Family events in Westfield, MA

● Listings verified — Wednesday, September 30 · every listing checked against its source by our Westfield editors

Family events this week

18 picks that work with kids in tow. All events →

Wednesday, September 30 5 events
  • 10:30am

    Music for Munchkins

    Palmer Public Library, 1455 N Main St, Palmer · verified Sep 27
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    Music for Munchkins welcomes babies, toddlers, preschoolers, and their grown-ups for a relaxed 30-minute session of beloved children's songs. This is a drop-in program, and no registration is required.

    Event website ↗
  • 4pm

    Boom Club

    High Five Books, 29 N Maple St, Florence
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    At High Five Books, this eight week science club invites kids to investigate how explosions work without using fire. Participants explore volcanoes, learn about the chemistry behind fireworks, and delve into related topics over the course of the program.

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  • 5pm

    Cruise Night at the Knights

    Enfield, Enfield · verified Sep 27
    Free

    Car lovers gather for a weekly cruise night at the Knights of Columbus in Enfield. There is no admission charge, and any car is welcome to participate. Food and drinks are available.

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  • 6pm

    The Star Drive-In Cruise Night

    Metro Center, Metro Center · verified Sep 27
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    Founding Fathers Car Club presents a weekly cruise night at The Star Drive-In, featuring live music by Joe Mac and a 50/50 raffle benefiting the Plymouth Veterans.

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  • 6pm

    Game Night

    Great Awakening Brewing Company, 77 Mill St, Westfield · verified Sep 27
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    At Great Awakening Brewing, a roomy taproom and brewery set the scene for an evening of games, draft craft beer, and fresh fare. Friends and families can settle in to play from a broad selection of games while enjoying beers on draft and food from the taproom. Located inside Westfield’s historic Mill at Crane Pond in scenic Western Massachusetts, the space also features views of the Little River dam.

    Event website ↗
Thursday, October 1 2 events
  • 3:30pm

    The Babysitters Club

    High Five Books, 29 N Maple St, Florence
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    High Five Books hosts an afterschool club inspired by the Babysitters Club series, created for responsible, creative kids who want to build real caregiving skills in a fun, story-centered way. It is open to ages 7–11, with ages 12 and up taking part as CITs. Participants will explore the world of Kristy, Claudia, Mary Anne, and friends through reading, conversation, and hands-on activities that strengthen confidence and compassion. The club also celebrates three new BSC releases arriving this fall, including The Super Special Graphic Novel. Every registration includes a brand-new Babysitters Club book so each participant can continue the adventure at home.

    Event website ↗
  • 3:30pm

    YA Online Gaming Club

    Hubbard Memorial Library, 24 Center St, Ludlow · verified Sep 27
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    This drop-in session offers casual gaming at the library. Bring your own device or use a library computer, noting that availability is limited and handled on a first come, first served basis. Play your favorite game or explore Minecraft with either a library-provided account or your own.

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Friday, October 2 1 event
  • 10am

    New Harvest with the Crows

    The Big E, Springfield, Massachusetts, 1305 Memorial Ave, West Springfield · verified Sep 27
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    A lively start to the day awaits at The Big E in Springfield, Massachusetts, with a return that brings sister groups flying in for performances and a ride on the train. Further details will be announced.

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Saturday, October 3 6 events
  • 9:30am

    Annual Fall Cleanup

    East End Park, Winsted · verified Sep 27
    Free

    Organized by the Winchester Conservation Commission in partnership with Friends of Main Street Winsted, this community cleanup at East End Park focuses on removing litter along Winsted streets to keep public spaces clean, support clear water flow, and protect native plants and wildlife. Meet under the tent at the park to pick up vests, litter grabbers, gloves, and trash bags, or bring your own if preferred. A centrally located dump truck will be available for easy drop off of filled bags, and maps of town sections will be provided so teams can cover as much ground as possible. Pizza from several local restaurants will be served. A rain date is planned.

    Event website ↗
  • 10am

    Car Show

    Oregon Sportsmen's Club, 610 Lombard Rd, Chicopee · verified Sep 25
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    A car show raising funds for Shriners Children's Hospital New England. Money raised during the event supports the local hospital.

