Family events in Milford, CT

The PoCoFest is back in 2026, and it is a free, family-friendly festival with plenty to do. Enjoy a car and bike show, carnival rides, food, live entertainment, and more. Please note that smoking and vaping are not allowed on the grounds, and pets are also not permitted.

Weather permitting, this cruise features prize drawings, a 50/50 raffle, music, and awards including Best in Cruise. Vehicles from model year 2006 and earlier are eligible, and there is a designated section for specialty vehicles.

Children’s Day is a long-standing community tradition that offers a free day of play for kids and families. The celebration features games, activities, entertainment, food, prizes, and fireworks, all centered on the joy of childhood. Powered by volunteers, local organizations, businesses, and generous supporters, it brings people together, strengthens community connections, and builds traditions children anticipate year after year. The goal is simple. Create a safe, inclusive, and magical experience where every child feels celebrated and where families make lasting memories.

Enjoy a family friendly outing in New Haven with food, arcade games, and plenty of fun for all ages. Every child must be accompanied by a parent or legal guardian. Barcade will donate a portion of token sales from this event to Gamers Outreach, a charity that brings recreation to children in hospitals through video games and the gaming community.

Lace up your skates for an open skate session at the Milford Ice Pavillion. This is a drop-in style time to skate during the scheduled hours.

Explore the Beinecke Library through an introductory tour guided by a staff member or student. In about 45 minutes, the tour shares the library’s mission, history, notable architecture, core collections, and available services. No reservation is necessary. For visitor details and planning information, consult the library’s website. The ground floor and mezzanine exhibition spaces are free and open to the public every day, and the website offers current hours, information on exhibitions, and options to explore the library online.

Casper Smoothie Bar is celebrating its first year in business with a community gathering that looks back on a year of learning, resilience, and growth, and expresses gratitude to the customers who helped make it possible. Attendees can enjoy food, cake, games, raffles, and family friendly activities. Special giveaways will recognize a Loyalty Card winner, a first year celebration winner, and a Zumba or Pilates winner. To mark the milestone, there will be $3 off any smoothie or beverage and $2 off any Power Bowl. The celebration is open to all.

This family oriented event in New Haven offers food, arcade games, and fun for all ages. A parent or legal guardian is required to accompany children. Barcade is giving a share of 2026 Family Day token proceeds to Gamers Outreach, a nonprofit that brings recreation to children in hospitals through video games and the gaming community.

Celebrate Puerto Rican culture at the Puerto Rican Festival of New Haven. Expect a lively mix of food trucks, family-friendly activities, arts and crafts, and live music for a great day on the New Haven Green.

A free beachfront concert at the Walnut Beach Pavilion offers shoreline views and a relaxed summer vibe by the water. Bring a beach chair and settle in with family and friends as Remember September performs. The Trumbull, Connecticut group is led by the Brothers Schod (Jay, Chris, and Eric) and has spent nearly two decades shaping a signature blend of purebred American rock. Energetic shows, strong harmonies, and varied setlists have earned the band fans across the East Coast. They have appeared alongside artists such as Dave Matthews Band, Hootie and the Blowfish, Barenaked Ladies, Chris Stapleton, O.A.R., Train, Chicago, and Joe Bonamassa, from cozy venues to large concert stages. Admission is free. Rockin' the Beach is supported by Weichert, Realtors® On The Mark Property Management and the Walnut Beach Arts & Business Association.

Hockey Academy of New England brings its elite summer camps to the Sports Center of Connecticut in Shelton. Designed for players in the 8U to 14U age groups, the program welcomes all skill levels, whether from the local area or traveling in. Training is centered on elevating on-ice performance through challenging drills and a variety of focused sessions that build skills, confidence, and game awareness. Four weeklong options are available at this location, and participants can choose a single week or multiple weeks. The cost is $599 per week.

Enjoy a creative week at Picasso Parties with hands-on art projects inspired by beloved Disney and Harry Potter characters. This week-long program centers on making magical-themed pieces and celebrating imagination. The cost is $160 for the full week. Space is limited, so advance registration is recommended.

Scoot & Paddle Summer Paddle Camp offers a water-centered experience where kids and teens of any skill level can learn kayaking and stand up paddleboarding in a safe, encouraging setting. Supportive instructors focus on technique and confidence, guiding each participant through strokes and maneuvers while using reliable gear. Set along the Long Island Sound with a sandy beach and wide views, each day features time on the water with individualized coaching. Campers practice safety skills, take part in team activities and friendly races, and head out on guided excursions to observe local wildlife and explore tucked away areas. The program also builds balance, strength, and coordination while creating opportunities to make new friends. This camp is designed for ages 9 to 14. The full session is $375, with a drop in option available for $85 if space allows.

St. Ann's Summer Concert Series at St Ann Black Rock offers an early, family-friendly neighborhood concert in Black Rock. The performers share their enthusiasm for this local summer show, returning to play it year after year.

Movies in the Plaza returns to downtown New Haven’s Pitkin Plaza with free Wednesday evening screenings running from May through October. Bring lawn chairs and picnic blankets, pick up takeout from a local spot, and settle in for a night of blockbusters, nostalgic favorites, cult favorites, and family friendly picks. Admission is free, and registration is required at the check-in table upon entry, with light snacks provided at no cost. Personal seating is encouraged, and there is limited bistro and lawn seating available. Screenings are weather dependent, and updates will be shared on the event website and Facebook event page. Viewer discretion is advised, so please look into each film’s themes and content before attending with younger audiences.

Family Night returns to Park City Music Hall with karaoke and trivia for all ages, hosted by John Torres. The event begins with open karaoke, moves into one long round of family trivia, then continues with more karaoke. Prizes include Harborview cookies. A full bar and kitchen are on site offering craft cocktails, a variety of bites, and a kids menu. The kitchen starts service at opening and stays available until the Kitchen Open light is turned off. Free RSVP.