There are plenty of things to do in Fairfield County this week and next as September brings outdoor festivals, creative workshops and easy ways to reconnect. Families can explore dinosaurs, make marbled paper or spend an afternoon paddling the Saugatuck River. Food festivals and farmers markets offer plenty of reasons to gather around the table. Art, architecture and author conversations add thoughtful options for a quieter outing. Live music and waterfront traditions keep a bit of summer energy in the calendar. Whatever the mood, a worthwhile local plan is close to home.
Across Fairfield County
1. Tides and Tunes Concert, Jamie McClean Band
Sunday, September 13, 2026
Greenwich Point Park, Old Greenwich
The Jamie McLean Band brings its mix of New Orleans soul, American roots music and Delta blues to the waterfront. The free outdoor concert offers a relaxed way to enjoy one of the final evenings of summer.
2. ALL SHOOK UP
Friday, September 11 through Saturday, September 26, 2026
Curtain Call, Stamford
More than 24 Elvis Presley songs drive this musical comedy set in a quiet Midwestern town in 1955. Romance and mistaken identities follow when a guitar playing stranger arrives on a motorcycle and disrupts the towns orderly routine.
3. 48th Annual Norwalk Oyster Festival
Friday, September 11 through Sunday, September 13, 2026
Veterans Memorial Park, Norwalk
The annual waterfront festival combines seafood, live entertainment, artisan vendors and amusement rides across three days. A dedicated family area adds games, face painting and other activities for younger visitors.
4. Plein Air Painting Workshop with Lisa Thoren
Tuesday, September 15, 2026
The Mather Homestead, Darien
Experienced painters and beginners can work outdoors with guidance from artist Lisa Thoren. Beverages, snacks and all painting materials are included, and the workshop will proceed rain or shine.
5. The Longest Table
Sunday, September 13, 2026
Lachat Town Farm, Weston
Neighbors share a communal meal designed to encourage conversation and new connections. Guests bring food for themselves and something to share, while the farm supplies tables, chairs, plates and silverware.
Greenwich Magazine
1. Six Extinctions
Friday, September 4 through Sunday, September 6, 2026
Bruce Museum, Greenwich
A full Tyrannosaurus rex skeleton anchors an exhibition spanning more than 500 million years of mass extinctions. Fossils, models and murals introduce vanished species while exploring the environmental pressures facing life today.
2. Marvelous Marbled Paper and Book Binding
Sunday, September 13, 2026
Greenwich Historical Society, Cos Cob
Families can make marbled paper notebooks using a technique inspired by centuries of bookmaking. A tour of the Bush Holley House reveals how similar paper once appeared in historic ledgers.
3. Tides and Tunes Concert, Jamie McClean Band
Sunday, September 13, 2026
Greenwich Point Park, Old Greenwich
The Jamie McLean Band brings its mix of New Orleans soul, American roots music and Delta blues to the waterfront. The free outdoor concert offers a relaxed way to enjoy one of the final evenings of summer.
4. AuthorsLive, Falling for Tessa Bailey
Thursday, September 10, 2026
Greenwich Library, Greenwich
Bestselling romance author Tessa Bailey discusses her upcoming novel, Broken Rival, and the popular Big Shots series. The AuthorsLive conversation offers readers a look at her characters, stories and writing process.
5. Invasive Identification and Management Walk and Talk
Wednesday, September 16, 2026
Greenwich Botanical Center, Cos Cob
Greenwich Land Trust conservation expert Dan Brubaker leads a walk focused on invasive plants found throughout town. Participants will learn how these species spread and explore practical ways to manage them at home.
Stamford Magazine
1. Jesse McCartney, The Weightless Tour
Friday, September 4, 2026
The Palace Theatre, Stamford
Jesse McCartney opens his new tour with a Stamford performance featuring longtime favorites and recent releases. The concert marks a new chapter for the singer and songwriter following his Alls Well EP.
