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Kick Off Summer 2025: Memorial Day Weekend Events in Connecticut

Memorial Day Weekend marks the unofficial start of summer—and there’s no better place to celebrate than right here in Connecticut. From May 24–26, the state comes alive with a jam-packed lineup of festivals, carnivals, parades, and concerts offering something for everyone. 


We’re excited to announce that our very first sponsor for the Things to Do in and around Fairfield County series is the Westport Downtown Association (WDA), proud presenter of the 52nd Annual Westport Fine Arts Festival happening May 24 & 25, 2025. We're honored to be named a media sponsor for this beloved event, which brings thousands of visitors to downtown Westport for a weekend filled with outstanding fine art, live music, family activities, and vibrant local culture. 


The WDA is a nonprofit organization committed to promoting the economic and cultural vitality of downtown Westport. Their mission is to enrich the downtown experience through engaging community events, beautification efforts, and charitable support for local nonprofits—all to ensure Westport remains a thriving and welcoming destination. 


Beyond Westport, towns across Connecticut are kicking off summer in style. From the medieval magic of Robin Hood’s Faire to the mouthwatering flavors of your favorite food trucks at local carnivals and festivals, there's no shortage of fun. Fairfield County communities are joining the celebration with patriotic parades and family-friendly fairs, while summer concert series bring music to every corner—like Stamford’s high-energy shows at Mill River Park, Fairfield’s classic performances at Sherman Green Gazebo, Norwalk’s laid-back Calf Pasture Beach concerts, and Ridgefield’s treasured CHIRP series at Ballard Park


Whether you’re dancing under the stars, riding the Ferris wheel, or savoring local eats, Memorial Day Weekend is the perfect time to connect with your community, enjoy great music, and embrace the great outdoors in the Nutmeg State. 


Please note: Event details are subject to change due to weather. Admission is free unless otherwise noted. 

 

Check out our Daily Roundup of fun things to do in and around Fairfield County. 

 

Wednesday, May 21 

Thursday, May 22 

Friday, May 23 

 Saturday, May 24 – (Westport Fine Arts Festival (10am-5pm) 

Sunday, May 25 -  Westport Fine Arts Festival (10am-5pm) 

