A complete calendar of August 2026 concerts, festivals, and fairs happening across Fairfield County.

Fairfield County's August 2026 calendar is packed with free outdoor concerts, food festivals, and small-town fairs happening in nearly every town in the county. Here's the full rundown, organized by category, so you can plan your month.

Summer Concerts & Outdoor Movies

• Fairfield Summer Concert Series — Sundays and Thursdays through August 23, 6:30–8:00 PM, Sherman Green Gazebo
• Fairfield Sweet Sounds of Summer — Saturdays through August 29, 6:30 PM, Sherman Green Gazebo
• Bethel Summer Concert Series — Sundays through August 30, 6:00–8:00 PM, Town Hall Lawn
• Darien End-of-Summer Luau — Friday, August 21, Weed Beach
• Easton Movie Night Under the Stars — Friday, August 14, Aspetuck Park, Easton
• Greenwich Summer Concerts — August 4, 5, 12, 16, 19, and 30, Roger Sherman Baldwin Park, Binney Park, and Island Beach
• Newtown Edmond Town Hall Drive-In Movies — Fridays, August 14 and 21
• Norwalk Calf Pasture Beach Outdoor Movie: The Wild Robot — Friday, August 7
• Norwalk Calf Pasture Beach Summer Concerts — Wednesdays, August 5, 12, 19, 26, plus September 2, 7:00 PM
• Redding Concerts on the Green — Sundays, August 2–30, 6:00–8:00 PM, Redding Town Green
• Ridgefield CHIRP Concert Series — Tuesdays and Thursdays through August 27, 7:00 PM, Ballard Park
• Rowayton Summer Music Festival — Sundays, August 9, 16, 23, and 30, Pinkney Park
• Shelton Music Under the Stars — Wednesdays, August 5, 12, 19, and 26, 7:00 PM, Huntington Green
• Stamford Movies in the Park — Rogue One, Friday, August 7; GOAT, Friday, August 14, 8:00 PM, Mill River Park
• Stratford Summer Sunset Concert Series — Tuesdays through September 8, 7:00 PM, Paradise Green Gazebo
• Trumbull Summer Concert Series — Tuesdays, August 4, 11, 18, and 25, 7:00–8:30 PM, Town Hall Green
• Waveny Summer Concert Series — Wednesdays, August 5, 12, 19, and 26, plus September 2, 7:30 PM, Waveny Park, New Canaan
• Weston Music in the Meadow — Saturday, August 15, 6:00–9:00 PM, Lachat Town Farm

Festivals, Food & Family Fun

• Swim Across the Sound Swim Marathon — Saturday, August 1, finish at Captain's Cove, Bridgeport
• SoNo Arts Festival — August 1–2, Washington Street and North/South Main Streets, South Norwalk
• Bethel Beer Fest — Saturday, August 1, 2:00–6:00 PM, Municipal Center Lawn
• Hey Stamford! Food Festival — August 1–2, Mill River Park, Stamford
• Connecticut Pizza & Brew Fest — Sunday, August 2, 11:30 AM–4:00 PM, Hartford HealthCare Amphitheater, Bridgeport
• Walnut Beach Arts Festival & Street Fair — Sunday, August 2, 11:00 AM–4:00 PM, Naugatuck Avenue, Milford
• 49th Annual Sand Sculpture Contest — Saturday, August 8, registration begins 10:30 AM, Walnut Beach, Milford
• Milford Oyster Festival — August 14–15, Fowler Field, Milford
• Danbury San Gennaro Festival — August 19–23, Downtown Danbury
• Fairfield Restaurant Week: Summer Edition — August 24–September 6
• Fairfield International Food Fest — Saturday, September 5, 4:00–8:00 PM, FTC
• Milford Regional Lobster Roll Festival — Sunday, September 20, Walnut Beach

Connecticut Fairs & Festivals

• Wolcott Lions Country Fair — August 7–9, Wolcott
• Bridgewater Country Fair — August 21–23, Bridgewater
• Greenfield Hill Grange Fair — Saturday, August 22, Fairfield
• Brooklyn Fair — August 27–30, Brooklyn
• Plainville Hot Air Balloon Festival — August 28–29, Norton Park, Plainville
• Chester Fair — August 28–30, Chester
• Terryville Lions Country Fair — August 28–30, Terryville
• Connecticut Renaissance Faire — Weekends August 29–October 25, Lebanon
• Cannon Grange Agricultural Fair — Sunday, August 30, Wilton
• Woodstock Fair — September 3–7, South Woodstock
• Haddam Neck Fair — September 4–7, Haddam Neck
• Goshen Fair — September 5–7, Goshen

tip:

Most of these events are free and family-friendly, though a few — like the fairs and food festivals — charge admission. Dates and times are set by individual town organizers and can shift due to weather, so it's worth double-checking the specific event's page the week of your visit.

The Fowler Sakey Team puts together this calendar every month so Fairfield County neighbors always know what's happening nearby.  Subscribe to our monthly newsletter so you don't miss a beat! SUBSCRIBE HERE