Looking for things to do in Fairfield County this week and next. Early June has a little of everything, from garden tours and car shows to concerts, markets, theater, and food events. The next two weeks bring easy plans close to home, with local events filling parks, museums, stages, and gathering spaces across the area. Some invite you to spend time outside with family, while others offer a night of music, art, or something good to eat. It is a nice stretch to get out, reconnect, and enjoy what is happening right where we live.
Across Fairfield County
1. Garden Tour, 69th Annual Grandiflora
Saturday, June 6, 2026
Greenwich Botanical Center, Greenwich
The annual Grandiflora Garden Tour opens a collection of private gardens for a spring day centered on landscape design, planting, and outdoor inspiration. Guests can move at their own pace through gardens that reflect the care, creativity, and seasonal beauty of Greenwich.
2. Fundraiser, Beer Yoga for Hope
Friday, June 5, 2026
Stamford JCC, Stamford
Katy Ingulli leads a lighthearted yoga class that incorporates beer, with wine, music, a food truck, and vendors also part of the evening. The fundraiser supports The Bennett Cancer Center, with proceeds donated to patient services through Hope in Motion. Guests do not have to do yoga or drink beer to attend, making the night feel more like a relaxed community gathering than a traditional fitness class.
3. Open House, Visual Arts Studio
Sunday, June 7, 2026
Darien Arts Center, Darien
Darien Arts Center opens its visual arts studio for a free family event with student artwork, hands on workshops, face painting, and an ice cream truck. Young visitors can try creative stations for beading, baseball cap design, frame decorating, and a collaborative canvas.
4. Market, SoNo Saturday Market
Saturday, May 30, 2026
Washington Street, Norwalk
Washington Street fills with local vendors, fresh food, artisan goods, live music, and lawn games for an open air market in the heart of SoNo. Families can browse handmade finds, grab something to eat, and spend part of the day in a walkable neighborhood setting.
5. Festival, Wilton Food Truck Festival
Sunday, May 31, 2026
Schenck’s Island and Chess Park, Wilton
Food trucks, live music, historic games, crafts, face painting, and colonial educators come together for a community festival hosted by the Wilton Historical Society. Families can move between food vendors and hands on activities while also connecting with Wilton’s local history.
Greenwich Magazine
1. Car Show, Greenwich Concours
Saturday, May 30, 2026, and Sunday, May 31, 2026
Roger Sherman Baldwin Park, Greenwich
The Greenwich Concours brings collector cars, performance vehicles, and automotive history to the waterfront for a two day show. Visitors can walk the field, see rare and notable cars up close, and take in a long running Greenwich tradition with a broad, all ages crowd.
2. Nature Walk, Horseshoe Crab Celebration
Sunday, May 31, 2026
Greenwich Point Park, Old Greenwich
A guided beach walk introduces participants to the horseshoe crabs that return to Long Island Sound each season. The program includes counting and tagging horseshoe crabs while learning about their role in the shoreline ecosystem.
3. Garden Tour, 69th Annual Grandiflora
Saturday, June 6, 2026
Greenwich Botanical Center, Greenwich
The annual Grandiflora Garden Tour opens a collection of private gardens for a spring day centered on landscape design, planting, and outdoor inspiration. Guests can move at their own pace through gardens that reflect the care, creativity, and seasonal beauty of Greenwich.
4. FArt in the Park
Sunday, June 7, 2026
Binney Park, Old Greenwich
Local and regional artists fill Binney Park with work across painting, photography, mixed media, wood, drawing, and more. The open air setting makes it easy to browse, meet artists, and spend time outside with family or friends.
5. Concert, Florian Shantz Jazz Combo
Thursday, June 11, 2026
Greenwich Historical Society, Cos Cob
Florian Shantz Jazz Combo explores the energy and sound of early jazz with a lively 1920s and 1930s feel. The performance connects music, history, and movement, with a set shaped by the blended traditions that helped jazz take root in American culture.
Stamford Magazine
1. Beer Festival, Brews on Bedford
Saturday, May 30, 2026
Latham Park, Stamford
Regional breweries, food vendors, craft vendors, and live music come together for an outdoor tasting event downtown. Guests can sample from participating breweries, grab food from local vendors, and settle into a social afternoon with a lively local crowd.
2. Community Festival, Stamford Day
Sunday, May 31, 2026
Mill River Park, Stamford
This free outdoor celebration highlights the history and cultural diversity of the city through art, music, dance, and family activities. The day includes a history hunt, coloring, face painting, raffles, art displays, performances, and food available for purchase.