    Event website ↗
  • 12pm

    Easthampton Porchfest 2026

    Easthampton, Massachusetts, 111 Union St, Easthampton · verified Sep 27
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    Returning for its fourth year, this citywide Porchfest brings neighbors and musicians together for a day of free concerts on front porches and lawns throughout Easthampton, Massachusetts. More than 25 locations in the New City, Maple/Cottage, Mt Tom and Park District neighborhoods will host performances, with over 65 acts performing at multiple private sites around town. Performer submissions are closed. To support the growing footprint, organizers are introducing a Neighborhood Captain volunteer role, serving as the primary point of contact for performers and hosts within each area as preparations move forward. This celebration is supported by the Easthampton Cultural Council, a local council of the Mass Cultural Council, along with contributions from community members, and is organized by the Porchfest Organizing Team, Felicia, Steve, and Rusty.

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  • 1pm

    Laugh Riot

    Restoration City Church, 359 Plainfield St, Springfield · verified Sep 27
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    Support Love Riot with clean, PG comedy at Restoration City Church. Tickets are $30. Food and refreshments will be available for purchase, and the program also features raffles and auctions. For information about tickets, donations, or sponsorships, contact Filomena at (413) 558-1444.

    Event website ↗
  • 1pm

    Save the Date Night Fall 2026

    Elizabeth Park, Hartford CT, 134 Walbridge Rd, West Hartford · verified Sep 27
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    Elizabeth Park hosts the return of this annual production, unveiling a new show and a refreshed vibe for 2026. Alongside the performance, the plan includes a park cleanup, engaging activities, and hands on art projects, with more information to come.

    Event website ↗
  • 4pm

    Art Walk

    Eastworks, 116 Pleasant St, Easthampton · verified Sep 27
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    Eastworks comes alive during Easthampton’s Art Walk, with artists opening their studios, galleries presenting new exhibitions, and opportunities for dining, shopping, and hands-on crafts throughout the building. On-site parking is free, and elevators provide access to every level. Organized by Easthampton City Arts, the program includes a citywide lineup and map available through the organization.

    Event website ↗
Sunday, October 4 2 events
  • 10am

    MILLTOWN presents 5th Annual rumble at the park.( Pulaski park).

    Three Rivers · verified Sep 27
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    Presented by MILLTOWN at Pulaski Park, this long-running rumble brings together 1972 and earlier rods, kustoms, vans, bikes, stockers, race cars, and hot rods. Live bands perform throughout the day, and the grounds feature beer, booze, food, and vendors. The gathering began in Worcester, Massachusetts, and has spent the last five years at its current Pulaski Park location, marking the seventeenth edition overall.

    Event website ↗
  • 10am

    14th Annual Run Stanley with Stroll & Roll

    Frank Stanley Beveridge Memorial Wildlife Sanctuary, 400 Western Ave, Westfield · verified Sep 27
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    Now in its 14th year, Run Stanley welcomes participants of all ages and abilities with a mix of activities for people and pups. The day features a classic 5K alongside a fully accessible 1 mile Stroll and Roll, a kid focused Munchkin Run, and a K9 run or walk. The school with the highest Munchkin Run turnout earns the Stanley Cup School Spirit Trophy. Proceeds support the care and upkeep of the Frank Stanley Beveridge Wildlife Sanctuary, Stanley Park, and its accessible pathways. Race day begins with late registration and T shirt and bib pickup at the Children’s Pavilion, followed by a kids warmup, the Munchkin Run, the K9 5K, the Stroll and Roll, and the 5K run or walk. The event brings together runners, walkers, hikers, dog owners, and nature lovers who care about Stanley Park.

    Event website ↗
Monday, October 5 1 event
Tuesday, October 6 1 event
  • 3:30pm

    Critter Club

    High Five Books, 29 N Maple St, Florence · verified Sep 27
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    Children who love animals can explore practical pet care at Critter Club. Through interactive activities, participants build real skills and meet live animal guests that make the learning hands on. Hosted at High Five Books.

    Event website ↗

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