The Best Things to Do During Fall in Boston 2024

As the air turns crisp and the leaves transform into brilliant hues of red, orange, and gold, Boston becomes a picturesque autumn wonderland. Whether you’re a local or visiting the city this season, Boston offers a variety of ways to embrace the beauty and excitement of fall. From outdoor adventures to seasonal festivals, here’s a guide to the best things to do in Boston during fall 2024.

1. Stroll Through the Boston Common and Public Garden

Boston’s oldest park, the Boston Common, and the adjacent Public Garden are iconic spots to soak in the stunning fall colors. Take a leisurely walk around the gardens, watch the swan boats glide by, or relax on a bench surrounded by trees bursting with autumnal shades. This historic location offers a serene retreat in the heart of the city.

2. Experience the Head of the Charles Regatta (October 19-20, 2024)

One of the most anticipated events of the season is the Head of the Charles Regatta, the world’s largest two-day rowing competition. Held along the Charles River, it’s the perfect mix of sport and spectacle, with rowers from around the world competing against the backdrop of Boston’s fall foliage. Even if you’re not a rowing enthusiast, the lively atmosphere, vendors, and food trucks make it a fun outing.

3. Take a Fall Foliage Cruise

Why not view Boston’s fall colors from the water? Several companies offer fall foliage cruises along the Charles River or Boston Harbor, giving you a unique perspective of the city's autumn beauty. These cruises are ideal for those looking to enjoy a relaxing boat ride while taking in the changing leaves along the riverbanks.

4. Visit Salem for Spooky Halloween Fun

Just a short train or car ride away from Boston, Salem is a must-visit in October. Known for its infamous witch trials, Salem transforms into a Halloween hotspot every fall. From haunted houses and ghost tours to costume parades and witchcraft history, there’s no shortage of spooky events for all ages. The vibrant Halloween atmosphere in Salem makes it a perfect day trip during the fall.

5. Go Apple Picking at a Nearby Orchard

Fall in New England wouldn’t be complete without a trip to a local orchard. Boston is surrounded by orchards where you can enjoy apple picking, hayrides, and fresh cider donuts. Popular spots like Honey Pot Hill Orchards in Stow or Russell Orchards in Ipswich are great for families or anyone looking to spend a day in nature enjoying the crisp fall air.

6. Explore the Freedom Trail in the Fall

Walking Boston’s Freedom Trail in the fall is a fantastic way to combine history with scenic views. The 2.5-mile trail takes you through 16 historical sites, including Paul Revere’s House, the Old North Church, and the Boston Tea Party Ships. With the beautiful fall foliage lining your path, it’s the perfect season to experience this quintessential Boston activity.

7. Tour the Arnold Arboretum

The Arnold Arboretum of Harvard University is a hidden gem for leaf peepers in the city. This sprawling 281-acre park is home to thousands of trees, many of which display brilliant colors in the fall. Take a peaceful walk through its trails or attend one of its autumn events to learn more about the diverse tree species. It’s a great spot for nature lovers or those seeking a quieter retreat from the city.

8. Attend Boston's Fall Festivals

Fall is festival season in Boston, with events celebrating everything from local food to art and culture. In October, check out the Boston Veg Food Fest, which showcases plant-based food vendors and cooking demos, or visit the fall edition of the SoWa Open Market, where you’ll find local artisans, food trucks, and seasonal produce. These festivals offer the perfect opportunity to sample the flavors of the season.

9. Catch a Patriots or Celtics Game

Fall is the season of sports in Boston. Head to Gillette Stadium to catch a New England Patriots football game or visit TD Garden for a Boston Celtics basketball game. Boston fans are passionate about their teams, and the energy at a live game is infectious. Whether you're into football or basketball, it’s a great way to experience Boston's sports culture.

10. Take a Scenic Drive to the White Mountains or Berkshires

For a full fall foliage experience, take a scenic drive from Boston to the White Mountains of New Hampshire or the Berkshires in Western Massachusetts. Both areas offer some of the most stunning autumn landscapes in New England, with rolling hills and mountains blanketed in fiery fall colors. Enjoy hiking, scenic lookouts, and cozy inns along the way.

11. Enjoy Boston’s Best Fall Brews

Boston's local breweries shine during the fall with seasonal brews that capture the essence of the season. Head to Harpoon Brewery or Samuel Adams Brewery to sample their fall flavors, like pumpkin ales and Oktoberfest lagers. Many breweries offer tours and tastings, making it a fun and relaxing way to spend a fall afternoon.

12. Attend a Pumpkin Festival or Jack-O-Lantern Spectacular

Get into the fall spirit by visiting one of the region’s pumpkin festivals. Boston hosts a variety of pumpkin-themed events, but one of the most popular is the Jack-O-Lantern Spectacular at Roger Williams Park Zoo in nearby Providence, Rhode Island. This enchanting event features thousands of intricately carved pumpkins, illuminated at night and displayed along a scenic trail.

Conclusion

Fall is a magical time to be in Boston, with a perfect mix of natural beauty, outdoor activities, and seasonal celebrations. Whether you're strolling through the city’s historic parks, enjoying a scenic cruise, or attending one of the many fall festivals, there’s something for everyone to enjoy. Be sure to take advantage of the crisp weather and stunning foliage as you explore all that Boston has to offer this autumn!