Westport Community Theatre

Experience Thornton Wilder's classic comedy directed by Mark Frattaroli and featuring a talented ensemble cast. This Westpork Community Theatre production promises a delightful evening of wit and whimsical romance as Dolly Levi works her matchmaking magic.

Local Event: The Matchmaker

Fairfield County

Westport

Connecticut

The Matchmaker

Experience Thornton Wilder's classic comedy directed by Mark Frattaroli and featuring a talented ensemble cast. This Westpork...

Experience Thornton Wilder's classic comedy brought to life by the Westport Community Theatre under the direction of Mark Frattaroli. This delightful production features a talented ensemble cast and incredible stage management for a theatrical performance you won't want to miss.

Experience Thornton Wilder's classic comedy brought to life by the Westport Community Theatre under the direction of Mark...

Experience Thornton Wilder's classic farce directed by Mark Frattaroli, featuring a talented ensemble cast and stage management by Patricia Berg. This delightful theatrical production brings wit and charm to the stage for a limited engagement.

Experience Thornton Wilder's classic farce directed by Mark Frattaroli, featuring a talented ensemble cast and stage management...

Experience Thornton Wilder's classic farce directed by Mark Frattaroli, featuring a talented local cast including Lucy Babbitt, Ari Benmosche, and TJ Chila. This delightful production at the Westport Community Theatre promises an evening of wit and romantic entanglements that you won't want to miss.

Experience Thornton Wilder's classic farce directed by Mark Frattaroli, featuring a talented local cast including Lucy Babbitt,...

Experience Thornton Wilder's classic comedy brought to life by the Westport Community Theatre under the direction of Mark Frattaroli. Don't miss this delightful production featuring a talented ensemble cast and stage management by Patricia Berg.

Experience Thornton Wilder's classic comedy brought to life by the Westport Community Theatre under the direction of Mark Frattaroli. This delightful production features a talented ensemble cast and promises an evening of timeless humor and romantic intrigue.

Experience Thornton Wilder's classic comedy directed by Mark Frattaroli and featuring a talented ensemble cast. This delightful theatrical production at the Westport Community Theatre promises an evening of wit and charm as the famous Dolly Gallagher Levi works her romantic magic.

Experience Thornton Wilder's classic comedy directed by Mark Frattaroli and featuring a talented ensemble cast. This delightful...

Ann Christie

Alfred Branch

New York City Metropolitan Area

RJ Scofield

Norwalk

Hartford Metropolitan Area

Fairfield

Hayleigh Evans

Wilton

New Canaan

Richard Kaufman

Darien

Bridgeport

Weston-Redding-Easton

Trumbull

Stamford

Vincent Salzo

Stratford

Online Event

As loved ones age families often find themselves providing more support. During this complimentary session, we’ll offer guidance to help you navigate three critical areas of caregiving – finances, health and legacy planning. Acknowledging that every caregiving journey is different, we’ll discuss the various levels of support to help you find the approach that is right for your circumstances.You must RSVP to receive access credentials for this event or seminar.Presented by: Amanda Willey, CFP®, APMA®, Private Wealth Advisor - R. Miller &amp; Associates, a private wealth advisory practice of Ameriprise Financial LLC
Hosted by: R. Miller &amp; Associates, a private wealth advisory practice of Ameriprise Financial LLC

Local Event: Complimentary Presentation - Caring for Aging Loved Ones: What to Consider

Shelton-Derby

Complimentary Presentation - Caring for Aging...

As loved ones age families often find themselves providing more support. During this complimentary session, we’ll offer...

Complimentary Presentation - Caring for Aging Loved Ones: What to Consider

Waveny Park

Join us for the 5th Annual “Hearts of Freedom” Juneteenth Community Celebration — a meaningful and fun day of culture, community, and remembrance.
Friday, June 19, 2026 3:00 PM – 7:00 PM The lawn at Waveny Park, New Canaan, CT&nbsp; FREE &amp; Open to All - Rain or Shine! Juneteenth commemorates June 19, 1865 — the day the last enslaved Americans finally received news of their freedom. First celebrated in 1866, this powerful tradition now marks 160 years of history, resilience, and progress. This year, we are especially honored to be part of New Canaan’s official America 250th Anniversary celebrations. All are welcome from near and far! Free to attend but registration is requested so we have enough supplies.&nbsp; Link in "More Info" tab above.&nbsp; (Drop ins also welcome!) Enjoy an afternoon in a beautiful setting outside of the majestic historical Waveny House filled with:
<ul><li>Live Music from local favorite, The Misfits</li><li>Soul Food from 4-5 local black-owned food truck (always a hit with BBQ and other savory and sweet treats!)</li><li>Community Art led by local artist Tara Blackwell</li><li>Books and crafts led by the New Canaan Library</li><li>Celebration, Connection &amp; Joy</li><li>Fun for all ages!</li><li>Plenty of free parking available</li></ul>
We are thankful to our sponsors and partners who help to make this free events possible:&nbsp; Bankwell New Canaan, The Glass House, Walter Stewarts Market, Benchmark IT Technology Talent, new Canaanite.com, Exchange Club New Canaan and SLOBS (Service League of Boys.)

