As summer draws to a close, it’s the perfect time to celebrate the season’s end and welcome the fresh beginnings that fall brings. Whether you’re a local or visiting Boston, Labor Day Weekend offers an ideal opportunity to explore the city’s rich history, vibrant culture, and beautiful waterfront. Here’s our guide to enjoying Boston over Labor Day Weekend with activities that you can count on year after year.
Top Ways to Spend Labor Day Weekend in Boston
- Explore the Freedom Trail: Walk through history along the 2.5-mile Freedom Trail, which takes you to 16 significant historical sites, including the Paul Revere House and Boston Common. This self-guided tour offers a deep dive into the city’s Revolutionary past and is perfect for all ages.
- Visit the Boston Public Garden and Swan Boats: Stroll through the Boston Public Garden, America’s first public botanical garden, and take a ride on the iconic Swan Boats. The lush greenery and serene pond make for a picturesque and relaxing outing.
- Discover the New England Aquarium: The New England Aquarium is a must-visit for families and marine life enthusiasts. Explore the vibrant aquatic exhibits, see the penguins, and catch a show at the IMAX Theatre.
- Take a Harbor Cruise: Experience Boston from the water with a scenic harbor cruise. From sightseeing tours to sunset cruises, there’s a variety of options that offer stunning views of the city skyline and historic waterfront.
- Tour Fenway Park: Baseball fan or not, a tour of Fenway Park, America’s oldest ballpark, is a unique way to experience Boston. Learn about the storied history of the Red Sox and soak in the nostalgia of this iconic venue.
- Visit the Museum of Fine Arts or the Institute of Contemporary Art: Immerse yourself in art and culture at Boston’s renowned museums. Whether you prefer classic masterpieces or modern installations, these museums offer something for every art lover.
- Picnic on the Esplanade: Pack a picnic and head to the Charles River Esplanade for a leisurely afternoon. Enjoy the scenic views, watch the boats pass by, or take a leisurely bike ride along the riverfront path.
- Explore Boston’s Neighborhoods: From the cobblestone streets of Beacon Hill to the vibrant North End, each of Boston’s neighborhoods has its own unique charm. Get a taste of city living by exploring the diverse array of shops, restaurants, and historic sites that make each area special.
Plan Your Labor Day Weekend with Simplified
If you’d like assistance planning your Labor Day Weekend activities in Boston, reach out to our team about our Personal Admin Services. We can help you create the perfect itinerary, so you can focus on enjoying your time in the city.
Editor’s Note: This post was originally published August 2019 and has been updated for accuracy and comprehensiveness.