Top 20 Best Things To Do In Boston Labor Day Weekend

Boston is a city full of rich history, culture, and fun activities. Labor Day weekend is a perfect time to enjoy everything this amazing city has to offer. Whether you’re a local or visiting for the first time, there are plenty of exciting events and sights to check out. From outdoor festivals to delicious food options, Boston has something for everyone.

Today, we’ll look at some great things to do in Boston over Labor Day weekend. You can enjoy beautiful parks, famous landmarks, and special events happening all around the city. Get ready for a fun-filled weekend with family and friends!

Things To Do In Boston Labor Day Weekend

1. Attend the Boston Arts Festival at Christopher Columbus Waterfront Park

The Boston Arts Festival is a vibrant celebration of local art and culture. It takes place every September at Christopher Columbus Waterfront Park. This festival features works from talented artists across various mediums including painting, sculpture, and photography.

You can stroll through colorful booths and meet the artists behind the creations. Live music often fills the air, providing a joyful atmosphere. Performances from local musicians and dancers add to the excitement of the day. Food vendors also offer delicious options to satisfy your cravings.

This family-friendly event encourages participation. Many interactive art activities allow you to unleash your creativity. You can join workshops, watch live demonstrations, or even try your hand at making art.

Don’t miss the chance to bring home unique pieces. Artwork purchased at the festival directly supports local artists. You can find everything from small prints to large original works.

The Boston Arts Festival is perfect for art lovers and families alike. Enjoy a day filled with creativity and community. It’s an experience you won’t forget!

Address: 100 Atlantic Ave, Boston, MA 02110.

2. Stroll through the Boston Public Garden and enjoy the Swan Boats

The Boston Public Garden is a stunning oasis in the heart of the city. The garden boasts beautiful flowers and lush greenery. It’s a perfect place for a leisurely stroll or a picnic.

As you walk along the winding pathways, don’t miss the iconic Swan Boats. These charming boats have been paddling around the lagoon since 1877. You can rent one and glide across the water, enjoying the surrounding scenery.

Look for the famous Make Way for Ducklings statues, a favorite for children and adults alike. The whimsical bronze figures tell a story of a mother duck and her ducklings, inspiring smiles and laughter. The garden is beautiful in every season, with vibrant blooms in spring and fall foliage in autumn.

In the summer, find a shady bench and relax while listening to the sounds of chirping birds and rustling leaves. The garden is also home to native wildlife, including squirrels and several bird species.

The Boston Public Garden is not just a park; it’s a slice of tranquility amidst the city bustle. A visit here will rejuvenate your spirit and create lasting memories.

Address: 4 Charles Street, Boston, MA 02116.

3. Visit the Museum of Fine Arts for special weekend exhibitions

The Museum of Fine Arts is a must-see for art enthusiasts visiting Boston. Located near the Fenway area, the museum houses an impressive collection of artworks from around the world. On weekends, it often features special exhibitions that highlight unique themes or artists.

Explore various galleries filled with masterpieces, including American, European, and Asian art. The museum frequently rotates its exhibits, so you’re likely to find something new each visit. It’s fascinating to see different styles, periods, and cultures represented within the same space.

Audioguides are available for a more enriching experience. These guides provide detailed information on the pieces and the artists behind them. They can enhance your understanding and appreciation of the art on display.

Don’t forget to stop by the museum’s café for a delightful break. Enjoy lunch or a refreshing drink while taking in views of the gardens. The museum also has a gift shop with unique art-inspired items and books.

Visiting the Museum of Fine Arts is not just a trip; it’s an inspiring journey through creativity. Each exhibition invites contemplation and dialogue, making it a fulfilling experience for all.

Address: 465 Huntington Ave, Boston, MA 02115.

4. Explore the historic Freedom Trail and its significant sites

The Freedom Trail is a 2.5-mile red-brick path that winds through Boston. This trail takes you to 16 significant sites that tell the story of the American Revolution. It’s perfect for history buffs and curious explorers alike.

As you walk along the trail, you will encounter landmarks like the Boston Common, the Old State House, and Faneuil Hall. Each site offers a glimpse into the city’s rich history and its role in shaping the nation.

Guided tours are available for those who want an in-depth understanding of the sites. Knowledgeable guides share fascinating stories and facts about the events that took place in these historic locations. Audio guides are also an option for self-guided exploration.