Local Event: Free Juneteenth Celebration in New Canaan This Friday!

Free Juneteenth Celebration in New Canaan This...

Join us for the 5th Annual “Hearts of Freedom” Juneteenth Community Celebration — a meaningful and fun day of culture,...

Free Juneteenth Celebration in New Canaan This Friday!

Swim Across America, the nonprofit organization that makes waves to fight cancer by holding charity swims across the nation, will host its 20th annual Swim Across America – Fairfield County open water swim on Saturday, June 20 2026, in Dolphin Cove in Stamford, Connecticut, at 96 Cummings Point Road, on the Greenwich/Stamford border. The event welcomes swimmers of all ages and skill levels to help make waves to fight cancer, with proceeds benefitting Alliance for Cancer Gene Therapy (ACGT), headquartered in Stamford, and the nation’s only nonprofit dedicated to funding cancer cell and gene therapy. Participants may choose from a 1/2-mile, 1.5-mile, or 3-mile swim course, and children ages 11-years-old and younger can participate in a fun Kids’ Splash along the shore, as well as enjoy other Kids’ Splash zone activities like face painting, tattoos, arts and crafts, and a visit by Dash the Dolphin, Swim Across America’s mascot. There is also a “SAA My Way,” virtual option for those who are unable to participate in-person on June 20th. For registration and volunteer opportunities (land and water), or to support the swim with a tax-deductible donation, visit <a href="https://swimacrossamerica.org/fc" rel="nofollow noopener" target="_blank">swimacrossamerica.org/fc</a>.

Local Event: 20th Annual Swim Across America - Fairfield County Open Water Swim & Kids' Splash

Greenwich

20th Annual Swim Across America - Fairfield...

Swim Across America, the nonprofit organization that makes waves to fight cancer by holding charity swims across the nation,...

20th Annual Swim Across America - Fairfield County Open Water Swim & Kids' Splash

Fairfield Ludlowe High School

🎉 Join us for the 7th Annual Fairfield Moms Family Fun Day! 🎉
📅 June 20 ⏰ 9:00 AM – 12:00 PM 📍 NEW LOCATION: Ludlowe High School, Fairfield
Bring the whole family for a morning packed with fun, including:
🚚 Touch-a-Trucks 🏰 Bounce Houses 🎵 Live DJ 🛍️ Local Vendors 🎈 Activities for Kids 🍔🍦Food and Ice Cream Trucks ✨ And so much more!
This is a FREE family event, and everyone is welcome. Gather your friends, neighbors, and little ones and come celebrate with us!

See you there! 💙☀️

Local Event: Fairfield Moms Annual Family Fun Day!

Fairfield Moms Annual Family Fun Day!

🎉 Join us for the 7th Annual Fairfield Moms Family Fun Day! 🎉
📅 June 20 ⏰ 9:00 AM – 12:00 PM 📍 NEW LOCATION: Ludlowe High...

Black Rock Yacht Club

✨ Join us as we celebrate a remarkable milestone! ✨
The Fairfield Chamber of Commerce is proud to present our 80th Anniversary Recognition &amp; Awards Dinner on Tuesday, June 23, 2026 at the beautiful Black Rock Yacht Club.
Celebrate with us as we honor outstanding leaders, volunteers, entrepreneurs, and community champions who have made a lasting impact on Fairfield and beyond. We are also honored to welcome First Selectperson Christine Vitale as our special guest speaker.
🏆 Honoring: • Mike A. Jehle – Non-Profit of the Year - <a href="https://www.instagram.com/fairfieldmuseumhistorycenter/" rel="nofollow noopener" target="_blank">@fairfieldmuseumhistorycenter</a> • Taylor Benedict – FELO Volunteer of the Year - <a href="https://www.instagram.com/taylorabenedict/" rel="nofollow noopener" target="_blank">@taylorabenedict</a> <a href="https://www.instagram.com/feloct/" rel="nofollow noopener" target="_blank">@feloct</a> • Jardar Nygaard – Entrepreneur Extraordinaire - <a href="https://www.instagram.com/nordicfishff/" rel="nofollow noopener" target="_blank">@nordicfishff</a> • Stuart Katz – Business of Distinction - <a href="https://www.instagram.com/cohenandwolf/" rel="nofollow noopener" target="_blank">@cohenandwolf</a> • Kelly Solway – Excellence in Senior Care - <a href="https://www.instagram.com/strurges_ridge_of_fairfield/" rel="nofollow noopener" target="_blank">@strurges_ridge_of_fairfield</a>
🍽️ Reception • Dinner • Awards Recognition • Networking
📅 Tuesday, June 23, 2026 🕠 5:30 PM – 8:00 PM 📍 Black Rock Yacht Club, Bridgeport, CT
Join us as we celebrate 80 years of business leadership, community impact, and chamber excellence while looking forward to an exciting future together! <a href="https://commerce.fairfieldctchamber.com/events/details/80th-annual-awards-dinner-2026-6653" rel="nofollow noopener" target="_blank">Get Your Tickets Here</a>

