Community

2018 Fall Fairs & Festivals in Connecticut

(WTNH) - Festival season is fast approaching here in Connecticut! Check out this list for fall fairs and festivals across Connecticut.

Towns are listed alphabetically by county.

New Haven County

ANSONIA 
The Ansonia Harvest Festival
When: Saturday, September 29th, 11:00 a.m. - 4:00 p.m.
Where: 253 Main Street, Ansonia

BETHANY
Bethany Harvest Festival
When: Sunday, October 7th
Where: 696 Amity Road, Bethany

GUILFORD
The Guilford Fair
When: September 21st - September 23rd
Where: Guilford Fairgrounds

MADISON

Bauer Park Harvest Festival
When: October 13th, 11:00 a.m. - 3:00 p.m.
Where: 257 Copse Road, Madison

MILFORD
Pumpkins on the Pier
When: October 6th (rain date October 7th)
Where: Walnut Beach, 113 Broadway, Milford

NAUGATUCK
Naugatuck Mission 22 Fall Street Festival
When: September 29th
Where: Maple Street and Church Street, Naugatuck
 

OXFORD
Oxford Arts & Crafts Show
When: November 3rd
Where: 462 Oxford Road, Oxford

PROSPECT
15th Annual Pumpkin Festival
When: October 20th
Where: 36 Center Street, Prospect

SEYMOUR
Seymour Pumpkin Festival
When: September 23rd
Where: French Memorial Park, Seymour

SOUTHBURY
Southbury Celebration
When: September 22 (rain date: September 23rd)
Where: Southbury Training School, Southbury

WALLINGFORD
Celebrate Wallingford
When: October 6th & 7th
When: North Main Street & South Main Street, Wallingford

The St. Stanislaus, B.M. Church annual parish picnic/harvest festival
When: September 23rd, 1:00 p.m.-6:00 p.m.
Where: Polish National Alliance Park, 171 North Plains Road, Wallingford

WATERBURY
The Gathering
When: September 22nd
Where: Library Park, Waterbury

WEST HAVEN
15th Annual Apple Festival
When: September 28th - 30th
Where: West Haven Green

Hartford County

GLASTONBURY
Glastonbury Apple Harvest Festival
When: Oct. 12-14, 2018
Where: Riverfront Park, 300 Welles Street, Glastonbury

PLAINVILLE
The Plainville PumpkinFest
When: Oct. 20, 2018
Where: Downtown Plainville, in front of the Town Hall

ROCKY HILL
Rocky Hill Fallfest
When: Oct. 13, 2018
Where: Veterans Memorial Amphitheater, Elm Ridge Park

SIMSBURY
4th Annual Simsbury Spooktacular Chili Challenge
When: Oct. 27, 2018
Where: Simsbury Meadows Performing Arts Center, 22 Iron Horse Bvl., Simsbury

Max’s 5th Annual HOPtoberfest
When: Oct. 7, 2018
Where: Rosedale Farms and Vineyard

SOUTHINGTON
Southington Apple Harvest Festival
When: Sept. 28-30 and Oct. 5-7, 2018

WETHERSFIELD
37th Annual Old Wethersfield Arts and Crafts Fair
When: Sept. 29, 2018
Where: Cove Park, State st., Wethersfield
 
Wethersfield Cornfest
When: Sept. 22
Where: Broad Street Green

WINDSOR
Windsor Lions Club Fall Arts and Crafts Festival
When: Oct. 6, 2018
Where: Windsor Town Green on Broad St., Windsor

 

Fairfield County

BROOKFIELD
Fall Festival
When: November 3rd, 9:00 a.m. - 4:00 p.m.
Where: St. Marguerite Bourgeoys Parish

DARIEN
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

GREENWICH
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

NEW CANAAN
Harvest Festival
When: September 29th @ 7:00 p.m. -10:00 p.m.
Where: New Canaan Nature Center

NEWTOWN
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

NORWALK

St. Philip Family Fall Festival
When: September 22nd
Where: St Philip Church, 1 Father Conlon Place, Norwalk, CT

REDDING
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

SHELTON

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

STRATFORD
Fall Festival to Benefit Animals
When: October 7th, 11:00 a.m. - 5:00 p.m.
Where: Paradise Green

TRUMBULL

Christ Church Tashua Apple Festival
When: Sept. 29th (10:00 a.m. – 5:00 p.m.) and Sept. 30th (11:00 a.m. – 4:00 p.m.)
Where: 5170 Madison Avenue, 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

WESTON
Scare Fair
When: October 27th
Where: Weston Historical Society, 104 Weston Road, Weston

WESTPORT
New England Chowdafest
When: September 30th, 11:00 a.m. - 4:00 p.m.
Where: Sherwood Island State Park

WILTON
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

 

Middlesex County

CHESTER
Cruise, Blues, and Brews Festival
When: Saturday September 29th
Where: Chester Fairgrounds, 11 Kirtland Terrace

CROMWELL
Fair Weather Acres Fall Festival & Corn Maze
When: September 14th to October 28th, 10:00 a.m. - 6:00 p.m.
Where: 10 County Line Drive 

