This weekend in Brookline, MA

Starting and finishing at Medford City Hall, this annual event features 5-mile and 5K races along with a 2-mile walk. The route highlights the city’s center and welcomes every pace, from seasoned runners to weekend joggers. Look forward to a festive post-race celebration and strong community support throughout the experience.

Beyond Sound 2026 is an in-person NF2 workshop focused on communication strategies and resources for living with hearing loss. The program covers NF2 updates and offers opportunities to connect with others in the NF2 community.

Union Square Main Streets brings together more than 60 local food producers for the 22nd annual farmers market, a community gathering focused on fresh, regional food. Browse a wide selection that includes seasonal fruits and vegetables, proteins, freshly baked bread, jams, hot sauces, pickles and more. Enjoy ready-to-eat food and drinks while you explore the stalls, meet growers and makers, and connect with community organizations. Recognized as the Best Farmers Market in Somerville by readers of The Somerville Times, the market also offers SNAP matching in partnership with the City of Somerville and the Somerville Farmers Market Coalition, with acceptance varying by vendor.

At Perry Park Somerville, this fitness class blends resistance and balance training with yoga, shadow boxing, and a mix of stretching for a complete workout. Sessions begin with a dynamic warm up, move into a circuit style main workout, and finish with a cool down paired with post workout stretching. Participants receive structured guidance on exercise technique and movement modifications to help ensure safety and effectiveness. The class is designed for all ages and fitness levels.

Created for adult newcomers, this friendly class strengthens rhythm, footwork, posture, coordination, body control, confidence, and core Latin dance fundamentals. No prior dance background or partner is needed. Lessons focus on Cha Cha foundations, including essential patterns and timing, smooth weight shifts, lock steps, mindful footwork, whole-body coordination, and simple combinations, all introduced one step at a time.

The Waltham Farmers' Market brings together more than 35 vendors each week with a broad selection that includes fruits, vegetables, mushrooms, meat, dairy, seafood, baked goods, coffee, and more. It takes place rain or shine in the former Elks parking lot, offering a convenient spot to browse a wide range of fresh foods and specialty items in one visit.

Settle in by the Mystic River for a free outdoor yoga session that focuses on relaxation and renewal. The class is led by YogaSix and supported by Mass General Brigham Health Plan. Bring your own yoga mat and a water bottle. Weekly registration is required to attend. If bad weather is expected, participants will be notified of any cancellation the night before. Mass General Brigham Health Plan partners with this series to promote well-being through mindful movement, noting that yoga can help ease pain such as headaches, carpal tunnel, neck and shoulder strain, and arthritis.

The Boston H.O.G. chapter hosts a monthly business meeting at Boston Harley-Davidson. Attendees can connect with fellow riders over coffee before the meeting, then hear about upcoming rides and events, chapter news, and ways to get involved. New members and guests are welcome, and any Chapter Officer can answer questions.

The Barbie Truck brings the Original Icon Tour to Assembly Row, offering exclusive items available only on the tour. Look for the truck across from the AMC Theaters near Loft.

The Recovery Softball Tournament brings teams together at Glendale Park for a friendly competition on the diamond. Mark the calendar, and enter a team at any time.

This hands-on workshop introduces the essentials of kiln-fired enameling, showing how to fuse glass powder to metal to create jewelry. Participants will design pendants and earrings while learning safe operation of a kiln at about 1500 degrees. Instruction covers applying enamel by dry sifting color onto copper, using stencils and decals, trying sgraffito by scratching through a top layer to reveal the color beneath, and painting with enamels. Participants will work on several pieces to take home, and no prior jewelry experience is required. The class is taught by Juliet Cocca and Beth McGavock. Tuition is $250 plus a $45 materials fee.

