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This Weeks Happenings in and around Fairfield County: August 10–16, 2025

Summer is at its peak in Fairfield County, presenting a diverse array of cultural and recreational activities for residents and visitors alike. This week’s calendar features an impressive lineup of live music performances, art fairs, food festivals, and outdoor events that offer something for every interest and age group. From captivating steel drum evenings at scenic vineyards to traditional bluegrass festivals and engaging beachside concerts, the region invites the community to experience the best of summer entertainment and relaxation. 


In addition, just under two hours away, the Sullivan Catskills   region of New York honors a pivotal moment in music history—the 1969 Woodstock Festival, held from August 15 to 18. This year, Sullivan County is commemorating the festival’s legacy with a series of special tribute events and performances that pay homage to the birthplace of a cultural phenomenon. As an official partner of Sullivan Catskills, we are pleased to support the promotion of this distinguished destination and its revitalized appeal. Whether you’re planning a weekend escape or a seasonal retreat, we encourage you to explore the Sullivan Catskills to experience its rich heritage, vibrant arts scene, and breathtaking natural beauty. Discover more about upcoming events and plan your visit today to connect with the legacy of Woodstock and create unforgettable memories.  Find out more about the Catskills here.

Sunday, August 10 

1. 🐴 Wolcott Country Fair (10am-6pm)   — Classic family carnival fun all day! 

2. 📣🦅 Skyhunters in Flight at Beardsley Zoo (11am-2pm)   — Live bird of prey demonstrations. 

3. 🌅   Memphis Soul Spectacular at Calf Pasture Beach, Norwalk (5pm-7pm) — Beach concert vibes. 


Monday, August 11  

  1. 📣🦁 Beardsley Zoo – Part of CT Season Pass! (10am) — Perfect family outing. 
  2. 🌳 Norwalk’s Treesure Hunt (7am-7pm) — Outdoor nature adventure for all ages. 

 

Tuesday, August 12  

  1. 🎤 Music Mandy LIVE at Trumbull’s Kids Summer Concerts (10pm) — Family-friendly live music. 
  2. 🎷 The Grennan Brothers Band at Trumbull Summer Concert Series (7pm) — Outdoor concert fun. 
  3. 🎸 Triple Bock at Black Rock Summer Concert Series, Bridgeport (6:30pm) — Another great live music option. 


Wednesday, August 13 

  1. 📣🦁 Beardsley Zoo – CT Season Pass! (10am)  — Always a family favorite. 
  2. 🌅 One Hot Night with Tommy Lynn at Calf Pasture Beach, Norwalk (7pm)  — Beach concert with great atmosphere. 
  3. 🎵 Norwalk’s Treesure Hunt (7am-7pm)  — Outdoor family fun treasure hunt. 


Thursday, Aug 14  

  1. 📣🦁 Beardsley Zoo – CT Season Pass! (10am) 
  2. 🌳 Norwalk’s Treesure Hunt (7am-7pm) 
  3. 📣🍷 Ponies and Wine Time at Aquila’s Nest Vineyards, Newtown (5pm) — A relaxed family-friendly winery event with ponies! 

 

Friday, August 15 

  1. 📣🤠 Bridgewater Country Fair (4pm-11pm) — Fun carnival atmosphere, rides, games, and food. 
  2. 🎉 Milford Oyster Festival (5pm-10pm) — Festival with family appeal by the beach. 
  3. 🐄 Hartford 4-H Fair (8am-10pm) — Classic agricultural fair with plenty for kids and families. 


Saturday, August 16  


This Weeks Happenings in and around Fairfield County: August 10–16, 2025

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By Cathy Ithier • February 20, 2026
Experience Drew Angus live at SHU Community Theatre March 21 for a powerful night of timeless rock and storytelling.

VersoFest Author Talk: Claire Dederer on ‘Monsters,’ a Look at What to Do with Great Art by Bad People

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Best-selling author Claire Dederer joins Hilarie M. Sheets at Verso Fest'26 - March 28th to discuss Monsters: A Fan’s Dilemma and the ethics of art.
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