August Rick’s Picks: Things To Do In Fairfield


St. Matthew’s Summer Carnival August 1, 2, & 3

There is no better way to celebrate summer than at a family-friendly carnival with games, great food, fun dessert, and a mix of thrill & chill rides for kids of all ages. Purchase a $25 bracelet for the day and ride as many rides for as many times as you please!

Westport Farmers’ Market August 1, 8, 15, 22, & 29

From 10a.m. – 2p.m. on Thursdays, the Westport Farmers’ Market provides fresh, locally grown, healthy food from over 40 different vendors. Choose a snack and enjoy it near the beautiful Saugatuck River!

SoNo Arts Festival August 3 & 4

Stroll down South Norwalk’s streets to see the work of 100+ artists, live music, and good food. Got kids? The Festival has free, hands-on activities for children too! Be sure to take advantage of the special discounts available at select SoNo shops and restaurants.

13th Annual Caribbean Jerk Fest August 17

What’s not to love about delicious Caribbean cuisine, arts n’ crafts vendors, and live Carribean & American music? Get a taste of reggae and jerk chicken at the McLevy Green in Bridgeport, CT.

Live Performances

Pat Benatar & Neil Giraldo: 40th Anniversary Tour August 27

The Westport Levitt Pavilion puts on this ticketed, benefit event in late August. Pat Benatar spent 3+ decades in rock n’ roll as Neil Giraldo spent 4+ decades as a professional musician, producer, and songwriter. Celebrate their work by joining them on their 40th Anniversary Tour.

Fairfield Comedy Club Every Friday & Saturday

The Fairfield Comedy Club delivers top comedy content to The Circle Hotel every Friday and Saturday. Check out a few future guests:

Frank Liotti (August 3)

who has appeared on HBO’s High Maintenance and on Fox-TV’s Blue Bloods, Gotham, and Law and Order SVU, just to name a few. Every festival he has entered to date, including the Los Angeles Comedy Festival and Boston Comedy Festival, he has been a finalist in.

Matt Richards (August 10)

the host of the online trivia game, HQ, is coming back to Fairfield. He has appeared on CBS’s 2 Broke Girls,  Netflix’s “It’s Bruno,” and as a writer/producer for Snoop Dogg’s Jokers Wild.

Calling All Artists

Showcase your creativity to Fairfield at The Circle Hotel Community Canvas! Our first installment (pictured below) is on display, and you could be next! Send your big idea to