Funtober Fall Festivals

Fall Connecticut Festivals

As far as states go, Connecticut is pretty small.  But when you look at the list of fall festivals in Connecticut in September and October, you would think that Connecticut is a much larger state.  If you find yourself in New England in the fall, Connecticut wouldn’t be a bad place to celebrate the harvest or Oktoberfest.


September 2015:

Soul Food Festival – Hartford, CT – September 5, 2015
A travelling music and food festival that attracts about 10,000 visitors per city. Internationally recognized artists. Ticket price depends on location. Options include early bird tickets, general admission, preferred viewing and VIP seating. Brought to you by the Kinfolks Foundation.

CT Maritime Heritage Festival – Sept 9-12, 2015
This event wraps up the Connecticut’s Coast Guard Summer 2015. Includes boat parade, schooner race, chowder challenge, vessel visits and more.

Hebron Harvest Fair – Hebron, CT – September 10-13, 2015

Brass City Brew Fest – Waterbury, CT – September 12, 2015

Mum Festival – Bristol – Sept 26-27, 2015
54th annual Chrysanthemum Festival. Mum parade, Hometown Hero Breakfast and more.

St. Peter’s Apple Festival – Monroe, CT – September 12-13, 2015
Held annually on the first weekend after Labor Day. Lots of apple products including hot apple crisp and apple pies, craft vendors, kids games and more. Free admission and parking.

Connecticut Folk Festival – New Haven – Sept 12, 2015
An annual one day celebration of music and sustainability with food and other vendors, songwriting competition and Green Expo.

New England Acoustic Music Festival – Putnam – Sept 26, 2015
2nd annual event. A block party style boutique music festival in the historic Antique District. Food, beer and non-alcoholic beverages from the Courthouse Bar & Grille and other vendors.

Newtown Arts Festival – Newtown, CT – Sept 19-20, 2015
Outdoor festival at Fairfield Hills. Juried Artisans Exhibit, live music, improv night, food and more. Admission is $5. Children 12 and under are free.

Greenwich Food & Wine Festival – Greenwich, CT – September 24-26, 2015

October 2015:

Southington Apple Harvest Festival – Southington, CT – October 2-4 & October 9-11, 2015

Garlic and Harvest Festival – Bethlehem, CT – October 10-11, 2015
11th annual event. Garlic cooking demonstrations, specialty food vendors and live band performance. Delicious garlic foods and even garlic ice cream in the food court. Held at the Bethlehem Fairgrounds.

Scotland Highland Games Festival – Scotland, CT – October 11, 2015
28th annual games. Athletic, dance and music competitions; sheepdog demonstrations; and live music.

Shelton Day – Shelton, CT – October 4, 2015
A street festival with 150 booths of food, crafts, activities and information.

November 2015:

Last Year’s Events:
Goshen Fair – Goshen, CT – August 30 – September 1, 2014
Seymour Pumpkin Festival – Seymour, CT – September 21, 2014

Norwalk Oyster Festival – Norwalk, CT – September 5-7, 2014

CT Film Festival – Bethel, CT - September 26, 2014
The Harbor Brew Fest – Bridgeport, CT – September 20, 2014

Apple Harvest Festival – Glastonbury, CT – October 17-19, 2014

Smoke in The Valley IV – Seymour, CT – October 4, 2014
A Craft Beer-Chili-Music Fest featuring over 80 craft breweries, home brew contest, chili competition with $5k in cash prizes, and 2 stages of live music featuring Badfish, and Turkuaz.

New Pond Farm Harvest Festival – West Redding, CT – October 18, 2014
Baeur Park Harvest Festival – Madison, CT – October 15, 2014
Groton Fall Festival – Groton, CT – October 11, 2014
Connecticut Hopkins Annual Harvest Celebration – New Preston, CT – October 18, 2014
Stamford Museum Harvest Festival – Stamford, CT – October 18-19, 2014
Pumpkin Festival - Prospect, CT – October 25, 2014

Wethersfield Antiques Show – Wethersfield, CT – Nov 21-22, 2014

Quest For The Giant Pumpkin Weight-Off – Ridgefield, CT – September 29, 2013
East Haven Fall Festival – East Haven, CT – September 6-8, 2013 
Chowder Days Festival – Mystic, CT – October 12-14, 2013
The Bijou Theatre Film Festival and Oktoberfest – Bridgeport, CT – October 3-6, 2013
Olde Mistick Village Garlic Festival – link goes to 2012 event 
Fall for Ridgefield – Ridgefield, CT
Tunxis Pumpkin Festival – Farmington, CT

Find other fun things to do in Connecticut in October:

Oktoberfest in Connecticut
Connecticut Corn Mazes
Connecticut Ghost Tours
Haunted Houses in Connecticut
Pumpkin Patches in Connecticut


  1. Please advise if any farms or pumpkin patches will come to an off-site location for a school event.
    We are hosting our Homecoming festivities on Oct. 19, 2013 in Hamden, CT.

    Thank you. Robyn

  2. Ridgefield’s 1st Annual Giant Pumpkin Weigh Off (Ballard Park, Ridgefield, CT) is on Sunday, Sept 29, 2013 from 10am – 3pm. Large Pumpkin growers from the region will come together for a cash prize competition for the heaviest pumpkin, squash and longest gourd. Vendor booths will be themed to support the economy associated with this “harvest season”. Enjoy musical entertainment and a giant pumpkin professional carving demonstration at this great fall event! Free to the public.

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