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.
Master folding techniques and enjoy your own dumplings in a fun 2-hour cooking session.
Capture stunning images while exploring Back Bay, the Public Garden, and Beacon Hill with expert photo tips
Immerse yourself in Boston's Freedom Trail chronicle with a small-group, storyteller-led walk.
Discover Boston’s skyline and historic landmarks on a relaxing 60–90 minute harbor cruise.
Sail an 80-foot classic schooner and admire Boston Harbor landmarks
Savor evening skyline views with light commentary and music aboard a classic 1920s-style yacht.
Glide on electric scooters through historic Boston and innovative Cambridge with lunch and photos included
Glide along Boston's Freedom Trail on a Segway to see iconic landmarks in just one hour
Cover Boston's key landmarks, skyline views, and Freedom Trail sites effortlessly on a fun Segway ride
Cover Boston's top historic sites on an easy electric scooter, guided and photo-ready in only an hour.
Sample decadent treats and learn chocolate history while exploring historic Harvard Square.
Taste five diverse bites in Union Square while exploring its vibrant history with a local guide
Discover Colonial-era Lexington on a 90-minute guided trolley ride led by costumed historians.
Enjoy a small-group, behind-the-scenes museum tour with expert docent and complimentary digital photos.
Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.
Explore Salem’s historic streets after dark and hear spine-tingling tales from a local guide.
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.