September and October are two of the most perfect months of the year to enjoy carnivals, fairs and festivals in Connecticut and New York! That’s why we’ve put together a list of upcoming local carnivals, fairs and festivals that are a day trip away! Scroll down, click the plus sign on each tab and start marking your calendar!
Local Carnivals
Norwalk Oyster Festival
Friday, September 8, 6 p.m. – 11 p.m. Saturday, September 9, 11 a.m. – 11 p.m. Sunday, September 10, 11 a.m. – 8 p.m.
Veteran’s Memorial Park, Norwalk
Mount Kisco SeptemberFest
Friday, September 8 – Sunday, September 10
Downtown Mount Kisco, South Moger Avenue, Mount Kisco
Fall Carnival
Sunday, September 17, 11:15 a.m. – 1 p.m.
Living Hope Community Church ,38 West End Avenue, Old Greenwich
Stamford Greekfest
Friday, September 22, Saturday, September 23 & Sunday, September 24
Archangels Greek Orthodox Church, 1527 Bedford Street, Stamford
Wilton Rotary Carnival
Friday, September 22, 6 p.m. – 10 p.m. Saturday, September 23, noon – 10 p.m. Sunday, September 24, noon – 5 p.m.
395 Danbury Road, corner of School Road and Route 7, Wilton
Fall Fair
Friday, September 29, 5 p.m. – 9 p.m. & Sunday, October 30, 10 a.m. – 6 p.m.
New Canaan Nature Center
St. Francis of Assisi Carnival
Saturday, October 7 & Sunday, October 8, noon – 6 p.m.
St. Francis of Assisi, 35 Norfield Road, Weston
Fairs & Festivals for a Day Trip
Hebron Harvest Fair
Thursday, September 7 – Sunday, September 10
347 Gilead St, Hebron, CT
Wapping Fair
Thursday, September 7 – Sunday, September 10
John J. Mitchell Fairgrounds, 75 Brookfield Street, South Windsor, CT
4 Town Fair
Thursday, September 14 – Sunday, September 17
56 Egypt Road, Somers, CT
The Guilford Fair
Friday, September 15 – Friday, September 17
Guilford Fairgrounds, Guilford, CT
Durham Fair
Thursday, September 21 – Sunday, September 24
Durham, CT
Yonkers River Fest
Saturday, September 23, noon – 7 p.m.
1 Larkin Plaza, Yonkers, NY
Harwinton Fair
Friday, October 6 – Sunday, October 8
150 Locust Rd, Harwinton, CT
Pound Ridge Harvest Festival
Saturday, October 7, 1 p.m. – 6 p.m.
Pound Ridge Town Park, Westchester Avenue, Pound Ridge, NY