August 6, 2025

Celebrate Labor Day Weekend in Boston: Fireworks, Feasts, and Last Moments of Summer

by Sadie Burchard

Labor Day weekend marks the unofficial end of summer, and there is no better place to celebrate than Boston. Whether you’re visiting the city or enjoying a staycation at The Liberty, there are countless ways to soak up the season’s final days. From waterfront fireworks and baseball games to markets and breezy bike rides, here is your curated guide to the long weekend ahead.

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Illuminate the Harbor: Fireworks Over Boston Harbor

On Thursday, August 28th, Boston Harbor Now and Meet Boston will light up the sky with the return of their renowned “Illuminate the Harbor,” a gorgeous fireworks display over the waterfront. The fireworks will be launched from a barge between the North End and Seaport and will be visible from many harbor-front spots. Grab some food and a blanket and enjoy a magical evening. The show begins at 8:30 PM, with live music starting at 7 PM in Christopher Columbus Park.

Red Sox vs. Pirates at Fenway Park

Nothing says Boston more than a summer night at Fenway Park, especially in the midst of an incredible season. The Red Sox face off against the Pittsburgh Pirates all weekend long. Catch a game on August 29th, 30th, 31st, or September 1st. Whether you’re a die-hard fan or just in it for the infamous Fenway Franks, it’s a quintessential Boston experience.

St. Anthony’s Feast: A Taste of Italy in the North End

Just a 15-minute walk from The Liberty, celebrate the 106th Annual St. Anthony’s Feast in the heart of the North End. From Friday to Sunday, enjoy a traditional Italian street festival complete with food vendors, parades, entertainment, and more!

Whale Watch with Boston Harbor City Cruises

For an aquatic adventure, head to Long Wharf and hop on a whale watch with Boston Harbor City Cruises. See humpbacks and dolphins as they make their way through one of the world’s top whale feeding grounds: Stellwagen Bank. After your return to land, swing by Alibi for a well-earned drink—our cocktail bar set in the hotel’s former jailhouse.

Weekend Markets: Shop Local

Spend Saturday browsing artisan goods at the Greenway Artisan Market or head to the Seaport Summer Market on August 30th–31st to find handcrafted treasures, delicious gourmet bites, and vintage finds. Both markets are perfect for grabbing a locally made souvenir or getting a head start on holiday shopping!

The Lawn on D: Music, Games, & More

Head over to The Lawn on D for live music, DJs, lawn games, LED swings, and local eats all weekend long! Admission is free, and good vibes are guaranteed.

Explore on Two Wheels

The Liberty offers complimentary bikes—perfect for a scenic ride along the Charles River Esplanade (don’t forget to grab your complimentary kayak), wandering through Beacon Hill’s cobblestone streets, or cruising through the Public Garden for a final glimpse of summer in bloom.

Old Town Trolley

Hop on the Old Town Trolley for a hop-on, hop-off tour of Boston’s most iconic neighborhoods and attractions. It’s an excellent way to see the sights and get your bearings, especially for first-time visitors to The Liberty Hotel.

Sunday Strolls & Labor Day Sales

From The Liberty, you can walk to Newbury Street in under 20 minutes—just in time for Open Newbury on Sunday, when the street goes car-free. Take advantage of Labor Day sales, enjoy outdoor dining, and shop local favorites. Also nearby: Faneuil Hall, the Seaport District, and the Prudential Center to optimize your Labor Day savings. And don’t forget to check The Liberty Hotel’s “Sunday Funday Package”– complete with USD 50 Food and Beverage Credit and overnight valet parking.

End Summer on a Swan Boat

Enjoy one of Boston’s most iconic summer traditions: the swan boats in the Public Garden. For one last dose of summer nostalgia, enjoy a serene float among willow trees – it’s the perfect pocket of peace before the seasons change. Afterwards, make sure you check out the beloved “Make Way for Ducklings” statue.

Your Labor Day Escape Awaits

Whether you’re catching fireworks, biking by the river, or enjoying a street feast, there’s something for everyone. Make The Liberty Hotel your home base for the long weekend and discover the best of the city in luxury.

Book your stay now and experience the best of Boston’s summer sendoff