Things to do in Brookline

    Discover amazing Brookline activities and premium in-home experiences.

    Bordering Boston but worlds apart, Brookline, MA is a leafy enclave where tree-lined streets cradle stately homes and cozy cafes hum with neighborly warmth. Here, history lingers beneath grand elms and in colonial architecture, creating an inviting tapestry that feels both timeless and undeniably alive. In Brookline, urban energy softens into village charm—encouraging you to slow down and savor each moment’s quiet elegance.

    Popular Activities in Brookline

    Hands-On Dumpling Making Class in Boston

    Master folding techniques and enjoy your own dumplings in a fun 2-hour cooking session.

    4.7 404 reviews
    $96/ person

    Boston Photo Tour: Back Bay & Beacon Hill

    Capture stunning images while exploring Back Bay, the Public Garden, and Beacon Hill with expert photo tips

    4.9 453 reviews
    $27/ person

    Highlights of Boston Photo Tour

    Capture iconic shots across Beacon Hill, Public Garden, and Back Bay with expert tips in 2 hours

    4.9 453 reviews
    $27/ person

    Beacon Hill Photo Tour

    Capture Beacon Hill’s 19th-century charm with photo tips on a small-group walk

    4.9 453 reviews
    $21/ person

    North End-Little Italy Photo Tour

    Discover Boston's oldest neighborhood with creative photo tips and historic insights

    4.9 453 reviews
    $21/ person

    Freedom Trail History and Photo Tour

    Visit famous American Revolution sites and capture great photos in 1.5 hours

    4.9 453 reviews
    $21/ person

    North End Boston Food Tour

    Taste classic Italian flavors with a lifelong North End local guide

    5.0 911 reviews
    $107/ person

    Effortless Boston Segway Tour: 15+ Landmarks

    Cover Boston's key landmarks, skyline views, and Freedom Trail sites effortlessly on a fun Segway ride

    4.9 2.8K reviews
    $89/ person

    Historic Boston in 1 Hour: Guided Scooter Tour

    Cover Boston's top historic sites on an easy electric scooter, guided and photo-ready in only an hour.

    4.9 2.8K reviews
    $73/ person

    Boston Freedom Trail Segway Tour (1 Hour)

    Glide along Boston's Freedom Trail on a Segway to see iconic landmarks in just one hour

    4.9 2.8K reviews
    $73/ person

    Boston Seafoodie Tour

    Taste iconic Boston seafood and explore the North End and waterfront

    4.9 285 reviews
    $169/ person

    Boston City View Bike Tour

    Ride through six Boston neighborhoods and top sights with a guide and gear included

    4.6 304 reviews
    $78/ person

    Cambridge Bike Tour of Harvard, MIT and the Charles River

    Experience Harvard, MIT, and riverfront paths by bike with an expert local guide

    4.6 304 reviews
    $78/ person

    Tour de Boston Family-Friendly Bike Tour

    Cycle scenic Charles River paths with a guide, perfect for families and newer riders

    4.6 304 reviews
    $78/ person

    Somerville Food Tour: 5 Bites in Union Square

    Taste five diverse bites in Union Square while exploring its vibrant history with a local guide

    4.8 60 reviews
    $85/ person

    Harvard Square Chocolate Tasting & History Tour

    Sample decadent treats and learn chocolate history while exploring historic Harvard Square.

    4.8 60 reviews
    $53/ person

    Harvard Square Donut Walking Tour

    Sample diverse donuts and a coffee pairing while exploring Harvard Square.

    4.8 60 reviews
    $53/ person

    Stories of Harvard Square Food Tour

    Sample Cambridge favorites and hear Harvard Square stories on a 2-hour walk

    4.8 60 reviews
    $95/ person

    Quincy Presidential Food Tour

    Savor Quincy's presidential history on a guided walk with all food included

    4.8 60 reviews
    $85/ person

    North End Neighborhood Private Food Tour

    Savor award-winning bites and rich history on a guided North End culinary walk

    4.8 482 reviews
    $133/ person

    Boston North End Food Tour

    Sample award-winning bites while exploring historic Little Italy

    4.8 482 reviews
    $105/ person

    North End and Market District Food Tour

    Taste award-winning bites across Boston's North End and Public Market in 3 1/2 hours.

    4.8 482 reviews
    $105/ person

    Behind the Scenes Director's Tour in Salem

    Enjoy a small-group, behind-the-scenes museum tour with expert docent and complimentary digital photos.

