Music & Activities @ Fairfield Sidewalk Sale


Put On a Happy Face


Put On A Happy Face: Face Painting for Kids and Adults too! @ Sherman Green Post Road, Downtown Fairfield, CT

Put on YOUR favorite face! By Marcia Patterson, 203.241.9180. See:


Balloon Artistry @ Sherman Green Post Road, Downtown Fairfield, CT

Marvel at the imaginative creations of Robbie's Pack.



Jim McGrath performing at Magic Beans/Post Road

Jim has been performing in Fairfield County since 1979 for venues such as summer festivals, farmers’ markets, weddings, and various art exhibitions. He has studied under principle players from various philharmonics and orchestras. His performance will include classical, traditional Irish, bossa nova, jazz, and favorite love songs. Contact Jim at 203.259.9452 for more information.

Elle Sera performing at 1189 Brick Walk Promenade/Vintage Garden/Island Outfitters

With a quietly confident rock edge that reads dynamically as soulful, sometimes sweet, sometimes fiery, you feel every bit of that in Elle’s music & performances. Her voice is described as sultry, full and powerful with just enough softness around the edges at all the right moments. Visit Elle Sera's website!

Sherrye Dobrin & Derek Reeves performing at Heritage Square/The Label Exchange

Sherrye and Derek are a ukulele and bass duo putting a unique twist on pop and rock music spanning multiple genres. Their music consists of warm, thoughtful tones, with an upbeat and jovial flare. There is something for everyone!


The Eric Derwallis Quartet featuring, Joe Sugrue, Ryan Fedak and Connor Frawley
performing at Gazebo @ Sherman Green

This is a group of all Berklee College of Music students, playing mostly covers and arrangements of contemporary and Jazz music from a large variety of different artists. Contact Eric Derwallis at 203.521.5625 or email at for booking or other information.


Bob & Dave performing at the Community Theater

Both Bob and Dave have played in a variety of different band ensembles over the years playing everything from Acoustic Rock, Bluegrass, Swing, Standards, Country, Western Swing, Bossa Nova, from the 1930’s to the present day. Their sweet spot is music from the era they grew up in, especially well known standards from the 50’s, 60’s and 70’s. They’ve developed their own style employing unique arrangements and a personal touch to each song.


Amanda Bellitto & Jerome Goosman performing at Magic Beans/Post Road

Amanda Bellitto and Jerome Goosman are a duo, based out of Fairfield County. They perform original material, and are known as Windows ninety-eight. Visit their website!

That Virginia performing at The Heritage Square/Label Exchange

A mix of strange feelings, warm weather wishes, and stomach butterflies - That Virginia takes the driver's seat on a ride through emotions, humanity, and other oddities. Check out That Virginia here.

Greg Oliveras performing at 1189 Brick Walk Promenade/Vintage Garden/Island Outfitters

Greg Oliveras, raised in Wilton, Connecticut, is a multi-instrumentalist and pop/rock singer-songwriter who currently resides in Fairfield. He regularly performs his original music on acoustic guitar in Southwestern CT and New York City. Learn more about Greg.