Greenway Artisan Market — Saturday
Local makers and artisans gather at the Rose Kennedy Greenway for the Greenway Artisan Market, featuring art, jewelry, handmade goods, and food trucks every weekend. Free to attend, this outdoor market offers a casual, artsy backdrop in downtown Boston near State Street and Atlantic Avenue.
Boston Open Market
Browse 55+ local artists and makers at the Boston Open Market on Boylston Street near the Boston Public Garden. Discover original artwork, jewelry, ceramics, and handmade goods at this casual, family-friendly outdoor market with free admission.
Beach Campfire & Hot Chocolate
An informal outdoor gathering on the Boston University campus featuring a beach-style campfire and hot chocolate. A cozy, family-friendly evening to mingle with friends and fellow students under the open sky, enjoy cocoa, and relax around the fire.
New England Revolution vs. Charlotte FC
MLS action as the New England Revolution host Charlotte FC at Gillette Stadium in Boston. Expect high-tempo soccer, a lively crowd, and a premier-match atmosphere at one of the Northeast's iconic stadiums.
Nantucket Vineyard Wine Run 5k
Join the Nantucket Vineyard Wine Run 5k for a scenic outdoor race near Boston on May 3, 2026. Run a fast 5k through vineyard surroundings, then enjoy post-race wine tastings. A festive, adults-focused event that blends sport with social tasting.
Providence Rhode Races
Join the Providence Rhode Races in the Boston area on May 3, 2026, starting at 8:00 AM. This friendly road race welcomes runners of all levels for a crisp morning challenge, with organized routes, timing, and a motivating finish-line atmosphere.
Cape Cod Trail Race
Run the Cape Cod Trail Race near Boston on May 3, 2026 at 8:00 AM, and tackle scenic coastal and forest trails. An outdoors-loving event with supportive runners and aid stations, it’s perfect for adventurous adults seeking a memorable trail-running challenge.
Cinco De Miles 5k
Join the Cinco De Miles 5k in the Boston area on May 3, 2026. This welcoming, community-focused 5k invites runners of all levels to enjoy a fast, scenic course and post-race festivities in a friendly, neighborhood setting.
Spring Into Action 5k
Kick off spring with the Spring Into Action 5k in the Boston area, starting at 8:00 AM. This community race welcomes runners of all levels and showcases the local streets with an energetic, family-friendly vibe. Expect a friendly post-race atmosphere and the chance to support local sponsors.
Run Through the Pines Half Marathon & 5K
Join the Run Through the Pines Half Marathon & 5K, a scenic Boston-area road race offering two popular distances. Runners start at 8:00 AM on May 3, 2026, with routes through wooded pines and urban streets. A well-organized event that appeals to serious runners and casual fitness enthusiasts alike.
Race Cancer Foundation Charles River Marathon
A Boston-area charity marathon supporting the Race Cancer Foundation along the Charles River. Runners raise funds on race day with community cheer, sponsor opportunities, and a post-race expo.
Emma's Run
Emma's Run is a community running event in the Boston area, kicking off at 8:00 AM on May 3, 2026. This outdoor 5K welcomes runners of all levels to participate, support a local cause, and enjoy a lively race day with volunteers and supporters along a friendly course.
Boston Legacy FC vs. Denver Summit
Boston Legacy FC vs Denver Summit at Gillette Stadium in Foxborough, MA delivers a professional football clash with high-paced action, tactical plays, and a lively crowd in a classic New England setting.
The Kid LAROI at Leader Bank Pavilion
Premium box seats for The Kid LAROI at Leader Bank Pavilion in Boston on May 5, 2026 at 7:30 PM. A high-energy pop show in an outdoor venue, offering intimate views from exclusive boxes and a set of chart-topping hits.
The Kid LAROI - A Perfect World Tour
Australian pop-rapper The Kid LAROI headlines the A Perfect World Tour at Leader Bank Pavilion in Boston. Doors open 6:30pm, showtime 7:30pm. Rain-or-shine outdoor concert with supporting acts subject to change, delivering high-energy pop with crowd-pleasing hooks.
Open Mic - Kickoff Celebration at Copley
Kick off a Boston concert series with an open mic night at Copley Square. The event invites local performers, including a featured Berklee artist, to take the stage in a casual downtown setting. Spectators can enjoy varied acts for free under the evening sky.
Watercolor Painting Workshop at LoPresti Park
Join a free watercolor painting workshop in LoPresti Park. Learn basic watercolor techniques in a casual, park-side session with artist-guided instruction, perfect for beginners and families exploring art outdoors in Boston.
Kendall Square Farmers Market
A weekly outdoor market in Kendall Square, Cambridge, offering fresh produce and local foods from neighborhood vendors. SNAP/EBT accepted; a casual, family-friendly stroll through the innovation district.
Intermediate Hike: Mt. Moosilauke
An intermediate outdoor hike led by Boston University, tackling Mt. Moosilauke. Expect a moderate climb, forested trails, and rewarding summit vistas with fellow students and staff.
Baseball vs. Stony Brook
Cheer on Northeastern as they host Stony Brook at Friedman Diamond, Parsons Field in Boston. An outdoor college baseball showdown with student crowds, husky spirit, and a lively game-day atmosphere.
Barns & Blooms Half Marathon
The Barns & Blooms Half Marathon in the Boston area kicks off at 8:00 AM on May 9. A scenic road race winding through urban and suburban landscapes with supportive crews along the course, inviting serious runners and weekend enthusiasts alike.
PorchFest 2026
PorchFest 2026 brings live porch-side performances across Somerville, with local musicians turning porches, yards, and driveways into intimate outdoor stages. A casual, family-friendly festival that invites neighbors to park-hop and enjoy free, accessible music in a charming residential setting near Boston.
Boston Open Market
Outdoor craft-market at Boston Public Garden's Boylston Street Entrance featuring 55+ local artisans selling handmade jewelry, art, ceramics and textiles. Free to attend and family-friendly.
New England Revolution vs. Philadelphia Union
MLS rivalry match: New England Revolution vs Philadelphia Union at Gillette Stadium in Boston. Two premier teams collide under evening lights, with high-intensity attacks, buzzing fans, and traditional chants in a stadium known for its electric game-day atmosphere.
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