Friday, December 2
5 - 8pm

Stroll Main Street Old Saybrook during this festive holiday tradition. Join us for a fun evening of music and chorus singers, horse drawn carriage rides, a visit with Santa,activities for kids and more. Many shops along Main Street will offer treats as well as store specials for those seeking the perfect holiday gift.

Photo by Jessica Smith/Zip06
View the full schedule and list of participating businesses here>>

5pm: Lighting of the Heroes Tree at The Kate
A holiday tribute to our Connecticut Armed Forces

5 - 7pm: Pasta dinner at St. John School (tickets available at the door)

5 - 8:00pm: Teen Center Tent with OSYFS & Youth Action Council, at 33 Main Street (outside Jay's Photoshop)

5:15pm: Carol Singing at The Kate with 'My Second Home' Carolers

5:30 - 7:30pm: Santa at Liberty Bank

5:30 - 8pm Horse & carriage rides from the Town Green to Saybrook Country Barn

6pm: Old Saybrook High School Chorus performs at Saybrook Country Barn, followed by Yuletide Carolers


Thank You To Our STROLL Sponsors


$ayBucks will be available for purchase at the Chamber Office during the Winter Stroll at a 10% discount!