February 
Chili Fest presented by the Chamber of Commerce
May
Memorial Day Parade
Old Saybrook Youth & Family Service Presents: Hidden Treasures, Community Variety Show, Kids Art Show displayed in Merchant windows
Partners in Art-Acton Library
Mother’s Day Weekend Plant Sale, Old Saybrook Garden Club-Town Green
June
27th, 2008, 5:00-9:00 p.m. Summer Stroll presented by the Main Street Business Association. Join the Main Street businesses in kicking off Summer with a fun evening of music, food and events.
Farmer’s Market: Wednesdays 10:00-1:00, Saturdays 9:00-1:00 (runs from last weekend in June to last weekend in October)
Historical Society Presents: “The Hart and Soul of Old Saybrook” exhibit opens at the Hart House. Through summer.
7th Annual Over the Hill Dixieland Jazz Band Concert
July 
Annual Arts & Crafts Festival, Town Green
Concerts on the Green: Wednesdays 7:00-8:00 Sponsored by the Old Saybrook Parks and Recreation
Watch For “Movies on the Beach”
Youth Summer Stock Musical Theatre presented by Youth & Family Services
August
Concerts on the Green: Wednesdays 7:00-8:00
Summer Pops Concert
September
50th Anniversary Celebration of the Historical Society
Annual Family Day on the Town Green
October
Apple Festival
December
Winter Stroll: First Friday in December 5:00-9:00 p.m. Join the Main Street Business Association for a fun evening of hayrides, a visit with Santa, music, treats and events at each business along Main Street.
Torch Light Parade: Second Saturday in December 6:00 p.m.
Welcome to Main Street 