Things to do this weekend in and around Fairfield County
Friendly fun in Fairfield County for Friday, July 17, 2026 – Sunday, July 19, 2026. Check out these highlights!
(Scroll down for full list of weekend activities.)
Friday, July 17, 2026
Darius Rucker w/Robert Randolph & Austin Williams - July 17, 2026 - Bridgeport, CT. Enjoy a big outdoor evening concert at the Hartford HealthCare Amphitheater featuring country and Americana sounds for music-loving families.
Kids Night Out, Parents Night Off at Auerfarm - July 17, 2026 (part of a multi-date series) - Bloomfield, CT. Drop the kids at the 4‑H Education Center for farm-themed fun and activities while parents enjoy a well-deserved night off.
Little Red Bar[n] Live Music at Bishop's Orchards - July 17, 2026 (also on select future dates) - Guilford, CT. Relax at the orchard with food, drinks, and live music in a festive, family-friendly barn setting.
Summer Friday Music Series - At Mystic Seaport Museum - July 17, 2026 (recurring Fridays) - Mystic, CT. Stroll the historic seaport and enjoy live waterfront music to kick off your summer weekend by the river.
The True Ninja Trials - July 17, 2026 (multi-date event) - Yonkers, NY. Kids test their ninja skills at LEGOLAND Discovery Center Westchester with themed challenges and lots of LEGO-powered adventure.
Saturday, July 18, 2026
Goat Yoga - July 18, 2026 - Newtown, CT. Stretch and unwind at the Catherine Violet Hubbard Animal Sanctuary while friendly goats wander through your outdoor yoga class.
Animal Packs at the Wilton Street Fair and Sidewalk Sale - July 18, 2026 - Wilton, CT. Visit the Animal Packs table downtown to learn new card games inspired by local wildlife and pick up decks for family game nights.
Blueberry Festival - July 18, 2026 - Middlefield, CT. Celebrate blueberry season at Lyman Orchards with family activities, treats, and plenty of fresh berries at the farm.
Princess Academy and Royal Tea at Essex Steam Train and Riverboat - July 18–19, 2026 - Essex, CT. Young royals board the train for a magical academy experience and royal tea adventure on the rails and river.
Jones Summerfest on the Hill - July 18, 2026 - Shelton, CT. Head to Jones Family Farms for an afternoon of summer food, live entertainment, and family fun overlooking the fields.
Sunday, July 19, 2026
Canoe Paddle - July 19, 2026 (plus additional dates) - Westport, CT. Paddle along the Saugatuck River from Earthplace while spotting osprey, egrets, turtles, and other wildlife together.
The Wizard of Oz at Legacy Theatre - July 16–19 & additional dates, 2026 - Branford, CT. Follow Dorothy and friends down the Yellow Brick Road in a family-friendly stage production at the Legacy Theatre.
ConnectiCon XXIII - Connecticut Convention Center - July 16–19, 2026 - Hartford, CT. Explore cosplay, gaming, comics, and pop culture panels at this multi-day fan convention with activities for all ages.
Kids Bowl Free – Register Your Kids for a Summer Fun Bowling Pass Today - July 16–19, 2026 (and additional summer dates) - Various participating centers near you. Sign up so kids can bowl two free games a day all summer long at local bowling alleys.