Things to do this weekend in and around Fairfield County

Friendly fun in Fairfield County for September 18, 2026–September 20, 2026. Check out these highlights!

Scroll down for full list of weekend activities.

Fall Festival at Outhouse Orchards - North Salem. A seasonal farm festival with weekend hours listed for Saturday and Sunday as 9 a.m. to 5 p.m.
FREE fall and holiday mini photo sessions with Shoott! - Connecticut - New York. Free 30-minute outdoor photo sessions are offered with no sitting fee or upfront cost.
After School Childcare Programs at the YMCA of Greenwich - Greenwich. The listing provides dates and a weekday afternoon schedule for this childcare program.
Kids Night Out, Parents Night Off at Auerfarm - Bloomfield. This evening program is listed for children, with time set from 5 p.m. to 8 p.m.

Clifford, the Big Red Dog: The Musical - Westport. Westport Country Playhouse’s Family Festivities Series presents a TheaterWorksUSA musical comedy adventure.
Animales de las Américas / Animals of the Americas - Scarsdale. This bilingual program celebrates live animals of the Americas and includes interactive outdoor activities.
Bunk with the Beasts Family Campout at Stamford Museum & Nature Center - Stamford. The overnight campout runs Friday and Saturday, September 18 and 19, from 6 p.m. to 9 a.m.
Family Movie Night on the Fairfield Museum Commons - Fairfield. This family movie screening is scheduled for 6:00 p.m.
Little Red Bar[n] Live Music at Bishop's Orchards - Guilford. The event lists live music at Bishop’s Orchards with Saturday hours from 5 p.m. to 10 p.m.

STEM Sundays (Grades K-4) - Redding. Hands-on experiments, creative problem-solving, and team projects are part of this science-focused program.
Berlin Fair - Berlin. The fair lists Sunday hours from 9 a.m. to 7 p.m.
FREE fall and holiday mini photo sessions with Shoott! - Connecticut - New York. Free 30-minute outdoor photo sessions are offered with no sitting fee or upfront cost.
Fall Festival at Outhouse Orchards - North Salem. A seasonal farm festival with weekend hours listed for Saturday and Sunday as 9 a.m. to 5 p.m.

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