Find plenty of spots for a photo op in Boston's Jamaica Plain. Photo courtesy of the Arnold Arboretum

Top Family-Friendly Activities in Jamaica Plain

1. The Arnold Arboretum 

Managed by Harvard University, this 281-acre park is a "living museum" of trees. It’s a spectacular spot for hiking, picnicking, and exploring nature. Don't miss the Cherry Blossom Festival in late April or the Lilac Sunday celebration in May.

2. The J.P. Licks Original Location 

Visit the flagship store of this famous Boston ice cream chain. Known for its bold flavors and "cow" themed decor, it’s a must-stop for a treat after a walk around the neighborhood.

3. Papercuts Bookshop 

This award-winning independent bookstore features a carefully curated selection of children's books and local titles. It’s a great spot to discover a new favorite read in a cozy, welcoming environment.

4. On Centre 

A neighborhood staple for gifts and toys. This shop is packed with unique items, from Boston-themed gear to creative kids' crafts, making it the perfect place to browse for birthday presents.

5. Boating on Jamaica Pond 

Part of the Emerald Necklace, Jamaica Pond offers rowboat and sailboat rentals through Courageous Sailing. The 1.5-mile paved path around the water is also ideal for strollers and scooters.

6. The Curtis Hall Community Center 

A hub for local families, this center features an indoor swimming pool and hosts various youth programs and community events throughout the year.

7. Ula Café 

Located in the historic Brewery Complex, this bakery and café is a favorite for local parents. It has plenty of space, delicious pastries, and kid-friendly snacks like house-made granola bars.

8. The Loring Greenough House 

While it’s a historic site, the sprawling lawn is the real draw for families. During the summer, the site hosts "Thursdays on the Lawn," featuring food trucks, live music, and plenty of space for kids to run while parents relax.

Find plenty of green space and family activities in Jamaica Plain. Photo courtesy of the Loring Greenough House

Best Places to Play in Jamaica Plain

9. Stony Brook Playground

Located right next to the Stony Brook T station, this playground features modern climbing structures, a splash pad for hot summer days, and plenty of benches for parents.

10. Johnson Playground 

Tucked away near the Lamartine Street side of the neighborhood, this playground offers great climbing equipment and a large field for running around or playing soccer.

11. Southwest Corridor Park 

This linear park stretches through JP with several pocket playgrounds, community gardens, and paths that are perfect for a family bike ride or walk.

12. Murphy Playground 

Located off Carolina Ave, this park features a baseball diamond and a classic playground setup. It’s often quieter than the parks on the main drag, making it a great spot for a peaceful afternoon.

13. Franklin Park & The Franklin Park Zoo 

While shared with Dorchester and Roxbury, a large portion of this massive park sits in JP. Explore the “Wilderness" trails or head to the Zoo to see the gorillas and giraffes.

14. Brewer-Burroughs Playground 

For those in the under-five set, this is the ultimate playground experience. It’s shaded, safe, and stocked with tiny slides, bucket swings, and a charming collection of donated play kitchens.

Best Family-Friendly Restaurants in Jamaica Plain

15. City Feed and Supply 

A neighborhood deli and grocery store that focuses on local and organic foods. Grab a fresh sandwich or a smoothie for a picnic at the nearby pond.

16. Tres Gatos 

Boston's first "book, record, and tapas" store. Don't let the menu fool you. While the little ones dive into a stack of brunch pancakes, you can satisfy your soul by browsing through vintage vinyl and rare finds. And in the warmer months, the patio is a great place to enjoy a meal.

17. Brendan Behan Pub 

While it's a legendary Irish pub, the Behan is incredibly dog and family-friendly during the afternoon. The pub doesn't serve food, but occasionally hosts a pop-up restaurant, and you are welcome to sit on the patio and chill.

18. Fiore’s Bakery 

Fiore’s is a neighborhood gem where inclusive vegan treats meet a laid-back, "come as you are" vibe. It’s the perfect spot to grab a pastry and a coffee for a backyard garden brunch before heading to the Arboretum.

19. The Real Deal 

This casual take-out or sit-down eatery reimagines classic comfort food with a sophisticated edge, offering gourmet sandwiches and elevated bites that satisfy a foodie’s palate while the kids dive into their own familiar favorites. 

20. The Haven 

This restaurant brings a touch of Scottish soul to the Brewery complex, offering a cozy, wood-beamed atmosphere that feels both elevated and welcoming. While the sophisticated menu shines online, there's a kid-friendly selection ready in-house.

The Best Streets in JP to Explore with Kids

21. Centre Street 

This is the main commercial stretch of JP. It’s lined with colorful murals, local bakeries, and small boutiques that give the neighborhood its eclectic feel.

22. South Street 

Home to several great cafes and the famous Ferris Wheels Bike Shop, this street is a bit quieter than Centre Street but full of local character.

23. The Emerald Necklace Path 

This historic chain of parks designed by Frederick Law Olmsted connects Jamaica Plain to the rest of the city. The paths are wide, scenic, and perfect for an afternoon of outdoor adventure.

24. Hall Street and The Brewery Complex 

Home to the Samuel Adams Brewery and several small businesses, this area is great for walking around. The brick architecture and open courtyards make it a fun "industrial" exploration for kids.

25. Perkins Street 

Leading right to the edge of Jamaica Pond, this street is lined with beautiful historic homes and provides one of the most scenic entrances to the water. It’s perfect for a scenic drive!