Events and Things to Do in Fairfield, CT

Virtual: Free College Admissions & Financial Aid Workshop

SEP

30

7:30 PM

Trumbull, CT

Reservations are required. To reserve your spot please click on the QR CODE Or go to www.adcollegefunding.com Please join us...

LIVE WEBINAR: Building Your Child’s Independence: Executive Function Coaching at Home and at School

OCT

1

7:00 PM

Litchfield, CT

Any adult who has helped a learner—formally or informally—has access to two useful voices: a “Teacher Voice” that provides...

26 Ways of Looking a Black Man: Free concert with Sidney Outlaw at UU Westport

OCT

2

7:00 PM

The Unitarian Universalist Congregation in Westport, 10 Lyons Plain Rd, Westport, CT

Please join us in welcoming Grammy-nominated baritone Sidney Outlaw for a special evening of music at UU Westport. Accompanied...

Running For Water For Africa 5K

OCT

3

9:00 AM

Milford, CT

Join us for a scenic 5K walk/run and a 1 mile walk (on the boardwalk) to support water projects in rural East Africa. It's a...

Fairfield Celebrates Down Syndrome

OCT

3

10:00 AM

909 Reef Rd, Fairfield, CT

It's a day for individuals with Down syndrome and other neurodivergent individuals, their families and friends to celebrate...

Strides for Strength

OCT

4

8:00 AM

Seaside Park, 1 Barnum Dyke, Bridgeport, CT

Strides for Strength walk & 5K to benefit the patients and programs of Norma Pfriem Breast Center part of Smilow Cancer...

Shelton Day 2026 – A Day of Family Fun, Food & Entertainment!

OCT

4

11:00 AM

38 Canal St E, Shelton, CT

Join us for Shelton Day 2026 on Sunday, October 4th from 11:00 AM to 5:00 PM at Veterans Memorial Park in Shelton! Bring the...

First Folk Sunday

OCT

4

12:00 PM

Saugatuck Rowing and Fitness Club, 521 Riverside Ave, Westport, CT

Westport, CT – Westport tends to produce top-notch musicians. Many have moved away and yet many want to return when invited to...

Open House - PreK-12

OCT

4

1:00 PM

King School, 1450 Newfield Ave, Stamford, CT

Join us for our Open House on Sunday, October 4 from 1:00-3:00 p.m. Discover the power of a King education firsthand. Learn...

Walk The Extra Mile With Rach's Hope!

OCT

4

3:00 PM

Westport, CT

💙 WALK THE EXTRA MILE WITH RACH’S HOPE! 💙 Join us on Sunday, October 4, 2026 at 3:00 PM at Compo Beach in Westport, CT for the...

Fairfield Harvest Market October 17th - Vendors Being Accepted

OCT

17

10:00 AM

611 Old Post Rd, Fairfield, CT

The Fairfield Chamber of Commerce is happy to announce that its annual “Fairfield Harvest Market” event, will be held on the...

FCDS Open House - Saturday, October 17

OCT

17

10:00 AM

Fairfield Country Day School, 2970 Bronson Rd, Fairfield, CT

Confidence. Curiosity. Character. It all starts with the right foundation. Discover how Fairfield Country Day School helps boys...

Golden Hour Tours

OCT

22

5:30 PM

The Glass House, 199 Elm St, New Canaan, CT

Enjoy a rare opportunity to explore The Glass House and its grounds during the Golden Hour. This special two-hour guided tour...

Calling all mental health professionals!Understanding the emotional, legal and financial issues clients face when contemplating...

My Friend Abby's Share Your Light event

OCT

23

7:00 PM

Two Roads Brewery, 1700 Stratford Ave, Stratford, CT

Get your tickets now for our annual Share Your Light event, Friday, October 23rd, from 7:00–10:00 PM at Two Roads Brewery in...

Glass House Presents: Places Change People

NOV

11

6:00 PM

New Canaan Library, 151 Main St, New Canaan, CT

Join Tom Mayes, former Chief Legal Officer for the National Trust for Historic Preservation Wednesday, November 11 6:00...

Join acclaimed pianist Adam Tendler in concert at St Mark’s

NOV

21

4:00 PM

11 Oenoke Ridge, New Canaan, CT

Join acclaimed pianist Adam Tendler for an hour-long concert in New Canaan's modernist St. Mark's Episcopal Church, designed by...