CONNECTICUT EVENTS Fairs

Connecticut Fairs

Connecticut Fairs 2025: A Year of Tradition and Celebration

Connecticut’s country and cultural fairs are a beloved tradition, blending agriculture, food, music, and community spirit. From historic agricultural showcases to Renaissance revelry and garlic-themed festivities, 2025 offers something for everyone. Mark your calendars for these can’t-miss events:


June – July 2025

Midsummer Fantasy Renaissance Faire

  • Dates: Weekends, late June – early July
  • Highlights: Flaming jugglers, music, live combat, axe throwing, artisan vendors, and costumed characters.
  • Website: midsummerfantasyfest.com

North Stonington Agricultural Fair

  • Dates: July 10–13
  • Highlights: Family fun, livestock, exhibits, food, and entertainment.
  • Website: northstoningtonfair.com

Lebanon Country Fair

  • Dates: July 25–27
  • Highlights: Rides, agricultural displays, competitions, and local food.
  • Website: lebanoncountryfair.org

August 2025

Middlesex & New Haven County 4-H Fair

  • Dates: August 1–3
  • Highlights: Youth agricultural exhibits, family fun.
  • Website: 4-hfair.org

Litchfield County 4-H Fair

Wolcott Country Fair

  • Dates: August 8–10
  • Highlights: Antique farm equipment, rides, tractor pulls, pig races; 30,000+ visitors.
  • Website: wolcottfair.com

New London County 4-H Fair Expo

  • Dates: August 8–10
  • Highlights: Youth livestock shows, agricultural education.
  • Website: nlcounty4hfair.org

Tolland County 4-H Fair

Ekonk Community Grange Fair

  • Date: August 9
  • Highlights: Agricultural exhibits, local vendors, and community celebration.
  • Website: ctagfairs.org

Winchester Grange Fair

  • Date: August 9
  • Highlights: Crafts, produce, baked goods, and agricultural heritage.
  • Website: ctagfairs.org

Bridgewater Country Fair

  • Dates: August 15–17
  • Highlights: Roast beef, chicken, buttery corn, tacos, fried Oreos, BBQ, and entertainment.
  • Website: bridgewaterfair.com

Fairfield County 4-H Fair

  • Date: August 16
  • Highlights: Local 4-H youth projects and farm animals.
  • Website: ct4h.uconn.edu

Chester Fair

  • Dates: August 22–24
  • Highlights: Racing pigs, tractor pulls, frog jumping, crafts, and food vendors.
  • Website: chesterfair.org

Terryville Lions Country Fair

  • Dates: August 22–24
  • Highlights: ATV and dirt-bike racing, Jeep and truck pulls, rides, food, and live music.
  • Website: terryvillefair.org

Milford Oyster Festival (“Oysterfest”)

  • Date: August 16 (evening-only for 2025)
  • Highlights: Arts, crafts, live music, amusement rides, food, and oyster shucking. Draws 50,000+.
  • Website: milfordoysterfestival.com

Podunk Bluegrass Festival

  • Dates: Mid-August (exact 2025 dates TBD)
  • Highlights: Bluegrass concerts, band contests, workshops, kids’ music academy, camping.
  • Website: podunkbluegrass.com

Woodstock Fair

  • Dates: August 28 – September 1
  • Highlights: Livestock shows, midway, petting zoo, vegetables & flowers, craft exhibits.
  • Website: woodstockfair.com

Haddam Neck Fair

  • Dates: August 29 – September 1
  • Highlights: Tractor pulls, horse and oxen contests, skillet throwing, vendors, live music.
  • Website: haddamneckfair.com

Connecticut Renaissance Faire

  • Dates: August 30 – October 19 (weekends & holidays)
  • Highlights: Fire dancing, combat demos, storytelling, circus acts, themed weekends, artisan marketplace.
  • Website: ctfaire.com

Goshen Fair

  • Dates: August 30 – September 1
  • Highlights: Draft horse shows, woodcutting, hay-bale toss, skillet throw, pie-eating contest, fireworks.
  • Website: goshenfair.org

September 2025

Hebron Harvest Fair

  • Dates: September 4–7
  • Highlights: Livestock shows, midway, small animal barn, arts & crafts, stage entertainment.
  • Website: hebronharvestfair.org

Durham Fair

  • Dates: September 25–28
  • Highlights: One of New England’s largest agricultural fairs—livestock, contests, crafts, carnival midway, farm museum.
  • Website: durhamfair.com

October 2025

Highland Festival & Games of Scotland

  • Date: October 12
  • Location: Brooklyn Fairgrounds
  • Highlights: Bagpipes, Scottish dance, fiddle and harp competitions, artisan vendors.
  • Website: scotlandgames.org

Bethlehem Garlic & Harvest Festival

Website: bethlehemfair.com

Dates: October (typically 2nd weekend)

Highlights: Garlic-themed foods, vendors, crafts, demonstrations, live entertainment.

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