2. St. Leo Fair 2026
Friday, September 4 and Saturday, September 5, 2026
St Leo Parish, Stamford
The longtime community fair fills the parish grounds with carnival rides, games, bingo and classic fair food. Families and friends can enjoy one final festive weekend before the season changes.
3. Arts and Crafts on Bedford
Saturday, September 12, 2026
Bedford Street, Stamford
Juried artists from across the Northeast display ceramics, jewelry, photography, fiber art and other handmade work. Nearby restaurants extend their outdoor dining areas along the street.
4. ALL SHOOK UP
Friday, September 11 through Saturday, September 26, 2026
Curtain Call, Stamford
More than 24 Elvis Presley songs drive this musical comedy set in a quiet Midwestern town in 1955. Romance and mistaken identities follow when a guitar playing stranger arrives on a motorcycle and disrupts the towns orderly routine.
5. Apple Cidering at the Market
Sunday, September 13, 2026
Stamford Museum and Nature Center, Stamford
The Sunday Farm Market hosts a seasonal demonstration showing how fresh apples become cider. Visitors can purchase apples and take part in making their own batch.
New Canaan, Darien and Rowayton Magazine
1. Labor Day Weekend Bash
Friday, September 4, 2026
Waveny House, New Canaan
New Canaan closes the summer with live music from The Zoo, local food trucks and lawn games. Families can bring blankets or chairs and settle in for an easy evening outdoors.
2. 48th Annual Norwalk Oyster Festival
Friday, September 11 through Sunday, September 13, 2026
Veterans Memorial Park, Norwalk
The annual waterfront festival combines seafood, live entertainment, artisan vendors and amusement rides across three days. A dedicated family area adds games, face painting and other activities for younger visitors.
3. Season Opener, Teresita Fernandez
Sunday, September 13, 2026
Grace Farms, New Canaan
Artist Teresita Fernandez discusses her research, materials and site specific work with Chelsea Thatcher. A short solo viola recital by Jordan Bak opens the new season.
4. Plein Air Painting Workshop with Lisa Thoren
Tuesday, September 15, 2026
The Mather Homestead, Darien
Experienced painters and beginners can work outdoors with guidance from artist Lisa Thoren. Beverages, snacks and all painting materials are included, and the workshop will proceed rain or shine.
5. Golden Hour Tours
Thursday, September 10, 2026
The Glass House, New Canaan
A guided tour explores the Glass House and its grounds as the evening light transforms the property. The experience includes the Brick House, Painting Gallery, Sculpture Gallery and Da Monsta, with time for personal photography.
Westport, Weston and Wilton Magazine
1. Fairfield International Food Fest presented by ConnectFairfield
Saturday, September 5, 2026
Fairfield Theatre Company, Fairfield
Local vendors serve dishes representing Caribbean, Puerto Rican, Indian, Greek, British, Italian and other culinary traditions. Films, cultural performances and hands on family activities fill the indoor and outdoor spaces.
2. Looking for History, Michael Borders Reception
Thursday, September 10, 2026
MoCA CT, Westport
An opening reception introduces Michael Borders panoramic mural tracing the people, tools and industries that shaped Connecticut. The eight panel work represents every county and spans more than 350 years of state history.
3. Canoe Paddle
Saturday, September 12, 2026
Earthplace, Westport
Families and friends can paddle the Saugatuck River while searching for osprey, egrets and turtles. The guided outing is open to participants ages 3 and older.
4. The Longest Table
Sunday, September 13, 2026
Lachat Town Farm, Weston
Neighbors share a communal meal designed to encourage conversation and new connections. Guests bring food for themselves and something to share, while the farm supplies tables, chairs, plates and silverware.
5. Wilton Farmers Market
Wednesday, September 16, 2026
Wilton Town Green, Wilton
Local farms and small businesses gather with seasonal produce, baked goods and handmade products. The weekly market offers a simple midweek opportunity to shop locally and spend time downtown.