectacular views. The 5.3-mile trail that makes up the Stowe Recreational Path is perfect for biking and walking. For a bit of history, the Vermont Ski and Snowboard Museum displays exhibits on the evolution of skiing and snowboarding. Hike or ski Mount Mansfield, Vermont's highest peak, for some adventure and to wind down. Don’t miss the Alchemist Brewery, renowned for its Heady Topper IPA, where you can enjoy tours and tastings.

Woodstock

Early autumn foliage scene featuring houses in the mountains of Woodstock, Vermont.

Houses in the mountains of Woodstock, Vermont.

Woodstock is a must-visit destination, combining historical exploration with natural beauty. Billings Farm & Museum is a working dairy farm with interactive exhibits that offer a glimpse into rural life. A visit to Sugarbush Farm includes cheese and maple syrup tastings, providing a true taste of Vermont. The Marsh-Billings-Rockefeller National Historical Park provides both mansion tours and beautiful hiking trails, and for water activities, the Ottauquechee River presents fishing and kayaking opportunities. The Woodstock Farmers' Market is a great place to find local produce and artisanal goods. To top off a visit, the Middle Covered Bridge delivers an iconic spot for great photo opportunities for social media and family memories.

Middlebury

Middlebury Falls in Middlebury, Vermont.
Middlebury Falls in Middlebury, Vermont.

Middlebury is a town where there is always something to do, making it perfect for a weekend escape. Middlebury College hosts campus tours and houses the Middlebury College Museum of Art, featuring various exhibits. The Henry Sheldon Museum offers local history exhibits and archives for those interested in the town's past. For a taste of the outdoors, visitors can spend time at Otter Creek for kayaking and fly fishing. While strolling through downtown Middlebury, visitors can enjoy a variety of boutiques like Elli Parr Boutique for beautiful jewelry or Buy Again Ally for antiques, cafes, and restaurants. For accommodations, Swift House Inn offers historic decor with modern amenities, fireplaces, and a gourmet dining experience at Jessica's Restaurant. At the UVM Morgan Horse Farm, take a guided tour to learn about the history of this historic farm. The Trail Around Middlebury (TAM) provides a 19-mile loop for hiking and biking for those who enjoy spending time outdoors and “no rest days” even when on vacation.

Brattleboro

Aerial view of Brattleboro, Vermont, USA on a partly cloudy day.
Aerial view of Brattleboro, Vermont, USA. Editorial credit: SEALANDSKYPHOTO / Shutterstock.com

Brattleboro sets itself apart from other Vermont towns with its vibrant local scene. The Brattleboro Farmers' Market is a bustling spot for fresh produce and unique local crafts, perfect for a Saturday morning stroll. The Brattleboro Museum & Art Center features contemporary art exhibits and hosts various events, providing constant opportunities for cultural enrichment. The historic site of Harris Hill Ski Jump hosts an annual ski jump competition that is thrilling to watch. Book your stay at the local Bed and Breakfast, the Inn on Putney, which is perfect for romantic getaways for couples. To get active, the West River has canoeing and tubing options, and Retreat Farm is a family-friendly destination with farm animals, hiking trails, and educational programs. Catch a movie or a live performance at the Latchis Theatre for nighttime activity. The list of activities is endless in Brattleboro.

Montpelier

Montpelier town skyline in autumn, Vermont, USA.

Montpelier town skyline in autumn, Vermont, USA.

Montpelier, the state capital, has just the blend of history and outdoor activities to provide a fulfilling weekend for family and friends. Get a taste of the town's past at the Vermont State House, which hosts guided tours that delve into the state's legislative history and exhibits of historical artifacts. The Vermont History Museum offers an engaging look into the state's past with interactive exhibits. With its trails, picnic areas, and stone observation tower, Hubbard Park is great for leisurely hikes. North Branch River Park has many trails for hiking and cross-country skiing in the winter. For nightlife, Langdon Street Tavern is a local hotspot featuring live music.

Bennington

Downtown district of Bennington, Vermont, USA.
Downtown district of Bennington, Vermont, USA. Editorial credit: James Kirkikis / Shutterstock.com

Being rich in historical significance and artistic attractions, Bennington is an inviting destination. The Bennington Battle Monument shows panoramic views of the surrounding area. Visit the Old First Church, known for its historic cemetery and well-preserved architecture. Explore the creative spirits of the town by visiting the Bennington Museum, which showcases artworks by Grandma Moses and various local history exhibits, and the Robert Frost Stone House Museum provides insight into the life of the famous poet, complete with exhibits and beautiful gardens. Bennington Potters offers handcrafted pottery and fascinating factory tours. Downtown Bennington is full of charming shops, galleries, and restaurants, perfect for an afternoon of shopping and getting to know the town. Finally, visitors can find a warm welcome at The Four Chimney Inn, a charming bed and breakfast, where a full country breakfast is served each morning at private tables.

Waitsfield

Aerial view of Waitsfield, Vermont, and the Mad River along Scenic Route 100 in autumn.

Aerial view of Waitsfield, Vermont.

Mad River Glen is famous for its single-chair lift skiing and scenic hiking trails. This is just one of the things that makes the town of Waitsfeild well worth a weekend visit. Visitors should take the time to check out the Artisan’s Gallery, which showcases local arts and crafts, making it a great place to find unique souvenirs, or the Waitsfield Farmers Market, a must-visit for local produce and handmade goods. For a farm-to-table dining experience, head to the Lareau Farm Inn, which also provides cozy lodging and a delicious meal. The Madsonian Museum of Industrial Design features a unique collection of design artifacts, adding an educational twist to any trip. Don't forget to explore the historic covered bridges in the area, which provide a glimpse into Vermont's past and are great for group photos.

Manchester

Hildene, The Lincoln Family Home, in Manchester, Vermont.
The Lincoln Family Home in Manchester, Vermont. Editorial credit: Theresa Lauria / Shutterstock.com

Manchester is the location of Hildene, the home of Abraham Lincoln's son, which presents tours of the historic mansion and its beautiful gardens. The Southern Vermont Arts Center hosts art exhibits and performances, enriching the cultural experience. Shopaholics will love the Manchester Designer Outlets, which provide access to brand-name stores at reduced prices. For another touch of luxury, visitors can stay at the Barnstead Inn, where 23 beautiful rooms and suites await with modern amenities. Nature lovers can explore the Equinox Preservation Trust, which has trails for hiking and bird watching. The Orvis Fly Fishing School has classes and guided fishing trips catering to both beginners and seasoned anglers. Finally, drive up Mount Equinox's Skyline Drive for panoramic views and hiking trails that showcase the area's natural beauty.

Why Vermont Should Top Your Weekend Getaway List

Visitors understand why Vermont is a gem of New England, and is the ultimate escape for 2024. Vermont seamlessly blends relaxation with adventure. Whether its indulging in artisanal cheese, exploring historic sites, or simply soaking in the breathtaking mountain views, Vermont provides a slice of tranquility that’s hard to find elsewhere. This charming state promises not just a trip, but a memorable experience. Discover why Vermont should be at the top of everyone’s weekend getaway list.

Share
  1. Home
  2. Places
  3. Cities
  4. 8 Ideal Vermont Destinations for a 3-Day Weekend in 2024

More in Places