30+ Spring Activities Around Fairfield County

Unrivaled experiences across our towns are going to fill your calendars, quickly.

Westport, Weston & Wilton

Spring Blossoms

The Westport Garden Club is hosting Speaker Geordie Elkins, executive director of Highstead, to speak on “The Essential Role of Native Plants in Our Landscape” on Thursday 4/4, 1 p.m at St Luke Church, 49 Turkey Hill Rd South +Youth Poetry Contest Sunday, 4/28 at 2 p.m. The Westport Library (Room: Brooks Place)

In honor of National Poetry Month and Earth Day, The Westport Garden Club is hosting a youth poetry event where the finalists of the Westport Garden Club’s Youth Poetry Contest will be reading their work alongside Westport Poet Laureate, Jessica Noyes McEntee. Jessica Noyes McEntee will also be leading a workshop where you can write your own poem. 

For more information on both events visit https://www.westportgardenclub.org/

A Day at the Museum

On Sunday, 5/4 MoCA Westport will be hosting The Artisan Marketplace *Spring Edition* and the Upscale Garage Sale from 12PM-4PM. Enjoy the market and support a variety of local artisans, find the perfect gift for Mother’s Day, and experience the spring exhibition. Bring the whole family! Their open studio drop off art project for kids will be available too! For more information visit www.mocawestport.org

Magical for Mother’s Day

This year the Wilton Garden Club will be celebrating its 103rd year and 85th Mother’s Day Weekend sale on 5/8, 5/10 and 5/11. Since 1939, this annual tradition has been enthusiastically attended and supported by the community. The sale will be at the Wilton Town Center gazebo and will offer a wide variety of more than 4,000 plants. For more information visit wiltongardenclub.org/

Divine Bites

The Culinary Event of the Year! The 18th Annual Taste of Westport on 5/22 from 6PM-9:30PM celebrating its 18th year is now back for the third year in a row at the iconic Inn at Longshore. The event benefits local non-profit CLASP and its mission of providing a lifetime of care and inspiration to adults with autism and developmental disabilities throughout Fairfield County. The evening will feature 24 restaurants, a vodka and caviar experience, six bars with spirits, speciality cocktails, wine and beer and a tequila tasting table. For ticket information visit www.tasteofwestport.com

A Centennial Celebration

Join Fairfield County Hunt Club for their 100th Fairfield June Horse Show on 6/18-6/22. Located on the Westport-Fairfield town lines, discover the story and traditions of the Fairfield County Hunt Club and explore memorabilia from the last 100 years. For more information on celebratory programming visit Www.huntclubonline.org

A Weekend That Strikes A Cord

Just one upcoming weekend at the Levitt Pavilion this June highlights the incredible range of programming coming up this season – which starts in May! Bonus: These three shows are presented free-of-charge!

Friday 6/28: LULADA CLUB.  The captivating rhythms of Lulada Club, an electrifying all-women salsa band, are setting the New York City music scene ablaze – and have recently been featured in Rolling Stone.

Saturday 6/29: Buffalo Nichols.  Carl “Buffalo” Nichols does things with the blues that might catch you off guard. There’s 808 programming, chopped up Charley Patton samples, washes of synth.

Sunday 6/30: The NYC Ska Orchestra. This 20-piece big band creates and performs lush original compositions and arrangements of songs from the rich Jamaican music styles of ska, mento, rock steady, reggae, and jazz from the 1950s and 60s. For more information visit www.levittpavillion.com

On Stage

The lineup at the Westport Country Playhouse is impressive this season! Some highlights include An Evening with Bernadette Peters on 5/19 at 7PM. The critically acclaimed star of Broadway, film, television and recordings, while perform an inspiring evening of songs from the great music masters. The three-time Tony recipient and multi-award winner creates an intimate audience experience when she performs celebrated selections from Rodgers and Hammerstein, Stephen Sondheim, Jerry Herman and other legends. All audience members are invited to meet and mingle together at a post-performance party! On 6/6 at 8PM Tony Kushner will be onstage. The event with the American author, Pulitzer Prize-winning Playwright, Screenwriter & Activist will consist of an onstage interview, after which he will take audience questions. A book signing will follow. Lauded for his work on stage, he is most known for his seminal work Angels in America, which earned a Pulitzer Prize and a Tony Award, as well as its subsequent acclaimed HBO miniseries of the same name. And On 6/15 at 8PM actor, host, writer, designer and producer Isaac Mizrahi known for fusing song storytelling, and stand up will perform. For more information visit www.westportplayhouse.org

New Canaan, Darien + Rowayton

A Gala For Good

In support of the kids of Norwalk and Stamford Grassroots Tennis and Education, Grassroots will be hosting their 2024 gala on 4/ 6 at Wee Burn Country Club in Darien. Use the link to purchase tickets Grassroots Gala

Unite to Fight

On 4/ 7, Filling in the Blanks will be hosting their sixth annual Unite to Fight 5k. The race will be located at Waveny Park in New Canaan. Follow the link to sign up or donate, FITB Unite to Fight 5K

Yacht Rock Fever

The 2024 Yacht Rock Fever event hosted by The Darien Foundation will be at The Tokeneke Club on 4/ 27. In honor of the 25th Yacht Rock Fever, there will be a special disco theme and performance from The Right on Band. Link will take to purchase tickets Yacht Rock Fever

Auto Action

Caffeine & Carburetors on 5/19 in downtown New Canaan, is the perfect spring day activity, whether you are showcasing your autos or just enjoying the spectacular cars on display.

