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Local Guides
April 30, 2025 | Fowler Sakey Team

May 2025 Events in Fairfield County

May 2025 Events in Fairfield County

 

Your Ultimate Guide to Local Spring Fun

From outdoor festivals to food truck nights and community carnivals, Fairfield County is bursting with events this May. Whether you're looking for something family-friendly, artsy, or foodie-approved, there's something happening near you.


🗓️ May Events Calendar

May 1: Shop & Stroll Into Spring
🕔 5:00 PM – 9:00 PM | 📍 Downtown Fairfield

May 2: Dressed to Impress Gala
🕡 6:30 PM – 11:00 PM | 📍 Penfield Pavilion, Fairfield

May 2–3: Rowayton School Carnival
🕓 May 2: 4:00 PM – 10:00 PM
🕚 May 3: 11:00 AM – 5:00 PM | 📍 1 Roton Ave, Rowayton

May 3–5: Minks to Sinks Tag Sale (Opening Day May 3)
🕘 9:00 AM – 5:00 PM | 📍 395 Danbury Road, Wilton

May 3: Frog Frolic Festival
🕚 11:00 AM – 4:00 PM | 📍 Redding Community Center, Redding

May 4: Mother's Day Pop Shop
🕛 12:00 PM – 5:00 PM | 📍 Elicit Brewing, Fairfield

May 6: Nature Tots – Spring Explorers
🕙 10:00 AM | 📍 CT Audubon Society, Fairfield

May 7–10: Riverfield School Spring Carnival
🕕 6:00 PM – 10:00 PM | 📍 Riverfield Elementary, Fairfield
(Also open May 9 at same time)

May 9: Wilton Mother’s Day Plant Sale
🕘 9:00 AM – 1:00 PM | 📍 Wilton Center Gazebo, Wilton

May 10: Dogwood Festival
🕙 10:00 AM – 5:00 PM | 📍 Greenfield Hill Church, Fairfield

May 11: Mother’s Day Nature Walk
🕙 10:00 AM – 12:00 PM | 📍 New Pond Farm, Redding

May 12: Community Sailing Seminar
🕕 6:00 PM – 8:00 PM | 📍 Fairfield Recreation Center

May 13: Strings – Versatile Vibrations
🕓 4:00 PM – 5:00 PM | 📍 Wilton Library

May 14: Art Exhibit – Martin Kline
🕛 12:00 PM – 5:00 PM | 📍 Heather Gaudio Fine Art, New Canaan

May 15: Elicit Food Truck Night
🕔 5:00 PM – 8:00 PM | 📍 Elicit Brewing, Fairfield

May 16: CT Food Trucks Battle Festival
📍 All Day | Hartford (Hartford County)

May 17: Midcentury Modern Homes Tour
🕐 1:00 PM – 5:00 PM | 📍 Locations across Fairfield & Westport

May 18: Vanessa Trien & The Jumping Monkeys
🕒 3:00 PM | 📍 Edmond Town Hall, Newtown

May 19: Guided Meditation Session
🕕 6:00 PM | 📍 Grounded Meditation, Westport

May 20: Succulent Driftwood Workshop
🕡 6:30 PM | 📍 Elicit Brewing Company, Fairfield

May 21: Community Volunteer Fair
🕚 11:00 AM – 2:00 PM | 📍 Trumbull Library

May 22: Taste of SoNo
🕖 7:00 PM | 📍 The SoNo Collection, Norwalk

May 23:

  • Outdoor Movie Night – “The Sandlot” | 🕗 8:00 PM | 📍 Jennings Beach, Fairfield

  • Legally Blonde: The Musical | 🕖 7:00 PM | 📍 Fairfield Theatre Company

May 24: On-Field Movie Night
⏰ Time TBD | 📍 Location TBD, Fairfield

May 25: Yo-Yo Ma in Concert
🕖 7:00 PM | 📍 Stamford Center for the Arts, Stamford

May 26: Memorial Day Parades
🕘 Various Times | 📍 Norwalk, Westport, Trumbull

May 27: Make Your Own Sushi Class
🕡 6:30 PM | 📍 Elicit Brewing Company, Fairfield

May 29: Sunset Cruise
🕡 6:30 PM – 8:30 PM | 📍 Norwalk Seaport Association

May 30: FTC Country Dance Party
🕗 8:00 PM | 📍 The Warehouse at FTC, Fairfield

May 31: Ridgefield Spring Stroll
🕙 10:00 AM – 4:00 PM | 📍 Downtown Ridgefield


🧺 Make the Most of May

Be sure to bookmark this post or share it with a friend—there’s something for everyone happening this month. Whether you're a foodie, music lover, family with kids, or just looking to explore more of Fairfield County, May is packed with opportunities to connect and celebrate local life.

Looking for more local guides or real estate tips? Follow along—we’ve got you covered.

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