• 🎡 Fairs
  Durham Fair
  📍 Durham
  📅 September 25–28, 2025
  🌐 durhamfair.com
  
• Riverton Fair
  📍 Riverton
  📅 October 10–12, 2025
  🌐 rivertonfair.org
  
• Cheshire Grange Community Fair
  📍 Cheshire
  📅 August 23–24, 2025
  🌐 cheshiregrange.org
  
• Cannon Grange Agricultural Fair
  📍 Wilton
  📅 August 24, 2025
  🌐 cannongrange.org
  
• Hillstown Grange Agricultural Fair
  📍 East Hartford
  📅 September 13, 2025
  🌐 hillstowngrange.org
  
• Granby Grange Agricultural Fair
  📍 Granby
  📅 September 13, 2025
  🌐 granbygrange.org
  
  🤠 Rodeos
  Goshen Stampede
  📍 Goshen
  📅 June 6–8, 2025
  🌐 goshenstampede.com
  
  🎉 Festivals
  Milford Oyster Festival
  📍 Milford
  📅 August 15–16, 2025
  🌐 milfordoysterfestival.com
  Soundside Music Festival
  📍 Bridgeport
  📅 September 27–28, 2025
  🌐 soundsidefest.com
  Connecticut Food Truck Battles Festival
  📍 Wolcott
  📅 May 16–18, 2025
  🌐 ctfoodtruckbattles.com
  Gilmore Girls Fan Festivals
  The Firelight Event
  📍 Guilford
  📅 October 2025
  🌐 thefirelightevent.com
  A Weekend in the Life
  📍 New Milford
  📅 April 2025
  🌐 aweekendinthelife.com
  SoNo Arts Festival
  📍 Norwalk
  📅 August 2–3, 2025
  🌐 sonoarts.orgFairs
  Westport Fine Arts Festival
  📍 Westport
  📅 May 24–25, 2025
  🌐 westportfineartsfestival.com
  Bruce Museum Outdoor Crafts Festival
  📍 Greenwich
  📅 May 17–18, 2025
  🌐 brucemuseum.org
• 🎡 Agricultural & Community Fairs
  North Stonington Agricultural Fair
  📍 North Stonington
  📅 July 10–13, 2025
  🌐 northstoningtonfair.com
  
• Lebanon Country Fair
  📍 Lebanon
  📅 July 25–27, 2025
  🌐 lebanoncountryfair.org
  Wolcott Country Fair
  📍 Wolcott
  📅 August 8–10, 2025
  🌐 wolcottfair.com
  Berlin Fair
  📍 Berlin
  📅 September 11–14, 2025
  🌐 ctberlinfair.com
  Simsbury Grange Agricultural Fair
  📍 West Simsbury
  📅 June 14, 2025
  🌐 simsburygrange.org
  Ekonk Community Grange Fair
  📍 Sterling
  📅 August 9, 2025
  🌐 ekonkgrange.org
  Winchester Grange Fair
  📍 Winchester Center
  📅 August 9, 2025
  🌐 winchestergrange.orgctagfairs.org
  Riverton Grange Fair
  📍 Riverton
  📅 August 16, 2025
  🌐 rivertongrange.orgctagfairs.org
  Fairfield County 4-H Fair
  📍 Bridgeport
  📅 August 16, 2025
  🌐 fairfieldcounty4-hfair.orgwesternheritageclassic.com
  Litchfield County 4-H Fair
  📍 Goshen
  📅 August 1–3, 2025
  🌐 litchfieldcounty4hfair.org
  Middlesex & New Haven County 4-H Fair
  📍 Durham
  📅 August 1–3, 2025
  🌐 4-hfair.orgdurhamfair.com
  Windham County 4-H Fair
  📍 Brooklyn
  📅 July 25–27, 2025
  🌐 windhamcounty4hfair.org
  Tolland County 4-H Fair
  📍 Vernon
  📅 August 8–10, 2025
  🌐 tollandcounty4hfair.orgrodeoticket.com
  Hartford County 4-H Fair
  📍 Somers
  📅 August 15–17, 2025
  🌐 hartfordcounty4hfair.org
  
  Connecticut Strawberry Festival
  📍 Colchester
  📅 June 7–8, 2025
  🌐 priamvineyards.com
  South Windsor Armed Forces Day
  📍 South Windsor
  📅 May 17, 2025
  🌐 southwindsor.orgctagfairs.org+1connecticutfestivals.com+1
  SJB Women’s Group Craft Fair
  📍 Branford
  📅 May 17, 2025
  🌐 sjbcraftfair.org
  Bead Mall Trunk Show
  📍 Middletown
  📅 May 17, 2025
  🌐 beadmalltrunkshow.com
  Windsor Shad Derby Parade and Festival
  📍 Windsor
  📅 May 17, 2025
  🌐 windsorshadderby.org
  Fairfield Dogwood Festival
  📍 Fairfield
  📅 May 10–11, 2025
  🌐 greenfieldhillchurch.com
  Fairfield Harvest Market
  📍 Fairfield
  📅 October 18, 2025 (Rain Date: October 25)
  🌐 fairfieldct.org
  Frosty’s Christmas Festival
  📍 Southington
  📅 November 23, 2025
  🌐