The trail is accessible year-round, but spring and fall offer especially pleasant weather. Along the way, enjoy the vibrant atmosphere of the surrounding neighborhoods filled with shops and restaurants.

The Freedom Trail is not just a walk; it’s an immersive experience in America’s past. Discover the struggles and triumphs that paved the way for independence and liberty.

Address: 139 Tremont St, Boston, MA 02111.

5. Catch a Boston Red Sox game at Fenway Park

Experience the excitement of catching a Boston Red Sox game at Fenway Park. This historic baseball stadium is one of the oldest in the United States. Located in the Fenway-Kenmore neighborhood, a Red Sox game is a quintessential Boston experience.

Feel the energy of the crowd as you cheer for your team. Fenway Park has a unique charm, with its iconic Green Monster and intimate seating. No matter where you sit, the atmosphere is electric.

Don’t miss out on classic ballpark snacks. Enjoy a hot dog, peanuts, or a Fenway Frank while watching the game. Fans also enjoy the camaraderie and traditions that make baseball a beloved pastime in Boston.

Check the schedule ahead of time to catch home games during the season. The park often offers guided tours when games aren’t being played. These tours provide insights into its history and the legendary players who have graced the field.

A visit to Fenway Park is more than just a game; it’s a celebration of baseball culture in Boston. Make lasting memories while cheering alongside fellow fans!

Address: 4 Yawkey Way, Boston, MA 02215.

6. Enjoy Boston Harbor Cruises for a scenic view of the city skyline

Boston Harbor Cruises offer a unique perspective of the city’s stunning skyline. These cruises allow you to relax while enjoying breathtaking views of the waterfront. You can choose from different types of cruises, including sightseeing, dining, and sunset options.

The sightseeing cruise lasts about 90 minutes. As you glide across the water, you can see famous landmarks like the U.S.S. Constitution and the Boston Harbor Islands. Live narrations provide interesting facts about the history and significance of the area.

For a romantic experience, consider a sunset cruise. The city skyline sparkles as the sun sets, providing perfect photo opportunities. You can often enjoy live music and refreshments on board, enhancing the experience.

Families will appreciate the fun atmosphere during the daytime cruises. Children can learn more about marine life and the history of the harbor as they enjoy the ride. Look out for seals and seabirds that inhabit the coastal waters.

Boston Harbor Cruises provide a refreshing way to see the city from a different vantage point. You’ll leave with a newfound appreciation for Boston’s rich maritime history and stunning vistas.

Address: 200 Atlantic Ave, Boston, MA 02110.

7. Discover the New England Aquarium and its diverse marine life

The New England Aquarium is an exhilarating experience for visitors of all ages. Located on the waterfront, it’s home to a vast collection of marine creatures. The aquarium features engaging exhibits that showcase the wonders of the ocean.

As soon as you enter, the Giant Ocean Tank captures your attention. This four-story tank houses sea turtles, rays, and a variety of colorful fish. Watching the divers feed the sea creatures is a highlight of many visitors’ experiences.

Don’t miss the interactive exhibits where you can touch sharks and rays. The aquarium’s touch tank allows guests to feel the smooth skin of these fascinating creatures. It makes for a fun learning experience.

In addition to the marine life, the aquarium hosts IMAX films. These films provide a thrilling view into underwater worlds and conservation efforts. Join educational talks and programs to learn more about marine conservation.

The New England Aquarium is not just a visit—it’s an adventure into the depths of the ocean. Discovering marine life here inspires wonder and respect for our oceans.

Address: 1 Central Wharf, Boston, MA 02110.

8. Take a leisurely bike ride along the Charles River Esplanade

The Charles River Esplanade offers a scenic escape right in the heart of Boston. This beautiful park features dedicated bike paths that run along the riverbank. Riding your bike here is a relaxing way to enjoy lovely views of the water and the city skyline.

The well-maintained paths are perfect for cyclists of all skill levels. You’ll find plenty of spots to stop and take pictures or just bask in the beauty of the surroundings. The Esplanade is also great for jogging, walking, and rollerblading.

Along the way, you can explore various parks and playgrounds. Families often enjoy picnicking on the grassy areas. The park hosts events and concerts during warmer months, adding to its vibrant community feel.

For those without a bike, rental options are available nearby. Take advantage of the opportunity to experience the park at your own pace. The gentle breeze from the river makes this ride quite enjoyable.