3. AMusical, Guys and Dolls
Friday, June 5, 2026, through Saturday, June 27, 2026
Curtain Call, Stamford
The classic Broadway musical brings gamblers, nightclub performers, and mission workers into a fast moving story of luck, love, and unlikely pairings. The production features familiar songs, comic turns, and a trip through Damon Runyon’s colorful New York City.
4. Fundraiser, Beer Yoga for Hope
Friday, June 5, 2026
Stamford JCC, Stamford
Katy Ingulli leads a lighthearted yoga class that incorporates beer, with wine, music, a food truck, and vendors also part of the evening. The fundraiser supports The Bennett Cancer Center, with proceeds donated to patient services through Hope in Motion. Guests do not have to do yoga or drink beer to attend, making the night feel more like a relaxed community gathering than a traditional fitness class.
5. Dance Recital, New Canaan Dance Academy
Friday, June 5, 2026, through Sunday, June 7, 2026
Stamford Palace Theatre, Stamford
Dancers ranging from young students to adults perform original choreography across ballet, tap, jazz, hip hop, lyrical, modern, and contemporary styles. The recital also features the academy’s performance company, with more than 100 dancers who participate in regional and local festivals, competitions, and outreach events.
New Canaan, Darien and Rowayton Magazine
1. Market, SoNo Saturday Market
Saturday, May 30, 2026
Washington Street, Norwalk
Washington Street fills with local vendors, fresh food, artisan goods, live music, and lawn games for an open air market in the heart of SoNo. Families can browse handmade finds, grab something to eat, and spend part of the day in a walkable neighborhood setting.
2. Concert, Marcus Miller and IWM
Saturday, June 6, 2026
Grace Farms, New Canaan
Marcus Garrick Miller brings his band IWM to Grace Farms for a summer kickoff concert shaped by jazz, performance, and creative collaboration. His work spans composing, saxophone, and curation, with past performances at Carnegie Hall, the Obama White House, and alongside artists including Jon Batiste.
3. Talk, Shakespeare on the Sound
Tuesday, June 2, 2026
Rowayton Library, Rowayton
Former Shakespeare on the Sound board member John Love leads a conversation ahead of the group’s 30th anniversary production of Much Ado About Nothing. The talk looks back at the origins of Shakespeare in Pinkney Park and offers context for the comedy returning to Rowayton this summer.
4. Open House, Visual Arts Studio
Sunday, June 7, 2026
Darien Arts Center, Darien
Darien Arts Center opens its visual arts studio for a free family event with student artwork, hands on workshops, face painting, and an ice cream truck. Young visitors can try creative stations for beading, baseball cap design, frame decorating, and a collaborative canvas.
5. Exhibition, A Nation of Vision
Monday, June 1, 2026, through Thursday, June 11, 2026
Silvermine Arts Center, New Canaan
This juried exhibition brings together artists reflecting on 250 years of American art, innovation, and creative change. Curated by Lee Findlay Potter, the show presents work that moves across time, medium, and perspective, from historical influence to contemporary ideas.
Westport, Weston and Wilton Magazine
1. Festival, Wilton Food Truck Festival
Sunday, May 31, 2026
Schenck’s Island and Chess Park, Wilton
Food trucks, live music, historic games, crafts, face painting, and colonial educators come together for a community festival hosted by the Wilton Historical Society. Families can move between food vendors and hands on activities while also connecting with Wilton’s local history.
2. Concert, Silver Steel Drum Band
Sunday, May 31, 2026
Weston Town Green, Weston
Weston’s Music on the Green opens with Silver Steel Drum Band, bringing Caribbean favorites, Soca, and Calypso music to the town green. Guests are invited to bring chairs and refreshments for an easy outdoor concert with a beachy early summer feel.
3. Fundraiser, Taste of Westport
Wednesday, June 3, 2026
Fairfield County Hunt Club, Westport
Taste of Westport brings together invitation only restaurants, signature cocktails, and a silent auction for CLASP Homes. The evening centers on local food, drinks, and gathering in support of programs for adults with autism and developmental disabilities.
4. Concert, Endea Owens and The Cookout
Saturday, June 6, 2026
MoCA CT, Westport
Endea Owens brings her ensemble, The Cookout, to MoCA CT for a high energy night of jazz, soul, and contemporary performance. The bassist, composer, and bandleader is known for work with The Late Show with Stephen Colbert’s house band and collaborations across major stages.
5. Musical, Jesus Christ Superstar
Friday, June 5, 2026, through Sunday, June 7, 2026
StageOne at Fairfield Theatre Company, Fairfield
Black Rock Theater presents the Tim Rice and Andrew Lloyd Webber rock opera with professional actors and a live orchestra. The production follows the final week of Jesus’s life through song, with familiar numbers including “Superstar,” “I Don’t Know How to Love Him,” and “Gethsemane.”