Prospect Hill Tower offers casual drop in chats through History Unlocked, part of History on the Line, a lineup of exhibitions and programs from the Somerville Museum. On select dates, the Powder House, Milk Row Cemetery, and Prospect Hill Tower provide public access for friendly, history focused conversations. The series receives support from the Massachusetts Office of Travel and Tourism’s MA250 initiative and the City of Somerville.

A casual walk and run pairs croissants and matcha with time on the move. Organized by the AAPI 5K to raise funds for local AAPI nonprofits, it welcomes every pace and keeps things simple. Participation is limited to 100 runners. There are no medals or shirts, only miles and a friendly atmosphere. A registration fee helps cover event expenses and supports Asian small businesses.

Complimentary burgers and hot dogs will be served, and donations are welcome to benefit the Boston H.O.G Chapter.

Berserk brings a family-friendly celebration of Norse culture with staged battles, hands-on crafts, music, and hearty Nordic fare. Two rival Viking camps set up on the lawn, where visitors can see historical tools, try traditional games, and watch combat demonstrations that build toward a dramatic final clash between the camps. Activities invite participation for every age group. Test your strength with a stone lifting challenge hosted by the New England Stone Lifters, practice basic warrior skills, and explore daily life inside the encampments. Younger participants can craft messages in runes, try simple weaving, and meet costumed Vikings to learn about gear and legend. Food and treats round out the experience. Inside Kaffestugan, find warm waffles, sandwiches, Nordic breads, prepared foods, candies, and other Scandinavian goods. Outdoors, Gunner’s Icelandic Hot Dogs serves the classic topped with crispy onions, sweet brown mustard, remoulade, and more. Tickets are available with tiered pricing. Adults are $20 in advance and $25 on the day, and children 12 and under are $10 in advance and $15 on the day.

Celebrate the season at a Thai-themed market set in Harvard Square.

Set out along the Rose Kennedy Greenway for a lively open-air market that celebrates local creativity. More than 50 artists, makers, stylists, and independent designers present distinctive goods and one-of-a-kind finds. Browse at your own pace, support small businesses and local creators, and enjoy the fresh air and historic Boston atmosphere while you discover new favorites.

Take a guided stroll around Jamaica Pond with the Jamaica Plain Historical Society. Discover how this area shifted from an enclave of Boston’s elite to an industrious site where ice was harvested each winter. Hear stories of prominent neighbors such as Francis Parkman and James Michael Curley, and follow the landscape’s journey from private estates and warehouses to the public park enjoyed today. The walk is free and typically lasts 60 to 90 minutes. No reservations are required. Meet the guide at the bandstand. Tours may be canceled in case of heavy rain or if the City issues an excessive heat warning. If you cannot attend in person, an online version is available to take anytime.

The Weekend BBQ sets up in front of the Huron Ave shop with in-person service, and it also accepts pre-orders for pickup at the South End Boston and Kendall Square Cambridge locations. Menu details and ordering are available online, and pre-orders require a minimum of $50.

CACHE presents an annual festival of the arts, the Mystic River Celebration. The event features live music, dance, poetry, artisan vendors, food, activities for kids, and more.

Milton Porchfest returns with an afternoon of live music shared across neighborhood porches, yards, and driveways. Celebrated as the fourth-oldest Porchfest tradition in Massachusetts, this year marks the 10th anniversary since its founding and the ninth edition following a pause in 2020. Attendees stroll from set to set, enjoying a wide range of performers at pop-up stages, often bringing friends, family, and a lawn chair for easy listening. The music carries on rain or shine. If the weather turns, hosts move performances under cover into porches, tents, or open garages, so bringing a poncho or umbrella can be helpful. Several local food vendors will be serving throughout the day, and public portable restrooms will be available at Shields Park. This is a grassroots, community-funded celebration that does not accept corporate sponsorships. Official Milton Porchfest T-shirts, priced at $20, help sustain the festival and will be sold by volunteer street teams in local spots ahead of time as well as at main merchandise tables during the event. The familiar neighborhood layout returns, and an interactive schedule, performer lineup, and downloadable maps will be shared online as the day approaches.