The Charles River Esplanade is a must-visit for anyone wanting to appreciate Boston’s outdoor beauty. It’s a refreshing way to connect with nature while enjoying views of the city.

Address: 47 David G Mugar Way, Boston, MA 02108.

9. Visit the Boston Tea Party Ships and Museum for an interactive experience

The Boston Tea Party Ships and Museum provides a unique, hands-on approach to history. This interactive museum allows you to relive the events of December 16, 1773. Visitors can participate in a reenactment of the famous tea dumping into Boston Harbor.

Start your visit by boarding a historic ship. Here, actors dressed as Patriots tell the story leading up to the Tea Party. You’ll feel the excitement of the revolutionary fervor as they share their motivations and goals.

Once you’re on board, you can help toss tea overboard, making history come alive. Afterward, explore the museum’s exhibits filled with artifacts and multimedia presentations. These displays provide deeper insights into the era and its significance.

The museum also features a café where you can relax with a freshly brewed cup of tea. It’s a perfect place to reflect on your experience and learn more about tea’s role in American history.

The Boston Tea Party Ships and Museum is not just a history lesson; it’s an engaging journey through time. Don’t miss this opportunity to step back and experience a key moment in America’s past.

Address: 306 Congress St, Boston, MA 02210.

10. Explore the Boston Common and partake in a yoga class

The Boston Common is the oldest public park in the United States. This beautiful green space is ideal for a variety of activities, including a peaceful yoga class. Many local studios offer outdoor classes during warmer months, attracting participants of all levels.

Classes are often held on grassy areas, surrounded by trees and historic landmarks. Practicing yoga here allows you to breathe in fresh air and soak in the natural beauty. It’s a refreshing way to start or end your day.

If you visit on the weekend, you may find additional fitness activities happening around the park. From tai chi to group fitness classes, there’s often something going on. The joyful energy of the park creates an uplifting atmosphere.

After your yoga session, take time to explore the rest of the Common. Enjoy a leisurely stroll through the scenic paths or relax on a bench. The park is also home to ponds and sculptures that are fascinating to discover.

The Boston Common is more than just a park; it’s a vibrant community space. Engaging in yoga here fosters connection with nature and fellow participants.

Address: 139 Tremont St, Boston, MA 02111.

11. Check out the local farmers’ market at Copley Square

The Copley Square Farmers’ Market is a delightful spot to experience local culture. Held weekly, it showcases fresh produce, artisan goods, and homemade treats. This market is bustling, especially on sunny days.

You’ll find many vendors offering seasonal fruits and vegetables, flowers, and specialty foods. Local artisans often sell handmade crafts, providing a unique selection to browse. You can chat with the farmers and learn about their sustainable practices.

The atmosphere is lively, filled with locals and visitors alike. Grab a coffee from a nearby café and indulge in some tasty snacks. Many stalls offer samples, so you can taste before you buy.

The market serves not just as a shopping destination but also as a community gathering place. Community events, live music, and cooking demonstrations often enhance the experience. It’s an opportunity to connect with the neighborhood and enjoy the vibrant culture.

Visiting the farmers’ market at Copley Square is a treat for the senses. Take time to explore, enjoy, and support local businesses while experiencing Boston’s charm.

Address: 670 Boylston St, Boston, MA 02116.

12. Visit the Isabella Stewart Gardner Museum for beautiful art and gardens

The Isabella Stewart Gardner Museum is a hidden gem in Boston. Housed in a stunning Venetian-style palace, the museum features an impressive collection of art and beautiful gardens. Visitors are captivated by the unique atmosphere throughout the site.

As you wander through the galleries, you’ll see works from famous artists like Rembrandt, Titian, and Monet. The museum encourages exploration, allowing you to immerse yourself in the art and its surroundings. Each room has a distinctive ambiance, reflecting Isabella Stewart Gardner’s personal taste.

The museum’s gardens are just as enchanting to explore. They are meticulously designed and provide a peaceful retreat from the city. Seasonal flowers bloom all year round, creating a picturesque backdrop. Find a bench to relax and take in the beauty around you.

Special events and exhibitions often occur, adding to the museum’s vibrant atmosphere. From lectures to live music, there’s always something happening. You can also join guided tours for deeper insights into the art and history.

