Fairfield County Weekend Guide: Pure Fun, Live Music, and Comedy Without the Holiday Overload

America’s Top Lifestyle Expert Debuts Deeply Personal One-Man Show Benefiting Survivors of Domestic Violence Westport, CT: Mar Jennings, an Emmy®-nominated, nationally syndicated television host, award-winning Realtor, entrepreneur, philanthropist, and influencer, adds storyteller and performer to his dynamic career with “Mar Jennings — ONE-MAN SHOW”, a powerful and deeply personal production debuting May 22, 2026, at Sacred Heart University Community Theatre. This one-night-only performance is expected to sell out quickly. In a meaningful commitment to community impact, 100% of the proceeds will benefit The Center for Family Justice, supporting survivors of domestic violence, abuse, and trauma, with a fundraising goal of $200,000 going directly to the cause. “This chapter is about truth, legacy, and using my story for something bigger than myself,” says Jennings. “When I realized this show could raise real money for charity, it gave the project a deeper purpose. I’m ready to share my story now in a way I simply wasn’t before.” Years in the making, the production reflects both a lifetime of experiences and a turning point toward giving back in a more profound way. The result is a deeply human performance that balances vulnerability with purpose. Blending storytelling, humor, and raw honesty, Jennings shares a journey of resilience, reinvention, and hope, offering the audience an intimate, unfiltered look at overcoming life’s most difficult moments. “The hardest part is choosing what to reveal and what to hold sacred,” Jennings shares. “But if my story helps someone feel less alone, then every moment of discomfort is worth it.” Mar Jennings — ONE-MAN SHOW promises to be emotional, inspiring, and unforgettable, designed to create a genuine connection between performer and audience, reminding people that hope is real, that healing is possible, and that none of us are alone in the dark. "Mar’s decision to speak publicly about his journey marks an important moment, and we are grateful for his trust,” says Mark Antonini, President & CEO of The Center for Family Justice. “His voice will resonate with so many, and we are fully committed to supporting him and ensuring the success of this meaningful event.” “I’m ready to tell the whole story—the real one,” says Jennings. “If my journey can become a spark for someone else… if my pain can be transformed into power for others… then it all means something.” About Mar Jennings Mar Jennings is a nationally recognized lifestyle expert, bestselling author, television host, and speaker known for home design, entertaining, and lifestyle transformation. He is also a top-producing real estate professional and founder of The Mar Jennings Team, bringing his signature Casual Luxury® approach to every listing. Jennings uses his platform to inspire connection, positive change, and support for survivor advocacy. About The Center for Family Justice The Center for Family Justice provides crisis intervention, safe housing, counseling, and advocacy for survivors of domestic violence, sexual violence, and child abuse—helping individuals rebuild their lives with dignity and hope. Event Details Mar Jennings — ONE-MAN SHOW May 22, 2026 Sacred Heart University Community Theatre, Fairfield, CT Tickets: $54 http://shucommunitytheatre.showare.com/MarJenningsOne-ManShow

A one-of-a-kind alcohol-free wellness dance experience showcasing elevated mocktails, mindful connection, and vineyard sunsets. NEWTOWN, CT — Aquila’s Nest Vineyards, Connecticut’s award-winning experience-focused vineyard and event venue, is redefining what a night out at the vineyard can look like with its upcoming “Sunset Session: Sober Silent Disco in the Vineyards.” This immersive golden-hour event invites guests to dance beneath the open sky with wireless headphones, curated music channels, breathtaking vineyard views, and a refreshing lineup of handcrafted mocktails and non-alcoholic beverages. Hosted in partnership with Autumn Fletcher, the event offers a vibrant alcohol-free social experience designed for guests seeking connection, movement, and joy in a mindful atmosphere. As the sun sets over the vines, attendees will sip beautifully crafted zero-proof drinks while enjoying the peaceful magic of the vineyard in a completely new way. “At Aquila’s Nest, we are proud to offer more than wine—we create experiences for every lifestyle and every guest ,” said Neviana Zhgaba, Co-Founder of Aquila’s Nest Vineyards. “From our signature mocktails to wellness gatherings, silent discos, yoga, and live music, we want everyone to feel they can fully enjoy the beauty of the vineyard in a way that feels right for them.” The Sunset Sober Silent Disco is part of Aquila’s Nest’s growing portfolio of inclusive experiences that showcase the vineyard as a destination for wellness, celebration, creativity, and community . Guests can expect an unforgettable evening where vineyard sunsets meet music, movement, and sophisticated zero-proof offerings that prove the vineyard experience extends far beyond the wine glass. The event will take place on Wednesday, May 27, 2026, from 7 PM to 8:45 PM , Early arrival is encouraged to enjoy mocktails before the sunset silent disco in the vines begins. For tickets and details, visit: Reserve Your Sunset Silent Disco Experience