The NESFA Library is open to the public during Library Hours. Members may check out or return books, magazines, audiobooks, and DVDs, and everyone can browse more than 20,000 items, read on site, or chat with others. There are also video showings at the Clubhouse after Library Hours, and separate events will be posted for those. Membership costs $24 per year and is open to anyone.

Celebrate the delightfully absurd at Wallystock, a playful, anything-but-ordinary festival filled with gleeful chaos. Admission is free. Improper attire is required, and the more outrageous the outfit, the better. It is a potluck gathering, so bring a favorite dish to share, and it is also BYOB. Expect an unconventional soundtrack of eclectic music and a participatory, creative atmosphere that turns the crowd into a living canvas where every kind of character fits right in. The experience blends laughter, quirky tunes, and memorable moments from start to finish.

The Book and Board - Comics and Gaming hosts casual Commander play on Saturdays, with some Sundays included, offering free games for participants. A Wizards account is required to take part, and attendance is limited to 12 players. Promo cards are available while supplies last, and pre-registration can be completed through the Magic Companion app.

This Boston walk and community day at Franklin Park Zoo, presented by the Immune Deficiency Foundation, brings people together to support those who cannot face immune challenges alone. The fundraiser focuses on improving life for immunocompromised individuals and their families by advancing research, strengthening advocacy, and expanding helpful resources. National sponsors are CSL Behring, Grifols, Amgen Rare Disease, ADMA Biologics, Pharming, Kedrion BioPharma, CVS Specialty, GC Biopharma, and Pfizer. Local sponsors are Chiesi Global Rare Diseases, Promptcare, CarePartners Specialty Infusion, Vital Care of Cambridge, and Haemonetics.

Turn a night out into a story you play through with a Dungeons & Dragons–inspired tavern crawl that is fully interactive and driven by a shared narrative. Over roughly two hours, your party travels to four themed stops where live performers portray Guild members who need help. You will tackle brainteasers, make weighty choices, forge alliances, face consequences, and revel in a bit of chaos. Teams head out in waves every 20 minutes. Each group begins with character cards and a single‑use class ability, then meets new characters at each location who present provocative dilemmas. Expect to sip potions, debate big ideas, and maybe even meet an untimely end… although that might not be the last word. No prior experience with Dungeons or Dragons is required, the rules stay light, and the focus is on lively fun. Choose a role that suits your style, from magic users and melee bruisers to sneaks, nature guides, inventive tinkerers, charismatic performers, healers, and spiritual adepts. The adventure is built by award‑winning game and puzzle creators with real production backgrounds at places like Disney and WB Games. Costumes are encouraged, dice are welcome, and space is limited for each start time.

This anime and animation event begins with a discussion and then continues with screenings. Attendees can look forward to a conversation first, followed by viewing.

Ray LaMontagne brings the Trouble 20th Anniversary Tour to Leader Bank Pavilion, celebrating 20 years of Trouble. The event will proceed in any weather, and the supporting lineup may change without advance notice. Ticket options include a public onsale and multiple presales, including those from the artist, Live Nation, Ticketmaster, the venue, Spotify, Citi cardmember preferred, and Official Platinum.

William Beckmann brings a modern country sound shaped by classic influences, pairing polish with old-school spirit. Raised in Del Rio, Texas, he absorbed everything from classic country, pop, and rock to mariachi, drawing inspiration from Johnny Cash, Elvis Presley, Roy Orbison, Frank Sinatra, the Eagles, Tom Petty, Bob Dylan, George Strait, and the traditional Mexican music of his bilingual heritage. Known for a smooth, resonant baritone with easy vibrato, he first built momentum on the Texas touring circuit before unveiling his major-label debut, Whiskey Lies & Alibis. The album leans into baritone guitars and pedal steel alongside his powerful low register, evoking wide-open desert solitude and the lively thrum of a honky-tonk, with stories rooted in heartbreak. He co-wrote eight of the record’s twelve tracks with Jessie Jo Dillon, Jesse Frasure, and Rhett Akins, crafting a signature that salutes the past while pushing the genre ahead. After averaging more than a hundred shows a year since 2022, he returns to the road with a clear purpose to uphold country’s core values and carry them forward.