The Isabella Stewart Gardner Museum is a cultural treasure. It offers a unique blend of art, history, and beauty, making it a must-visit spot in Boston.

Address: 25 Evans Way, Boston, MA 02115.

13. Experience the Boston Science Museum and IMAX theater

The Boston Science Museum offers an exciting and educational experience for visitors of all ages. Located by the Charles River, this museum is filled with interactive exhibits and displays. You can explore various scientific fields, from physics to biology.

Don’t miss the IMAX theater, where you can catch stunning films about nature, space, and more. The immersive experience makes you feel like you’re part of the action. It’s a fantastic way to learn while being entertained.

Hands-on exhibits allow you to engage with science in real-time. You can conduct experiments, explore ecosystems, and learn about robotics. The museum’s engaging atmosphere sparks curiosity and excitement for learning.

Special events and workshops for children and families offer additional opportunities for discovery. Science demonstrations and guest speakers frequently inspire young minds. The staff are friendly and helpful, enhancing your visit.

The Boston Science Museum is more than just a place to learn; it’s a journey into the wonders of the scientific world. Plan a visit and discover the magic of science!

Address: 1 Science Park, Boston, MA 02114.

14. Walk along the North End and indulge in authentic Italian cuisine

The North End of Boston is known as the city’s Little Italy and is a must-visit for food lovers. This charming neighborhood is filled with narrow streets, historic buildings, and authentic Italian restaurants. Walking through the North End, you’ll feel like you’re in a different world.

Stop by famous eateries like Mike’s Pastry or Modern Pastry for delicious cannoli. These bakeries are beloved by locals and visitors alike. Enjoy fresh pasta dishes, pizza, and traditional Italian sandwiches at one of the many family-owned restaurants.

As you stroll, take in the atmosphere, with the aroma of garlic and freshly baked bread wafting through the air. The lively ambiance is enhanced by outdoor dining during warmer months.

In addition to the food, the North End is rich in history. Visit sites like the Paul Revere House and the Old North Church. Each site tells a piece of the story of Boston’s past.

Walking through the North End is a feast for the senses. Relish the flavors of authentic Italian cuisine while soaking in the rich history of this charming neighborhood.

Address: 1 North Square, Boston, MA 02113.

15. Attend the “Boston Calling” music festival at Harvard University

Boston Calling is an annual music festival held in the heart of Harvard University. This vibrant festival attracts thousands of music lovers from near and far. It usually features popular and emerging artists, spanning various genres.

The festival takes place over three days in late May, with multiple stages showcasing live performances. You can enjoy music, food, and art all in one location. Each year boasts a diverse lineup, ensuring there’s something for everyone.

Between acts, explore the festival grounds. Wonderful food vendors offer everything from gourmet meals to classic festival snacks. Local artisans often sell handmade crafts, adding to the lively atmosphere.

Don’t miss the opportunity to relax in the festival’s green spaces while taking in the performances. Attendees often appreciate the community feel and vibrant energy throughout the event.

Boston Calling is more than just a concert; it’s a celebration of music and culture. Gather your friends and experience the magic of live performances amid the scenic backdrop of Harvard University.

Address: 1400 Soldier Way, Allston, MA 02134.

16. Explore the Boston Children’s Museum with family-friendly activities

The Boston Children’s Museum is a fantastic destination for families. It’s packed with interactive exhibits and fun activities designed for children. This museum focuses on hands-on learning, making it both entertaining and educational.

Kids can explore various topics, from science to art. There are engaging exhibits like the Construction Zone and the Art Studio where they can unleash their creativity. The museum also has spaces dedicated to imaginative play that spark curiosity.

Special programs and events are frequently scheduled, offering additional opportunities for learning. Families can enjoy story times, science demonstrations, and crafts. It’s a place where children can explore, discover, and play freely.

The museum’s location near the Fort Point Channel makes it easy to combine your visit with a stroll along the waterfront. Nearby parks provide space for outdoor play and picnicking.

A trip to the Boston Children’s Museum promises laughter and learning. It’s an adventure that both kids and adults will treasure.

Address: 308 Congress St, Boston, MA 02210.

17. Discover the historic details of the Paul Revere House

The Paul Revere House is a significant piece of American history. This historic home is located in Boston’s North End and is the oldest building in the city. Here, you can step back in time and learn about Paul Revere’s life and his famous midnight ride.

