Rick’s Picks June Edition: Things to do in Fairfield

Things to do in Fairfield in June

Rick’s Picks June Edition

2019 Stratford Main Street Festival June 1

The annual Stratford Main Street Festival is a great way to kick off the summer, offering plenty of music and entertainment. Various bands and entertainers will be performing throughout the day, and there will be over 100 local vendors.

Wild Wine, Beer and Food Safari June 1

Enjoy tastings of 100 different wines and more than 60 different beers from around the world. There will be live music, silent auctions, and 1,200 guests!

Half Marathon & Guinness Book of World Records Attempt  June 2

Help to break the world record for most people showering simultaneously! Runners, spectators and volunteers can join us in the finish area following the Half Marathon on Sunday to break the record of most people showering at once that currently sits at 396 people. We hope to have over 500 runners, spectators, volunteers and sponsors help us break the record!

Art About Town June 7 – 9

View local artists exhibiting their works in some of your favorite shops around Fairfield in this downtown-wise art fair.

Norwalk Island Cruises June 13

Start your weekend off with a fun relaxing boat ride out to the Norwalk islands aboard the Aquarium’s cool new R/V Spirit of the Sound. Get back in time to enjoy a late dinner or evening out with friends … all just steps away in SoNo!

Fairfield Farmers Market June 16

Shop for produce from over two dozen local farms at the Sherman Green in Fairfield, CT every Sunday this summer.

Food Trucks on the River: Summer Solstice Edition June 21

Celebrate the longest day of the year with a family-friendly gathering on the river. There will be live music, children’s activities, a beer garden, and more than 25 food trucks.


Check out some of NYC’s funniest talent in your own backyard! The Fairfield Comedy Club brings top comics to Fairfield every Friday and Saturday. A few upcoming acts include:

Emma Willmann (June 1), who ranked as a top-ten finalist in New York’s Funniest and proved to be one of New York’s funniest female comics. She has also appeared on the Late Night Show with Stephen Colbert, among many other shows. She has performed comedy every night of the week for the past four years and is an act you won’t want to miss.

James Mattern (June 15) is a Nationally Headlining Comic and Radio personality, who has fast become one of the most beloved Emcee’s in NYC. JAMES has appeared on several television programs including Fox Sports One’s “Garbage Time with Katie Nolan” The WWE Network’s “The List”, MSG Networks “The Bracket”, and “The Artie Lange Show”.