Skip to main content

Connecticut Fairs & Festivals in October 2026

23 upcoming events. Everything on the calendar for October 2026.

Showing 23 of 23 events

Photo of Connecticut Renaissance Faire 2026 event
Happening now

Connecticut Renaissance Faire 2026

Today
Lebanon Country Fairgrounds, Lebanon, CT
$10 - $18
Outdoor~89,000
FestivalRenaissance FairCraft Fair
Photo of Trumbull Farmers Market 2026 Season event
In 4 days

Trumbull Farmers Market 2026 Season

Next: Thu, Sep 10, 2026
Twin Brooks Park, Trumbull, CT
Small Outdoor
Farmers Market
Fair illustration
OCT
2
In 26 days

Portland Agricultural Fair 2026

Fri, Oct 2, 2026 - Sun, Oct 4, 2026
Chris Cote's Driving Range (Portland Fairgrounds), Portland, CT
Up to $15
Outdoor
FairAgricultural Fair
Fair illustration
OCT
2
In 26 days

Harwinton Fair 2026

Fri, Oct 2, 2026 - Sun, Oct 4, 2026
Harwinton Fairgrounds, Harwinton, CT
Up to $10
Large Outdoor
FairAgricultural FairCraft Fair
Festival illustration
OCT
2
In 26 days

Southington Apple Harvest Festival 2026

Next: Fri, Oct 2, 2026
Southington Town Green, Southington, CT
Free
Major Outdoor
FestivalFood FestivalCraft Fair
Craft Fair illustration
OCT
3
In 27 days

Old Wethersfield Arts and Crafts Fair 2026

Sat, Oct 3, 2026
Cove Park, Wethersfield, CT
Free
Outdoor
Craft FairArt Show
Art Show illustration
OCT
3
In 27 days

Old Saybrook Arts and Crafts Festival 2026

Sat, Oct 3, 2026 - Sun, Oct 4, 2026
Old Saybrook Town Green, Old Saybrook, CT
Large Outdoor
Art ShowCraft FairFestival
Festival illustration
OCT
3
In 27 days

Celebrate Wallingford 2026

Sat, Oct 3, 2026 - Sun, Oct 4, 2026
Downtown Wallingford, Wallingford, CT
Large Outdoor
FestivalCraft FairCommunity Event
Craft Fair illustration
OCT
3
In 27 days

Bethel Autumn Craft Festival 2026

Sat, Oct 3, 2026
Bethel Municipal Center, Bethel, CT
Free
Outdoor
Craft FairFestival
Photo of New Haven Chalk Art Festival 2026 event
In 27 days

New Haven Chalk Art Festival 2026

Sat, Oct 3, 2026
The Shops at Yale, New Haven, CT
Small Outdoor
FestivalArt Festival
Photo of 10th Annual NICE Festival event
In 27 days

10th Annual NICE Festival

Sat, Oct 3, 2026 - Sun, Oct 4, 2026
Oyster Shell Park, Norwalk, CT
Small Outdoor
FestivalCultural FestivalCommunity Event
Agricultural Fair illustration
OCT
9

Riverton Fair 2026

Fri, Oct 9, 2026 - Sun, Oct 11, 2026
Riverton Fairgrounds, Riverton, CT
Medium
Agricultural Fair
Photo of Connecticut Garlic & Harvest Festival 2026 event

Connecticut Garlic & Harvest Festival 2026

Sat, Oct 10, 2026 - Sun, Oct 11, 2026
Bethlehem Fairgrounds, Bethlehem, CT
$1 - $10
Outdoor
FestivalFood FestivalCraft Fair
Photo of Scotland Connecticut Highland Games 2026 event

Scotland Connecticut Highland Games 2026

Sat, Oct 10, 2026
Brooklyn Fairgrounds, Brooklyn, CT
Medium Outdoor
FestivalCultural FestivalCommunity Event
Art Show illustration
OCT
10

Bruce Museum 45th Annual Outdoor Arts Festival 2026

Sat, Oct 10, 2026 - Sun, Oct 11, 2026
Bruce Museum, Greenwich, CT
Up to $15
Medium Outdoor
Art ShowArt FairFestival
Photo of Nutmeg Hamfest, ARRL Connecticut State Convention event

Nutmeg Hamfest, ARRL Connecticut State Convention

Sun, Oct 11, 2026
Francis T. Maloney High School, Meriden, CT
Outdoor
Amateur Radio Convention
Photo of Glastonbury Apple Harvest & Music Festival 2026 event

Glastonbury Apple Harvest & Music Festival 2026

Fri, Oct 16, 2026 - Sun, Oct 18, 2026
Riverfront Park, Glastonbury, CT
Outdoor
FestivalFood FestivalMusic Festival
Photo of Mystic Apple Festival 2026 event

Mystic Apple Festival 2026

Sat, Oct 17, 2026 - Sun, Oct 18, 2026
Olde Mistick Village, Mystic, CT
Outdoor
FestivalFood FestivalHarvest Festival
Festival illustration
OCT
17

NECT Great Pumpkin Festival 2026

Sat, Oct 17, 2026
Downtown Putnam, Putnam, CT
Free
Medium Outdoor
FestivalHarvest FestivalCraft Fair
Bridal Show illustration
OCT
18

Connecticut Bridal & Wedding Expo — Stamford October 2026

Sun, Oct 18, 2026
Bobby Valentine's Sports Academy, Stamford, CT
Medium Indoor
Bridal ShowWedding ShowTrade Show
Gem & Mineral Show illustration
OCT
18

Bristol Gem & Mineral Show 2026

Sun, Oct 18, 2026 - Mon, Oct 19, 2026
Beals Community Center, Bristol, CT
Up to $5
Indoor
Gem & Mineral ShowHobby
Festival illustration
OCT
24

Halloween in the Hangars Brew Fest

Sat, Oct 24, 2026
New England Air Museum, Windsor Locks, CT
Indoor
FestivalBeer Festival
Photo of Hartford CT Fall Home Show 2026 event

Hartford CT Fall Home Show 2026

Sat, Oct 31, 2026 - Sun, Nov 1, 2026
Connecticut Convention Center, Hartford, CT
Up to $10
Large Indoor
Home Show

Vendors (37)

+29

Browse Connecticut fairs & festivals

By month

By region

By type

Happening soon

All Connecticut fairs & festivals →