Family events in West Haven, CT

Savor late-day scenery from a vintage trolley as it travels the museum railway through the Farm River Estuary marsh. These special evening rides are timed to highlight the transition from golden hour into sunset, offering broad views of the shoreline as the sky shifts in color. Two options are available, the Golden Hour Ride and the Sunset Ride, and each journey lasts about 45 minutes. Advance reservations are encouraged since seating is limited and these trips often sell out. Please select the correct departure when purchasing tickets. Plan to arrive at least 15 minutes early, boarding begins shortly beforehand and the trolley departs on schedule. Regular museum admission applies.

Settle in for a free outdoor film at Pitkin Plaza in downtown New Haven, part of a seasonal series of community screenings. Pack lawn chairs and picnic blankets, pick up takeout from a nearby spot, and enjoy a night under the stars with a mix of blockbuster hits, nostalgic throwbacks, cult classics, and family friendly picks. Admission is free, and a quick registration is required at the check in table upon entry. Complimentary light snacks will be available. Personal seating is encouraged, and a limited amount of bistro and lawn seating will be offered. Screenings are weather dependent, with updates shared on the event website and its Facebook event page. Viewer discretion is advised, so please review each film’s themes and content before attending with underage individuals.

This community market features producers, mobile eateries, live performances, and makers. A list of participating vendors is shared each week.

The Second Chance makes its first appearance at the Durham Fair, bringing a lively program of traditional and Irish pub songs. Irish vocalist Don Kane joins as a special guest.

RGB will top the bill on the Green Stage at the 106th Durham Fair. The band features Rob Glassman, Mike Piercey, Ralph Santoro, and Eli Farland. Aaron Stone will handle sound engineering for the show.

Family Day offers food, arcade games, and fun for all ages. Children must be accompanied by a parent or legal guardian. Barcade donates a portion of 2026 Family Day token sales to Gamers Outreach, a charity that provides recreation for children in hospitals through video games and the gaming community.

Experience an introductory tour of the Beinecke Library that highlights its mission, history, architecture, collections, and visitor services. Tours are guided by library staff or student guides and last about 45 minutes. No reservations are needed. Check the library’s website for important visitor information. The ground floor and mezzanine exhibition spaces are free and open to the public every day. For details on hours, current exhibitions, and ways to explore the library online, consult the website.

Take a relaxing ride through history at the Shore Line Trolley Museum, where admission provides unlimited trips on vintage streetcars and access to the historic grounds. Climb aboard restored electric trolleys from cities including New Haven, New Orleans, Brooklyn, and Johnstown, Pennsylvania, and travel along the country’s oldest continuously operating suburban street railway. As a working museum, it also offers a look at active restoration and preservation projects taking place throughout the property. Tickets are sold on site and are valid for the entire day. Admission is $15 for adults, $14 for seniors 62 and older, $10 for children, and free for children under 2. Some special programs may have different pricing. Throughout the season, the museum spotlights American innovation and ingenuity, recognizing how electric railways connected communities and reshaped daily life.

Family Day in New Haven features tasty food, arcade games, and family friendly fun. Children must attend with a parent or legal guardian. Barcade is giving a portion of 2026 Family Day token sales to Gamers Outreach, a charity organization that helps children in hospitals experience recreation through video games and the gaming community.