Local Event: 80th Fairfield Chamber of Commerce Annual Awards Dinner 

80th Fairfield Chamber of Commerce Annual...

✨ Join us as we celebrate a remarkable milestone! ✨
The Fairfield Chamber of Commerce is proud to present our 80th Anniversary...

80th Fairfield Chamber of Commerce Annual Awards Dinner 

This year's event is scheduled for Sunday, June 28th, at 11:00 a.m. and includes vendors, dog-centric activities, entertainment, giveaways, and more. The free event is a full family day event, for all ages.
This lively outdoor festivals brings together dog lovers, local businesses, and animal advocates to celebrate our Fairfield community, and pamper our four-legged best friends. 
"It's a wonderful event for the community with activities for kids and adults, and allows Adopt-A-Dog to show off some of our adorable adoptables! We look forward to having positive and fun days and hope to recruit some new foster families as well". 
Vendor Applications Open. Vendors who are interested in reserving a tent space (10’x10’) for the Fairfield event can reserve their spot on the Fairfield Chamber of Commerce website (FairfieldCTChamber.com) or contact Katelyn Thaler, (<a href="mailto:Katelyn@FairfieldCTChamber.com">Katelyn@FairfieldCTChamber.com</a>) or call: 203-255-1011.Details to be announced soon!
"The Fairfield event draws over 1,500 people, and although its theme is dogs, attendees are also interested in looking at, or purchasing, other kinds of products as well," said Beverly Balaz, President of the Fairfield Chamber of Commerce. She continued, "This is one of Fairfield’s bigger community events! Vendor tent spots are limited, so we encourage vendors to register early!”Attendees can expect a packed lineup of fun, interactive, and family-friendly activities, including: Dog Lovers Lure Coursing, Face Painting, Caricature Artist, Pet Pantry Bone Bar, Ice Cream Pawlour, Sniffari, Food Trucks, Splash Park, and more. 
“This event has become a staple in Fairfield County, and we’re proud to continue creating unique experiences that support the welfare of pets and the people who love them,” said BeverlyBalaz:“From playful activities to pet adoption awareness, every element of Dog Days is designed to strengthen our bond with the community and give back.”<a href="https://commerce.fairfieldctchamber.com/events/details/fairfield-dog-days-2026-6640" target="_blank" rel="nofollow noopener">Learn More and Register Here</a>
Fairfield Dog Days(Rain or Shine)
Sunday, June 28th, 2026
Location: Old Town Hall Green, Fairfield
Time:11am – 4pm

Local Event: Fairfield Dog Days - Vendors Being Accepted!

Fairfield Dog Days - Vendors Being Accepted!

This year's event is scheduled for Sunday, June 28th, at 11:00 a.m. and includes vendors, dog-centric activities,...

An excellent caregiver who lived and cared for my mother for nearly 7 years is looking for a position.&nbsp; Please email me if you are interested - <a href="mailto:adrienneww62@gmail.com" rel="noopener nofollow" target="_blank">adrienneww62@gmail.com</a>.

Live-in Caregiver

An excellent caregiver who lived and cared for my mother for nearly 7 years is looking for a position.  Please email me if you are interested -...

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The Matchmaker

JUN

18

7:30 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

The Matchmaker

JUN

19

7:30 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

The Matchmaker

JUN

20

7:30 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

The Matchmaker

JUN

21

2:00 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

The Matchmaker

JUN

26

7:30 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

The Matchmaker

JUN

27

7:30 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

The Matchmaker

JUN

28

2:00 PM

Westport Community Theatre, 110 Myrtle Ave, Westport, CT

Complimentary Presentation - Caring for Aging Loved Ones: What to Consider

Free Juneteenth Celebration in New Canaan This Friday!

20th Annual Swim Across America - Fairfield County Open Water Swim & Kids' Splash

Fairfield Moms Annual Family Fun Day!

80th Fairfield Chamber of Commerce Annual Awards Dinner

Fairfield Dog Days - Vendors Being Accepted!

Live-in Caregiver