2018 Fall Fairs & Festivals in Fairfield County - Westport Moms

SAVE THE DATE! With fall around the corner, Fairfield County has many great fairs and festivals you won’t want to miss! We compiled a list that we hope will make things just a little bit easier as you plan out the upcoming weekends!

Bethel Holiday Weekend Craft Festival
When: September 2nd, 11:00 a.m. – 5:00 p.m.
Where: 1 School St, Bethel 
Good Vibes Only Festival
When: August 12th, 12:00 p.m. – 8:00 p.m.
Where: McLevy Green, 102 Bank Street, Bridgeport 
Fall Festival
When: November 3rd, 9:00 a.m. – 4:00 p.m.
Where: St. Marguerite Bourgeoys Parish
Taste of Greater Danbury
When: September 7th, 5:00 p.m. – Sept 9th, 7:00 p.m.
Where: Danbury City Center Green
Tokeneke Elementary School Pumpkin Carnival
When: October 13th. 10:00 a.m. – 4:00 p.m.
Where: Tokeneke Elementary School, 7 Old Farm Road, Darien 
Party in the Park
When: Sept. 8th, 12:00 p.m. – 8:00 p.m.
Where: Owen Fish Park, Stratfield Road, Fairfield
September Fest
When: Sept. 14th, 6pm-1030 pm, Sept. 15th, 1pm – 1030 pm, Sept 16th. 1pm – 6pm.
Where: Assumption Church, 545 Stratfield Rd, Fairfield 
Bruce Museum Outdoor Arts Festival
When: October 6th and 7th, 10:00 a.m. – 5:00 p.m.
Where: Bruce Museum, 1 Museum Drive Greenwich
Greenwich Wine + Food Festival
When: September 21st and 22nd
Where: 100 Arch Street, Greenwich
20th Annual Fall Festival and Hawk Watch
When: September 15th & 16th, 11:00 a.m. – 5:00 p.m.
Where: Audubon Center in Greenwich
St. Peter’s Apple Festival
When: September 8th, 10:00 a.m. – 5:00 p.m. & 9th, 10:00 a.m. – 4:00 p.m.
Where: Monroe Green
Harvest Festival
When: September 29th @ 7:00 p.m. -10:00 p.m.
Where: New Canaan Nature Center
Fall Fair
When: September 12th (during the evening) & 13th (all day)
Where: New Canaan Nature Center 
New Fairfield Day
When: September 15th
Where: center of town 
Newtown United Methodist Church Fall Arts and Craft Fair
When: October 20th, 10:00 a.m. – 4:00 p.m.
Where: Reed Intermediate School, 3 Trades Ln, Newton CT
Arts Festival
When: September 15th & 16th. 11:00 a.m. – 5:00 p.m.
Where: on the grounds of Fairfield Hills in Newtown 
Norwalk Oyster Festival
When: September 7th (6pm – 11pm), 8th (11am – 11pm), & 9th (11am – 8pm)
Where: 42 Seaview Ave, Norwalk, CT 06855
St. Philip Family Fall Festival
When: September 22nd
Where: St Philip Church, 1 Father Conlon Place, Norwalk, CT
Harvest Festival
When: October 13th, 11:00 a.m. – 4:00 p.m. (rain date: October 14th 1:00 p.m. – 4:00 p.m.)
Where: New Pond Farm: 101 Marchant Road, West Redding, CT 06896 
CT Vendor Variety Show
When: August 18th, September 15th and October 20th, 10:00 a.m. – 4:00 p.m.
Where: 415 Howe Avenue
Soupstock Music & Arts Festival
When: September 29th (11:00 a.m. – 10:00 p.m.) & 30th (11:00 a.m. – 8:00 p.m.)
Where: Veterans Memorial Park, 38 Canal Street E, Shelton
Shelton Day
When: October 7th, 11:00 a.m. – 5:00 p.m.
Where: Howe Avenue in Shelton
Shelton Autumn Craft Festival
When: October 27th, 10:00 a.m. – 4:00 p.m.
Where: Hyatt House Hotel, 830 Bridgeport Avenue, Shelton
SHERMAN Raspberry Festival
When: September 15th & 16th, 12:00 p.m. – 5:00 p.m.
Where: White Silo Farm and Winery 
Arts & Crafts on Bedford
When: September 15th (10:00 a.m. – 8:00 p.m.) & 16th (10:00 a.m. – 5:00 p.m.)
Where: Bedford Street, Stamford 
Fall Festival to Benefit Animals
When: October 7th, 11:00 a.m. – 5:00 p.m.
Where: Paradise Green 
Trumbull Arts Festival
When: September 16th, 10:00 a.m. – 4:00 p.m.
Where: Town Hall Green, 5866 Main Street, Trumbull
Trumbull Fall Crafts Festival
When: October 6th, (10:00 a.m. – 4:00 p.m.)
Where: Grace Episcopal Church (front lawn), 5958 Main Street, Trumbull
Scare Fair
When: October 27th
Where: Weston Historical Society, 104 Weston Road, Weston 
New England Chowdafest
When: September 30th, 11:00 a.m. – 4:00 p.m.
Where: Sherwood Island State Park 
Ambler Farm Day
When: September 30th, 12:00 p.m. – 4:00 p.m.
Where: Ambler Farm
Fright Night
When: October 19th, 20th, 26th, and 27th, 6:00 p.m. – 8:00 p.m.
Where: Ambler Farm
Cannondale Foliage Craft Festival
When: September 29th (10:00 a.m. – 4:00 p.m.) & 30th (11:00 a.m. – 5:00 p.m.)
Where: 28 Cannon Rd Wilton

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