Presented in affiliation with the New England Jazz Collaborative, this performance features Francisco Mela on drums, Benito Gonzalez on piano, and Santi Debriano on bass, with special guest George Garzone on saxophone. Tickets are priced from $25 to $35, and the event welcomes all ages. Seating is determined by the date of purchase, while same-day door sales are seated first come, first served at any available tables. Parties of more than eight should arrange a group package by emailing regattabar@charleshotel.com or calling 617-661-5099.

See Kumar Biswajit live in Boston as he presents an evening of soulful vocals, time-honored melodies, and moments that linger well beyond the final song. With Bengali music in the spotlight, the concert blends nostalgia with musical flair for a warm, memorable night. The performance is at Winchester High School.

Otis Grove returns to Lizard Lounge for its first show of the fall at a cozy basement venue. The last performance sold out, so securing tickets in advance is encouraged. Tickets are $20 in advance and $25 at the door.

Presented by MassConcerts, Squirrel Flower performs at the Crystal Ballroom at Somerville Theatre with youbet also on the bill. An artist presale and a public on-sale are listed for this show.

Malcolm Todd brings the Do That Again Tour to MGM Music Hall at Fenway for an all ages show. Supporting performers may change. For entry, bags must be no larger than 12 by 6 by 12 inches, and security will check all bags. Lighters are not permitted. In accordance with city of Boston rules, there is no smoking or vaping, and anyone who does so will be removed from the event immediately. If you need to carry medication, bring proof of prescription. The list of prohibited items may be updated at the discretion of venue management. Ticket access includes a public on sale, artist and Live Nation presales, and VIP packages with presale and general release windows.

Arab Legends from Mazzika Orchestra celebrates the great voices and melodies of Arabic music, honoring songs that have lasted across generations and continue to resonate with audiences around the world. Lush orchestral arrangements refresh treasured classics while staying true to their roots, shaping an atmosphere filled with elegance and nostalgia. With standout soloists, a powerful choir, and accomplished instrumentalists, the performance blends tradition with a contemporary feel. Listeners are invited to sing along, connect with the emotion behind each piece, and share in a collective musical journey. The concert is presented under the artistic direction of Amal Guermazi.

The tenth annual Commonwealth Pen Show brings two days of pen-focused activity to the Somerville Armory in Somerville, MA. Centered on fountain pens, pen collecting, and pen and ink, it offers a friendly setting to connect with fellow enthusiasts. Neil’s Pens is participating.

Boston Road Runners will be on the start line for the Hispanic & Latino Half Marathon and 5K. Half marathon finishers take home a medal and can refuel with a burrito from Felipe's Taqueria, while the 5K emphasizes community and music with a burrito from Felipe's Taqueria for participants.

At Castle Island, this walk supports research with an event village to start, followed by a ceremony before participants set off on a three-mile route. The course accommodates wheelchairs and strollers, and dogs are allowed. Registration and donations are available.

Paddy’s Cambridge Classic 5K returns, with opportunities to run or walk and for supporters to cheer along the course. The event centers on participation and encouragement for everyone involved.

Bring sunscreen and take part in a 45 minute, all levels bodyweight class that builds usable strength, mobility, and coordination. It is suited to activities like climbing, hiking, and general training, or simply to help you feel better in your body. If the weather is poor, registered participants will receive a Zoom link by email. For the latest weather updates, check @wellnessblueprint on Instagram.

Set along the Rose Kennedy Greenway, this open-air market highlights local creativity and talent. More than 50 vendors, including artists, makers, stylists, and independent designers, present distinctive goods and unique finds. Visitors can shop small, support local creators, and enjoy the fresh air and historic Boston atmosphere while discovering new favorites.

