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Events in Old Saybrook, CT — upcoming
March 2026 (dates not updated)
Chili Fest
Main Street, Old Saybrook, CT
Status: Updated 2/11/2025
A Food Festival organized by Greater Old Saybrook Chamber.
This Connecticut Food Festival will have no exhibit booths and 28 food booths. Admission tickets are $15. This event will also include live music at ben & jerry's - 15 main street.
This Connecticut Food Festival will have no exhibit booths and 28 food booths. Admission tickets are $15. This event will also include live music at ben & jerry's - 15 main street.
May 2026 (dates not updated)
Hartford Power Squadron Marine Swap Meet and Craft Show
West Marine, Old Saybrook, CT
Status: Updated 2/6/2025
A Boat Auto Camping Show organized by Hartford Power Squadron.
This Connecticut Boat Auto Camping Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 1 food booth. This event will also include cash raffle.
This Connecticut Boat Auto Camping Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 1 food booth. This event will also include cash raffle.
October 2026 (dates not updated)
Arts & Crafts Festival
Old Saybrook Town Green, Old Saybrook, CT
Status: Updated 2/11/2025
A Craft Show organized by Greater Old Saybrook Chamber.
This Connecticut Craft Show will have fine art and fine craft exhibitors, and no food booths.
This Connecticut Craft Show will have fine art and fine craft exhibitors, and no food booths.
November 2026 (dates not updated)
Saint Paul Christmas Fair
St. Paul Lutheran Church, Old Saybrook, CT
Status: Updated 11/10/2025
A Holiday Celebration organized by Saint Paul Evan. Lutheran Church.
This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and flea market exhibitors, and 1 food booth. This event will also include: white elephant, basket silent auction, raffle as well as lunch.
This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and flea market exhibitors, and 1 food booth. This event will also include: white elephant, basket silent auction, raffle as well as lunch.