Newtown, CT - Fairfield Hills Music Festival returns May 16 in Newtown, CT with 10 bands, two stages, food trucks, and a high-energy mix of national and local talent.

Westport, CT - The Westport Downtown Association, Inc. (WDA) presents Fashionably Westport for the sixth year, an evening that brings together fashion, community, and philanthropy in support of Homes with Hope. This year’s event promises an elevated yet intimate experience, featuring over twenty local boutiques, seven salons, and a dynamic lineup of 90 models. The Westport community is looking forward to coming together once again to celebrate this hometown event while supporting a meaningful cause. “The WDA is excited to host our 6th annual Fashionably Westport in support of Homes with Hope,” said Maxwell Crowley, President of the WDA. “It’s a great opportunity to bring the community together while highlighting and supporting our local businesses.” The event will be held at the Westport Library on Saturday, April 25th, from 7 to 10 p.m. Event Information: Visit the official event website Tickets: Purchase tickets on Eventbrite The WDA is honored to welcome Lonnie Quinn as co-emcee. Lonnie is an Emmy Award-winning meteorologist and has served as the Chief weathercaster for CBS News New York since 2007. A Westport resident, Quinn brings both energy and local connection to the evening. The WDA is excited to welcome back Dave Briggs as co-emcee. Briggs is a former CNN, NBC Sports, Fox News, and Turner Sports anchor. He has lived in Westport with his family since 2008. Finally, the WDA is excited to welcome the return of Carey Price , owner of Westport-based The Cove Collective, as runway director. Price is a Parsons School of Design alum with experience working alongside top fashion designers. No charity event is complete without a silent auction. The proceeds will benefit Homes with Hope. In 2024, the WDA raised $20,000, and hopes to exceed that goal this year. This year, the local business community has shown up in a big way, with over 100 donations. The silent auction is not to be missed. Explore all of the generous silent auction donors here , and stay tuned as the auction goes live on April 25, 2026, at 6:00 p.m.

Stamford, CT — Brews on Bedford, presented by Stamford Downtown, returns on Saturday, May 30 from 2–5pm in Latham Park on Bedford Street, featuring craft beer. Tickets are on sale now through Afton . Guests can fill a sampling glass with beer from a variety of regional breweries while enjoying live music, lawn games, and local food vendors. Participating breweries include: Berlinetta Brewing, Best Friends Lunch, Captain Zig, Delta Seltzers, Greenwich Brewing Company, Half Full Brewery, Hop & Vine Tap Room, Nod Hill Brewery, Twelvenote Brew Co, Whalers and more to come! General Admission Tickets for Brews on Bedford are $30 for Early Birds until April 20, so get your tickets now! A limited number of VIP tickets are available for an additional $10, granting early entry at 1pm (VIP hours: 1–5pm). The entry fee includes a tasting glass, unlimited samples (while supplies last) and entertainment. All guests must be 21 or older. Valid ID is required for admission, including: A current motor vehicle operator’s license A state-issued identity card A valid passport or Global ID accompanied by another form of photo ID Digital IDs are not accepted. Please drink responsibly and know your limits. No pets or children under 21 will be admitted. Brews on Bedford is presented by Stamford Downtown and supported by Hey Stamford! and Star 99.9. For more information, visit Stamford Downtown Brews on Bedford and to purchase tickets, visit: BrewsonBedfordTicketsatAfton