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Local Guides
September 1, 2024 | Fowler Sakey Team

Fairfield County's September Local Guide to Fall Events

Fairfield County's September Local Guide to Fall Events

Discover Local September Events in Fairfield County: Your Ultimate Guide to Fall Fun

As the leaves begin to change and the air turns crisp, Fairfield County comes alive with an exciting array of events and activities. From jazz festivals to Oktoberfest celebrations, and now including some fantastic fairs, there's something for everyone this September. Join us as we explore the must-attend happenings across the county!

Bridgeport: A Hub of Culture and Entertainment

Kick off your September adventures in Bridgeport with these fantastic events:

1. Bridgeport Jazz Festival - August 31, 12-8 pm at McLevy Green
   Immerse yourself in smooth jazz tunes and soulful melodies at this annual musical extravaganza.

2. 4th Annual Bridgeport Film Fest - September 13-15 at The Klein Memorial Auditorium
   Cinema enthusiasts, mark your calendars! This three-day event showcases local and international talent in filmmaking.

New Canaan: Nature and Gastronomy Combined

New Canaan offers a perfect blend of outdoor activities and culinary delights:

1. Cider Saturday - September 21, 10 am - 2 pm at New Canaan Nature Center
   Celebrate the autumn harvest with freshly pressed cider and family-friendly activities.

2. Rotary Club Lobsterfest - September 28, 4 pm at New Canaan Nature Center
   Indulge in succulent lobster while supporting a good cause at this community favorite event.

Trumbull: Art and Culture Take Center Stage

Don't miss the Trumbull Arts Festival on September 13-15 at Trumbull Town Hall Green. This annual event showcases local artists, craftsmen, and performers, making it a must-visit for art lovers.

Norwalk: Maritime Fun and More

Norwalk brings a mix of traditional and modern events:

1. The Norwalk Oyster Festival - September 6-8 at Veterans Memorial Park
   Savor fresh oysters and enjoy live entertainment at this iconic Norwalk event. This is one of the biggest fairs in the area, offering a wide array of seafood, carnival rides, and live performances.

2. 17th Annual Old-fashioned Flea Market - September 15, 10:00 am - 4:00 pm
   Hunt for treasures and unique finds at this nostalgic market.

3. Norwalk Boat Show - September 19-22 at Norwalk Cove Marina
   Explore the latest in boating technology and maritime lifestyle at this four-day extravaganza.

Fairfield: From 80s Vibes to Oktoberfest

Fairfield offers a diverse range of events:

1. 80s DANCE PARTY - September 20 at The Warehouse
   Dance the night away at this fundraiser for FTC, featuring the best hits from the 1980s.

2. Annual SeptemberFest - September 13-15 at Our Lady of the Assumption
   Enjoy family-friendly fun, food, and festivities at this community celebration.

3. Oktoberfest - September 14, 2-6 pm at FTC & Sanford Street Lots
   Experience a taste of Bavaria right in Fairfield with authentic German food, beer, and music.

4. Glow on the Green - September 6, 6:30 pm at H. Smith Richardson GC
   End your summer with a unique glow-in-the-dark golfing experience.

Stamford: A Culinary and Cultural Delight

Stamford brings a mix of food, art, and traditional celebrations:

1. Stamford Restaurant Weeks - August 19 - September 2
   Explore Stamford's diverse culinary scene with special menus and deals.

2. Arts & Crafts on Bedford - September 14, 10 am-6:30 pm on Bedford Street
   Browse unique handcrafted items and support local artisans.

3. Oktoberfest WEEKEND - September 21-22 at Designs by Lee
   Celebrate German culture with traditional food, drinks, and music.

4. Oktoberfest in the Park - September 30 - October 1 at Mill River Park
   Another chance to experience Bavarian festivities in a beautiful park setting.

Stratford: Cars, Concerts, and Craft Beer

Stratford offers a diverse range of events:

1. Summer Sunset Concert Series - September 3, 7-9 PM at Paradise Green
   Enjoy live music under the stars at this community concert.

2. Corsair Car Show - September 15, 10 am - 4 pm at Short Beach
   Car enthusiasts won't want to miss this showcase of classic and unique vehicles.

3. 11th Annual Ok2berfest - September 21-22 at Two Roads Brewing Company
   Experience a craft beer twist on the traditional Oktoberfest celebration.

Easton: Fireworks and Family Fun

Don't miss the 4th Annual Easton Volunteer EMS Fireworks on September 14, 6-9 PM at Samuel Staples school field. This event combines community spirit with a spectacular fireworks display.

Westport & Weston: Music, Art, and Harvest Celebrations

These neighboring towns offer a variety of events:

1. Harvest Fest - September 14, 6-9:30 pm at Wakeman Town Farm, Westport
   Celebrate the bounty of the season with farm-fresh food and activities.

2. 7th Annual Westoberfest - September 21, 2-5 pm on Elm Street, Westport
   Experience a local twist on Oktoberfest celebrations.

3. Labor Day Weekend Celebration of the Arts - August 31-September 1 at Weston Schools Campus
   Immerse yourself in various art forms at this two-day festival.

4. Music in the Meadow - September 14, 6:00 PM at Lachat Town Farm, Weston
   Enjoy live music in a picturesque farm setting.

5. Bands On The Beach Summer Concert - September 21, 6 pm at Wilton Family Y
   Cap off the summer with live music by the beach.

Additional Fairs in the Region

While not all of these fairs are within Fairfield County, they're close enough for a day trip and offer fantastic fall experiences:

1. Monroe Apple Fest - September 7-8
   Celebrate the apple harvest with delicious treats and family-friendly activities.

2. North Haven Fair - September 5-8
   A traditional country fair with agricultural exhibits, rides, and entertainment.

3. Orange Fair - September 21-22
   Experience small-town charm with this local fair featuring crafts, food, and community spirit.

4. Milford Irish Festival - September 12-14
   Immerse yourself in Irish culture with traditional music, dance, food, and drinks at this lively festival.

 

Whether you're a foodie, music lover, art enthusiast, or just looking for family-friendly fun, Fairfield County and its surrounding areas have something for everyone this September. Don't miss out on these exciting events that showcase the best of our local community. Mark your calendars and get ready for a month full of unforgettable experiences!

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