DURHAM
99th Annual Durham Fair 
When: September 27 to 30th
Where: Durham Fairgrounds

EAST HAMPTON
Pumpkintown U.S.A.
When: September 23rd to Halloween; 7 days a week 
Where: Paul’s and Sandy’s Too, 93 E High Street

EAST HADDAM
Not-So-Scary Halloween Hay Rides
When: October 12th, 13th, 19th, 20th, 26th, 27th; dusk to 8 PM 
Where: Ray of Light Farm; 232 Town Street, East Haddam

MIDDLEFIELD
Lyman Orchards Corn Maze 
When: September 1st to November 4th (Wed - Fri: 3:00-6:00 p.m., Sat & Sun: 10:00 a.m. - 6:00 p.m.)
Where: 32 Reeds Gap Rd, Lyman Orchards 

MIDDLETOWN
Fall Festival & Downtown Trick or Treat  
When: October 20th (Festival: 12 PM to 4 PM, Trick-or-Treat: 11:00 a.m. - 2:00 p.m.)
Where: South Green, Middletown CT 

PORTLAND
19th Annual Portland Fair 
When: October 5th to 7th (Friday 5:00 p.m. -11:00 p.m., Saturday 10:00 a.m. - 10:00 p.m., Sunday 10:00 a.m. - 5:30 p.m.)
Where: Exchange Club Fairgrounds; Route 17A


New London County

LEBANON

The CT Renaissance Festival 
When: September 1st to October 14th; 
Where: Lebanon County Fairgrounds, 122 Mack Road, Lebanon

UNCASVILLE
Heart of America Balloon Festival @ Mohegan Sun 
When: Friday, September 21, 2:00 p.m. – Sunday, September 23rd, 8:00 p.m.
Where: Mohegan Sun Casino; 1 Mohegan Sun Blvd., Uncasville

COLCHESTER
Pumpkins n’ Pooches Autumn Fair and Dog Festival 
When: Saturday, September 29th
Where: Colchester Town Green

GROTON
Groton Fall Festival 
When: Saturday October 6th
Where: Poquonnock Plains Park 

MYSTIC
Chowder Days Festival 
When: October 6th - 8th, 9:00 a.m. - 5:00 p.m.
Where: Mystic Seaport Museum 

SPRAGUE
 Artisan Market @ Three Villages Fall Festival
When: October 13th, 11:00 a.m. - 5:00 p.m.
Where: Three Villages 

PRESTON
Scarecrow Festival 
When: Saturday, September 22, 2018, 10:00 a.m. - 4:00 p.m. (BBQ 3:00 p.m. - 5:30 p.m.)
Where: Preston City Congregational Church; 321 Route 164

 

Litchfield County

BARKHAMSTED 
109th Annual Riverton Fair
When: October 12th - 14th
Where: 16 Main Street, Riverton

HARWINTON
162nd Annual Harwinton Fair
When: October 5th - 7th
Where: Harwinton Fairgrounds, 150 Locust Road, Harwinton

KENT
Kent Fall Festival
When: September 28-30
Where: 31 Kent-Cornwall Rd Kent, CT 06757

LITCHFIELD
Harvest Bounty Brew Fest
When: October 13
Where: 421 Bantam Rd. Litchfield, CT 06759

NEW MILFORD
Harvest Festival
When: October 13th
Where: Downtown New Milford

SALISBURY
Salisbury Fall Festival
When: October 5-7
Where: Main St Salisbury, CT 06068

WARREN
Warren Fall festival
When:October 6-7
Where: Warren Woods Town Park, Warren, CT 06754

WOODBURY
Fall Festival
When:September 30
Where: Main St. Woodbury, CT 06798

 

Tolland County

ANDOVER
Northeast Connecticut Region Ember Art Festival
When: October 11th - 15th
Where: TBD
 
COVENTRY
First Church Coventry Holiday Fair
When: November 16th - 17th
Where: 1171 Main Street, Coventry

WILLIMANTIC
Willimantic 3rd Thursday Street Fest
When: August 16th / September 20th
Where: Main Street, Willimantic

 

Windham County


Brooklyn Fall Festival
When: October 8th - 9th, 2018
Where: Rt. 6 and Rt. 169 at the Israel Putnam Equestrian Statue

EASTFORD
Harvest Festival
When: October. 6th - 8th
Where: Buell’s Orchard, Eastford

HAMPTON
Hampton Fall Festival
When: September 29th
Where: Town Hall, Town Green and Hampton Community Center

POMFRET
Lapsley Orchard Pumpkin and Fall Festival
When: October 6th - 8th
Where: Lapsley Orchard

PUTNAM
Great Pumpkin Festival
When: October 20th
Where: Downtown Putnam
    
THOMPSON
Fall Festival
When: October 27th
Where: Thompson Congregational, United Church of Christ

Do you know of a fall fair, festival, or other fall event that we missed? Email us to let us know what town, the date and time, and where, and we'll gladly add it to this list.


More Stories

Storm Team 8 Weather Headlines

Latest Connecticut Headlines

Video Center