A live Dungeons & Dragons adventure unfolds under game master Tess Dion, as a cast of comedians takes on a single-session quest set in a Cambridge where everyday life conceals a hidden realm of magic. Expect big laughs, daring choices, and close calls as they try to sidestep disaster. Audience members may get chances to offer polite or funny advice, or simply relax with a beverage and a snack while watching the story play out. Featuring Tess Dion alongside special guests, with moments of audience participation. Note: this is mostly kid-friendly but includes some swearing and other PG-13 content.

Presented by the New England Educational Beauty Association, this showcase spotlights Boston’s hairstyling talent with fresh looks, trend-forward techniques, and imaginative artistry presented live on stage. The program includes stylist demonstrations, recognition of outstanding small business owners, a NEEBA sweepstakes, and networking with professionals across the beauty industry. Dinner is provided, and attendees are encouraged to look their best. Created for hairstylists, beauty enthusiasts, students, entrepreneurs, and industry professionals, this celebration of hair fashion takes place at the William E. Reed Auditorium.

Compete in a weekly three round Magic event at The Book and Board. Entry is $10 and the event is capped at 16 players. Earn a Play Booster for each round you win, and the top finisher each week also receives a Wood Elves promo. Every participant gets a Magic promo pack while supplies last. Some weeks focus on Wood Elves promos, and one listed week is reserved for a Reality Fracture prerelease instead of Standard. A valid Wizards account is required to take part.

A fall themed modern calligraphy workshop from Sip & Script is set at Mahoney’s Garden Center in Brighton, tailored for beginners and creative enthusiasts. Learn the fundamentals of writing with a pointed dip pen and ink through clear instruction and demonstrations, then put those skills to work on festive projects like pumpkins for the front door, accents for a bar cart, or a Halloween party hostess or special occasion gift. The class includes 1.5 hours of guided practice, a take-home beginner kit with two nibs, a pot of black ink, two letter guides, tracing paper, a straight pen holder, and all materials to write on. A mini pumpkin will be provided for lettering at the end of the session, and a non-alcoholic drink is included with each ticket. Left-handed writers are welcome.

Take a walking food tour through Harvard Square focused on crispy french fries, paired with non-alcoholic beverages chosen to complement each bite. Along the route, hear entertaining tales about the 20th century’s French Fry Wars and memorable pieces of Harvard Square history. The area is known for exceptional fries, making this a playful outing for fry fans of all ages. This experience is not gluten-free. Tickets are required and can be purchased on the organizer’s website, and it is presented by a small, local business.

Enjoy outdoor West Coast Swing on the river docks behind the Hatch Shell at a collaborative gathering that keeps the dancing vibe alive in a beautiful waterfront setting. Music plays through a speaker setup while a rotating team of DJs and instructors shapes the experience. A beginner friendly lesson takes place alongside open social dancing, with a portion of the dock set aside for newcomers. Attendees are welcome to bring friends and food for a relaxed time by the water.

When Chai Met Toast brings the Joy of Little Things Tour to The Sinclair for an all-ages concert. Each ticket contributes $0.25 to The Shout Syndicate, a volunteer-run Boston initiative that raises funds for youth-led arts programming at established nonprofit creative youth development organizations across Greater Boston. The Shout Syndicate is housed at The Boston Foundation and collaborates with the Mayor's Office of Arts & Culture through the Boston Creates plan.

Boy Harsher performs at Royale with Choir Boy and Evanora Unlimited. This event is for ages 18 and up. For every ticket sold, 25 cents supports The Shout Syndicate, a volunteer-run, Boston-based initiative that funds youth-led arts programs through established non-profit creative youth development organizations in Greater Boston. The effort is housed at The Boston Foundation and collaborates with the Mayor’s Office of Arts & Culture through the Boston Creates plan.