Rowayton’s Memorial Day Parade

Rowayton’s annual Memorial Day Parade will be on 5/26 beginning at noon. Gather on McKinley St or Rowayton Avenue to cheer on veterans, firefighters, police officers, nursery schools, little league teams and more!

The New Canaan Library Spring Edition

You won’t want to miss The New Canaan Library Spring Edition event on 5/ 22. Best Selling author, Vanessa Chan will be discussing her debut novel “The Storm We Made” about a Malayan mother who turns into a spy for the invading Japanese forces. There will be a Malaysian themed buffet lunch from Marcia Selden Catering. This event will also be honoring Christine Noyer Seaver, Vice President of the New Canaan Library Board of Trustees. Proceeds will be benefiting the New Canaan Library. Purchase tickets here, Tickets For Spring Edition

Light the Night

Light the Night on 5/ 22 at Wee Burn Beach Club is to both celebrate the completion of the Lighthouse and raise funds for the new fundraising and programming campaign “Next 100 years.” Enjoy the night with food, live music and live auction. Purchase tickets here, Light the Night

The 75th Glass House Summer Party

The 75th Glass House Summer Party will be 6/ 8 from 12 p.m. – 4 p.m. The event will feature the grand opening of the restored 1949 brick house and the 2024 installation of Shigeru Ban: Paper Log House. Visit the www.theglasshouse.org


An Event of Importance

On 4/ 8 Planned Parenthood of Southern New England (PPSNE) will hold its annual Spring Luncheon at the Hyatt Regency beginning at 11AM and virtually at 12:15PM. Famous for her standout role in Saturday Night Live, featured speaker Cecily Strong, who once worked for Planned Parenthood, now produces and stars in the Apple TV comedy SCHMIGADOON. The well-deserved Community Impact Award wlll go to Danielle Eason.  Co-chairing the event are Susan Beyman, Keri Cameron, Jane Carlin, Lindy Lilien and Mini Nunna. To register or make a donation online, go to ppsne.org/luncheon

Take a Tour

The Greenwich Riding & Trails Association invites you to Barn Tour 2024 on Sunday 4/28. Tour some of backcountry’s most picturesque barns and equestrian estates when generous homeowners open their world-class properties to the public. Self-guided tour tickets will be shared prior to the tour with the locations. Find more information at www.thegrta.org

Go Treasure Hunting

If the word geocaching leaves you scratching your head, think of it as a global treasure hunt where you look for hidden objects using a free app and your phone’s GPS. There are geocaches hidden all around the world and possibly right in your neighborhood. This fun, family-friendly activity will get everyone outside and guarantees exploration, discovery and adventure. Learn more at www.geocaching.com


Rock N’ Raise

Rock N’ Raise is Person to Person‘s spring fundraiser, taking place on 4/4 from 6PM-10PM at The Loading Dock, located adjacent to P2P’s Stamford warehouse and mobile food pantry. The event will feature dinner, signature cocktails and entertainment by The Nerds, an energetic, rock n’ roll cover band. Rock N’ Raise will be an entertaining night with a purpose, celebrating compassion and community spirit.

Funds from Rock ’n’ Raise will support P2P’s work to assist families and individuals in lower Fairfield County as they move toward stability with healthy food, clothing, housing assistance, and a path to economic opportunity. For tickets visit https://give.p2phelps.org/event/rock-n-raise-for-p2p/e550961

American Country

Tickets are selling fast for Lady A at The Palace Theatre on 4/5 at 8PM. The group formed in Nashville, Tennessee, in 2006 is composed of Hillary Scott (lead and background vocals), Charles Kelley (lead and background vocals, guitar), and Dave Haywood (background vocals, guitar, piano, mandolin). https://palacestamford.org/

Cool Comedy

Amanda Seales will be performing live at the New York Comedy Club Stamford on 4/27 at 7PM. The comedian, actress, writer and producer, has an uncanny knack for taking serious topics and with humor, making them relatable and interesting, she combines intellectual wit, silliness, and a pop culture obsession to create her unique style of smart funny content for the stage and screen.  https://stamford.newyorkcomedyclub.com/

Parade Season

The annual Stamford Memorial Day Parade will be held this year on 5/19 at noon with a 6/2 rain date. The route begins at the Stamford Police Department to Veterans Memorial Park via Bedford Street, across Broad Street and continuing on Atlantic Street.

An Artful Afternoon

Handcrafted goods made by local and regional artists will be for sale at the Arts & Crafts on Bedford on 6/15 from 10AM-6:30PM. Bedford Street restaurants will also be offering extended outdoor patio cafés while visitors. http://stamford-downtown.com/events/arts-crafts-on-bedford

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