Visitors can explore the restored rooms and learn about early colonial life. Guided tours provide fascinating insights into Revere’s family and his contributions to American independence. You’ll see original artifacts and historical exhibits that paint a vivid picture of the past.

The house is surrounded by beautiful gardens, offering a serene space for a quiet moment. It’s an excellent spot for photos and to reflect on the significance of Revere’s legacy.

Many visitors enjoy the nearby shops and restaurants after touring the house. The North End is full of history, making it an enriching experience to combine with other historical sites.

Visiting the Paul Revere House allows you to connect with a pivotal moment in American history. It’s a must-see for anyone interested in the revolutionary spirit of the time.

Address: 19 North Square, Boston, MA 02113.

18. Take a guided tour of the Boston State House

The Boston State House is a historic landmark and the seat of the Massachusetts government. Taking a guided tour offers insight into both the building’s architecture and its significant role in American politics. Tours typically last about an hour.

You’ll explore beautiful chambers, including the House of Representatives and the Senate. Knowledgeable guides share fascinating stories about the state’s history and important legislation. The tour often includes discussions about the significance of the golden dome and other architectural details.

Learn about the influential figures who have walked the halls and their contributions to Massachusetts and beyond. The State House is adorned with artwork, including portraits of past governors and murals depicting the state’s history.

Depending on the time of year, you might catch a session in progress, giving you a glimpse of government in action. The visitor center also provides additional exhibits to explore before or after your tour.

Visiting the Boston State House is a great way to understand the state’s political landscape and engage with its rich history. It’s an enriching experience for all ages.

Address: 24 Beacon St, Boston, MA 02133.

19. Enjoy a sunset at Castle Island, complete with views of Fort Independence

Castle Island is a beautiful spot for enjoying scenic views, especially at sunset. Located in South Boston, this public park features walking paths, picnic areas, and historical sites. The highlight is Fort Independence, which dates back to the 1800s.

A stroll along the waterfront provides fantastic views of Boston Harbor and the city skyline, making it a popular destination for locals and visitors alike. As the day ends, watch the vibrant colors reflecting off the water, creating a perfect backdrop.

Before or after enjoying the sunset, explore Fort Independence. Guided tours often share the fort’s history and strategic importance during conflicts. The fortress offers fascinating insights into Boston’s military past.

Pack a picnic to enjoy in one of the designated areas, or grab some takeout from nearby restaurants. The atmosphere is relaxed and family-friendly, great for spending time outdoors.

Castle Island is more than just a pretty view; it’s a historical landmark with plenty of charm. Catching the sunset here provides a peaceful end to your day in Boston.

Address: 2010 William J Day Blvd, Boston, MA 02127.

20. Experience the vibrant atmosphere of the South End Open Market

The South End Open Market, also known as the SoWA Market, is a vibrant hub of creativity and community. Held on weekends, this outdoor market features artisans, food vendors, and farmers. It’s a fantastic place to discover local talent and delicious treats.

Stroll through rows of colorful booths offering handmade crafts, jewelry, and artwork. Each vendor provides a unique shopping experience. You may even meet the artists and makers behind the products, adding a personal touch to your purchases.

Food lovers will enjoy sampling treats from diverse cuisines. From gourmet tacos to homemade pastries, there’s something for everyone. Enjoy live music as you munch on delicious offerings.

The atmosphere is lively and welcoming, making it a great spot for friends, families, and pets. The market is also close to art galleries and boutiques, allowing for a full day of exploration.

The South End Open Market is not just shopping; it’s a community celebration. Don’t miss out on the chance to soak in the energy and creativity of Boston’s South End.

Address: 450 Harrison Ave, Boston, MA 02118.

Final Thoughts

Boston is a city full of history, culture, and unforgettable experiences. From art festivals to historic landmarks, there’s something for everyone. You can walk through lush parks, indulge in authentic cuisine, or explore fascinating museums—Boston has it all!

Whether you’re a local or visiting for the first time, you will find activities that ignite your curiosity and passion. Each neighborhood offers its own unique charm and vibrant atmosphere. Soak in the culture, enjoy the food, and embrace the stories that make Boston a cherished destination.

If you’re interested in exploring more exciting locations, consider checking out some of the best things to do in Augusta, Maine. Additionally, don’t miss the opportunity to discover what you can do in Quincy, MA, with our guide on things to do in Quincy. Happy exploring!