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The Best Day Trips from Stratton, Vermont

The Best Day Trips from Stratton, Vermont


In the scenic Green Mountains, Stratton, Vermont, offers outdoor adventure, charming small-town vibes, and year-round activities, making it a fantastic place to settle down or invest in a second home. The area provides a peaceful, picturesque lifestyle and easy access to some of the best day trips in New England.

Manchester, Vermont

30-Minute Drive from Stratton

Manchester is a lively town brimming with history, upscale shopping, and natural beauty. It's a fantastic spot to visit for the day, offering an array of experiences that range from historical landmarks to beautiful woodland trails. One of the highlights of Manchester is Hildene, The Lincoln Family Home. The stunning estate once belonged to Robert Todd Lincoln, and it offers a fascinating look into the history of one of America's most notable families. Manicured gardens surround the mansion, inviting visitors to wander and enjoy the splendid mountain views.

For those looking to stretch their legs, the Equinox Preservation Trust offers beautiful hiking trails that meander through serene woodlands and open to breathtaking mountain views. The trails cater to all levels, making them ideal for leisurely walks and invigorating hikes. Manchester is also a shopping haven. The Manchester Designer Outlets offer a mix of high-end brands within a classic New England town atmosphere.

Brattleboro, Vermont

1-Hour Drive Southeast of Stratton

For a day trip brimming with artistic energy and character, Brattleboro is known for its vibrant arts scene and eclectic shops. The Brattleboro Museum & Art Center is in a charmingly restored train station. The museum features rotating contemporary exhibitions that bring local and international artistry to Vermont. The museum's historic ambiance adds to this creative hub's unique charm, making it a memorable stop for any day trip itinerary.

Retreat Farm is a top choice for a taste of local agriculture and family-friendly fun. With a wide range of farm animals, scenic walking trails, and food vendors selling delicious local products, the farm invites visitors to slow down and enjoy a slice of Vermont's agricultural heritage. The farm also hosts seasonal events, from craft fairs to fall festivals.

Strolling through Downtown Brattleboro is an experience, as the area is packed with one-of-a-kind shops, charming galleries, and cozy cafes. The town's artistic spirit is reflected everywhere, from handmade crafts and vintage finds to lively street art.

Woodstock, Vermont

1.5-Hour Drive North of Stratton

Known as one of Vermont's most picturesque towns, Woodstock offers a captivating mix of history, charm, and scenic beauty. Start your journey at Billings Farm & Museum, a working dairy farm where visitors can dive into Vermont's rural heritage. Here, you can experience traditional farm life, meet the animals, and enjoy seasonal events that bring the community's agricultural roots to life.

Marsh-Billings-Rockefeller National Historical Park is the only national park in the United States focused on conservation history. It showcases how Vermont has embraced sustainability and land stewardship over the centuries. Its scenic trails offer a peaceful escape into nature and a unique glimpse into the past.

No trip to Woodstock is complete without a stop at Quechee Gorge, famously known as Vermont's "Little Grand Canyon." With its dramatic views and exhilarating hiking trails, the gorge provides a stunning natural backdrop for memorable photos and quiet reflection. Woodstock is a delightful day trip destination that balances history, nature, and quintessential New England ambiance.

Your gateway to Vermont living

Stratton, Vermont, is an inviting place to call home, filled with day trip possibilities that capture the best of Vermont's charm, culture, and outdoor beauty. Owning a Stratton, Vermont, vacation home means having the freedom to explore historic towns, serene farms, and unforgettable landscapes.

Whether you want a second home or are planning a more permanent move, Lauren is here to guide you. With expertise in various real estate types, including investment properties, Lauren Niles ensures that every client finds a home that perfectly suits their needs.



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