    4.9 2.2K reviews
    $21/ person

    Real Pirates Salem General Admission

    Explore the only authenticated pirate treasure and interactive exhibits

    4.9 2.2K reviews
    $18/ person

    Salem Witch Trials History Walking Tour

    See key Salem Witch Trials sites and haunted spots in just one hour

    4.9 174 reviews
    $21/ person

    Haunted Salem After Dark Walking Tour

    Explore Salem’s historic streets after dark and hear spine-tingling tales from a local guide.

    4.6 246 reviews
    $32/ person

    Private Winter Coastal Paddle

    Experience a calm private winter paddle with dry suits and an expert guide on sheltered New England waters

    5.0 43 reviews

    Ultimate VIP Animal Tour

    Interact with a wide range of animals on a private, keeper-led experience

    4.5 1.9K reviews
    $371/ person

    Boston Chinatown Culture and Cuisine Tour

    Taste traditional and modern Chinese dishes while exploring Boston's Chinatown.

    4.9 265 reviews
    $132/ person

    Local Gems of Boston's South End Food Experience

    Taste diverse dishes from beloved South End eateries while exploring Boston’s vibrant food scene.

    4.9 265 reviews
    $132/ person

    Boston TV and Movie Sites Bus Tour

    Take a guided bus tour to the sites of your favorite movies and TV shows filmed in Boston!

    4.7 38.1K reviews

    Boston Movie Mile Walking Tour

    Explore Boston Common and Beacon Hill film sites with insights from a local actor

    4.7 38.1K reviews
    $32/ person

    Boston Freedom Trail Walking Tour with Guide

    Immerse yourself in Boston's Freedom Trail chronicle with a small-group, storyteller-led walk.

    5.0 267 reviews
    $76/ person

    Historic Boston Harbor Sail with Landmark Views

    Sail an 80-foot classic schooner and admire Boston Harbor landmarks

    4.7 1.5K reviews
    $60/ person

    Boston Harbor Cruise: 90 Min Skyline & Landmarks

    Discover Boston’s skyline and historic landmarks on a relaxing 60–90 minute harbor cruise.

    4.7 1.5K reviews
    $41/ person

    Boston Sunset Cruise on 1920s Vintage Yacht

    Savor evening skyline views with light commentary and music aboard a classic 1920s-style yacht.

    4.7 1.5K reviews
    $48/ person

    Boston Harbor Brunch Cruise Aboard Northern Lights

    Savor a gourmet brunch and skyline views on a relaxed 2-hour cruise

    4.7 1.5K reviews
    $57/ person

    Boston Harbor Sunset Sail on Schooner Adirondack

    Savor a 2-hour sunset cruise past Boston Harbor landmarks aboard an elegant 80-foot schooner

    4.7 1.5K reviews
    $100/ person

    Boston History Harbor Tour Aboard Yacht Patriot

    Experience a 1.5-hour narrated cruise of Boston Harbor’s historic sights aboard the intimate Yacht Patriot.

    4.7 1.5K reviews
    $41/ person

    Boston Sunset Cruise with USS Constitution Cannon Fire

    Catch golden hour on Boston Harbor and witness the USS Constitution cannon fire at sunset

    4.7 1.5K reviews
    $61/ person

    Explore the Charms of Brookline

    Brookline is a vibrant town where historic charm meets modern allure, offering visitors an array of experiences that feel both timeless and fresh. Stroll through its tree-lined streets, where sunlight filters through lush canopies, casting dappled shadows on beautifully preserved Victorian homes. The town’s proximity to Boston provides easy access to urban adventures while maintaining its own unique character with local boutiques, quaint cafes, and an inviting community atmosphere.

    For those looking to immerse themselves in culture and history, a visit to the John F. Kennedy National Historic Site offers a glimpse into the early life of America’s 35th president. Art enthusiasts will appreciate the nearby Museum of Fine Arts or can explore contemporary exhibits at local galleries scattered throughout Brookline Village. As seasons change, so do the activities; from enjoying summer concerts at Larz Anderson Park with panoramic views of Boston's skyline to savoring autumn walks along forested trails in Olmsted Park.

    Culinary delights await around every corner—whether you’re sampling global flavors at Coolidge Corner or indulging in farm-to-table dining experiences that highlight New England's bounty. In winter months, cozy up with a hot chocolate from one of many artisanal coffee shops before catching an indie film at the historic Coolidge Corner Theatre. With its blend of cultural richness and small-town warmth, Brookline invites exploration and promises memories as enduring as its storied past.

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