 Monday, May 26 

Kick Off Summer 2025: Memorial Day Weekend Events in Connecticut
November 23, 2025
Join the Newtown Holiday Festival Dec 7 for family activities, 80+ vendors, performances, Santa visits, and festive fun benefiting NYFS.
November 23, 2025
The holidays are almost here, and with Thanksgiving around the corner, our hearts are craving something deeper than the usual dinner-table chatter — real connection, real memories, and real magic. Every year we say, “Let’s do something different!” Well, THIS is the year to make it happen. With an incredible lineup of holiday shows lighting up The Palace Theatre in Stamford, your perfect opportunity to create unforgettable moments with family and friends has finally arrived. FairfieldAfterDark has handpicked the most exciting, heart-warming, and totally unforgettable performances of the season — something for every age, every vibe, and every holiday mood. Whether you're looking for nostalgic music, laugh-out-loud comedy, magical family fun, or iconic Christmas classics, these shows will leave a lasting impression for years to come. Holiday Happenings at The Palace Theatre Stamford — Our Must-See Lineup Nov 30 – Jessica Lynn’s A Very Merry Classic Christmas (7pm) A sparkling, feel-good holiday spectacular filled with soaring vocals, festive classics, and pure Christmas cheer. Dec 5 – Dave Attell (8pm) A night of razor-sharp, high-energy comedy from one of the most legendary stand-ups of our time. Dec 6 – Rock & Roll Playhouse: Music of Queen (12pm) A fun, interactive, family-friendly musical adventure introducing kids to the iconic songs of Queen. Dec 6 – Julia Cole (8pm) A powerful, crowd-pleasing country-pop performance packed with soulful vocals and infectious energy. Dec 7 – Mannheim Steamroller Christmas (7pm) A breathtaking holiday experience blending classical, modern, and magical sounds that define the season. Dec 19 – StevieMac: Fleetwood Mac Tribute Show (8pm) A stunning tribute capturing the timeless harmonies and emotional fire of Fleetwood Mac’s biggest hits. Dec 20 – Little River Band (6pm) An evening of smooth rock classics and iconic hits from one of the most enduring bands of the ’70s and ’80s. Dec 21 – Santa’s Circus (6pm) A whimsical holiday circus spectacular filled with acrobatics, laughter, color, and Christmas wonder for all ages. Dec 28 – The Canine Stars (3pm) A jaw-dropping stunt dog show featuring incredible pups performing unbelievable tricks and heartwarming moments. If you’re looking for the perfect way to celebrate the season, skip the stress and give yourself the gift of shared experiences. These shows promise joy, excitement, and memories that will warm your heart long after the lights go down. Let FairfieldAfterDark be your guide — and let The Palace Theatre Stamford be where your holiday magic begins.
November 23, 2025
Planning a party should feel exciting—not stressful. Whether you're gearing up for festive holiday gatherings, showers, weddings, milestone birthdays, or any celebration in between, choosing the right venue is the key to making your event unforgettable. Fairfield After Dark has explored some of the most unique, stylish, and memorable places in and around Fairfield County—from local vineyards like Aquila’s Nest, to trendy urban spots like 80 Proof American Kitchen, to comedy-club settings, historic landmarks, and even hosting your own red carpet event at The Palace Danbury. Whatever vibe you’re envisioning, we’ve rounded up the best of the best to help you find the perfect backdrop for your next celebration.
November 19, 2025
Black Rock, CT - The Moonrise Cartel is honored to announce that the band has been named Rising Star: Connecticut by the New England Music Awards — a distinction recognizing emerging artists whose work is shaping one of the most vibrant music scenes in the country. This recognition comes on the heels of a run of quickly-filled, often at-capacity shows across Fairfield County and beyond, reflecting the band’s growing presence and loyal following throughout the region. “We’re proud to represent such an incredible CT music community — and honored to be named Rising Stars of Connecticut by the New England Music Awards,” said Al Pascarelli, Founder, Lyricist and Vocalist for The Moonrise Cartel. “This community has supported us from the beginning, and we’re grateful to be growing together.” The New England Music Awards are presented annually to musicians whose dedication, spirit, and achievements have established them as a vital part of New England’s robust and diverse musical landscape. The NEMA nominating committee comprises journalists from major music publications, radio personalities, talent buyers, event planners, record-label executives and more — representing all six New England states and every awards category. Each year, the committee selects over 100 nominees across multiple genres, culminating in the coveted individual state awards that recognize a single artist or band as Best in State. NEMA also presents three Individual Awards each year to honor artists whose long-term contributions have meaningfully shaped New England’s music community.  You can catch The Moonrise Cartel opening for The Alternate Routes at FTC’s Warehouse on Saturday, December 6th, and headlining Upstage at The Stamford Palace on January 9, 2026.
By Cathy Ithier November 19, 2025
Stamford Downtown Parade Spectacular Launches the Holiday Season November 23
By Cathy Ithier November 17, 2025
Thursday, December 5, 2025 | Doors 7:00 PM | Show 8:00 PM | Edmond Town Hall Celebrate the season with the timeless music of John Denver as Ted Vigil, the nation’s number one Denver tribute artist, brings his acclaimed show Rocky Mountain Christmas to Edmond Town Hal l on December 5 . Ted Vigil doesn’t just sound like John Denver — he embodies him. With an uncanny resemblance and heartfelt vocals, Vigil delivers an unforgettable performance that captures Denver’s warmth, sincerity, and spirit. Even Denver’s own lead guitarist, Steve Weisberg , has described Vigil’s act as “uncanny.” A Seattle native and lifelong musician, Vigil began performing at age ten and went on to win the Talent Quest 2006 competition as well as KOMO TV’s Celebrity Look-Alike Contest . He has since performed nationwide and appeared twice for John Denver’s Windstar Foundation in Aspen, Colorado. Enjoy favorite hits like “Take Me Home, Country Roads,” “Annie’s Song,” and “Thank God I’m a Country Boy,” along with holiday classics that will warm your heart. 🍷 Beer, wine, and concessions will be available for purchase throughout the evening. 🎟️ Don’t miss this magical holiday tribute! Visit EdmondTownHall.org to get your tickets before they sell out.
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