Boston and Vermont
The perfect 5 days itinerary
Boston, the capital of Massachusetts, is a city steeped in American history and culture. Known for its pivotal role in the American Revolution, Boston offers a wealth of historic sites, world-class museums, and vibrant neighborhoods. Just a few hours north lies Vermont, a state renowned for its picturesque landscapes, charming small towns, and outdoor activities. This 5-day itinerary will guide you through the best of both Boston's urban allure and Vermont's natural beauty.
What to do in Boston and Vermont?
This 5 days itinerary is the perfect guide to the best things to see in Boston and Vermont. It includes day-by-day activities, travel tips, and the top places to visit.
Day 1: Historic Boston
Morning
Start your journey with a visit to the Freedom Trail, a 2.5-mile-long path that leads you to 16 historically significant sites. Begin at Boston Common, the oldest public park in the United States, and make your way to the Massachusetts State House, Paul Revere's House, and the Old North Church.
Afternoon
Continue your historical exploration with a visit to the Boston Tea Party Ships and Museum. Experience interactive exhibits and reenactments of this pivotal event in American history. Afterward, take a stroll through the picturesque Beacon Hill neighborhood, known for its narrow, gas-lit streets and brick sidewalks.
Evening
Head to the North End, Boston's oldest residential community, famous for its Italian heritage. Enjoy a delicious dinner at one of the many Italian restaurants, and don't forget to try a cannoli from the famous Mike's Pastry.
Day 2: Cultural and Academic Boston
Morning
Begin your day at the Museum of Fine Arts, Boston, one of the most comprehensive art museums in the world. Spend the morning exploring its vast collection of artworks from ancient to contemporary times.
Afternoon
Take a short trip to Harvard University in nearby Cambridge. Walk through Harvard Yard, visit the Harvard Art Museums, and soak in the academic atmosphere. Don't miss the chance to see the iconic Widener Library and the statue of John Harvard.
Evening
Return to Boston and head to the Seaport District. Enjoy dinner at one of the waterfront restaurants and take a leisurely walk along the Harborwalk, offering stunning views of the Boston skyline and harbor.
Day 3: Boston to Vermont: Scenic Drive and Small Town Charm
Morning
Depart Boston early and embark on a scenic drive to Vermont. Your first stop is Woodstock, often called one of the prettiest small towns in America. Stroll through the charming downtown area, visit the Billings Farm & Museum, and take in the picturesque covered bridges.
Afternoon
Continue your journey to Quechee Gorge, known as Vermont's Little Grand Canyon.
Enjoy a hike along the gorge or simply take in the breathtaking views from the bridge. Afterward, visit the nearby Simon Pearce Glassblowing Studio and Mill, where you can watch artisans at work and shop for exquisite glassware.
Evening
Arrive in Burlington, Vermont's largest city, in time for dinner. Explore the vibrant Church Street Marketplace, a pedestrian-only street lined with shops, restaurants, and street performers. Enjoy a farm-to-table dinner at one of Burlington's acclaimed restaurants.
Day 4: Outdoor Adventures in Vermont
Morning
Start your day with a visit to the Shelburne Museum, an expansive museum featuring a diverse collection of art, Americana, and architecture. Afterward, head to the nearby Shelburne Farms, a working farm and education center offering beautiful landscapes and fresh produce.
Afternoon
Drive to Stowe, a charming mountain town known for its outdoor activities. Depending on the season, you can enjoy hiking, skiing, or simply exploring the scenic trails. Don't miss the chance to take a ride on the Stowe Mountain Resort's gondola for panoramic views of the surrounding area.
Evening
Return to Burlington for the evening. Consider taking a sunset cruise on Lake Champlain or simply relax by the waterfront. End your day with a casual dinner at a local brewery or restaurant, sampling some of Vermont's famous craft beers.
Day 5: Culinary Delights and Departure
Morning
Begin your final day with a visit to the Ben & Jerry's Factory in Waterbury. Take a guided tour to learn about the ice cream-making process and enjoy some samples. Afterward, head to the Cold Hollow Cider Mill to taste fresh apple cider and other local treats.
Afternoon
Make your way back to Boston, stopping en route at the charming town of Montpelier, the capital of Vermont. Explore the historic downtown area and visit the Vermont State House. Enjoy a leisurely lunch at one of the local cafes.
Evening
Arrive back in Boston in time for your departure. If time permits, take a final stroll along the Charles River Esplanade or visit the Boston Public Garden to reflect on your journey before heading to the airport.