Concerts and Shows this Memorial Day Weekend in and Around Fairfield County.

If you’ve ever found yourself laughing at how awkward adulthood is—or wondering how Trey Kennedy managed to perfectly mimic your mom, your middle school self, or your pastor—then clear your calendar for Friday, October 10 . Because Trey Kennedy is bringing his hit comedy show The Relatable Tour to The Palace Theatre Stamford , and it’s going to be a night of nonstop laughs. From Viral Star to Comedy Powerhouse Trey Kennedy first gained fame through viral sketches on Vine and YouTube, where he nailed the quirks of modern life with hilarious accuracy. From his “Middle Schoolers Be Like” series to his hilarious takes on Christian culture, relationships, and parenting, Kennedy has earned a loyal fanbase that spans generations. He’s also the star of the Hulu comedy special GROW UP , where he dives even deeper into the strange chaos of becoming an adult. Now, Trey is taking his comedy to the stage—and Fairfield County gets its chance to see him live. What to Expect from The Relatable Tour The Relatable Tour is Kennedy’s most personal and polished show yet. It’s full of all the absurdities of everyday life, delivered with the same impeccable timing and goofy charm that made him an internet favorite. Whether you’re a millennial trying to adult, a parent of toddlers, or just someone who needs a good laugh about how weird the world is—this show hits home. 💥 Bonus: He’s touring while raising two kids under two. If that doesn’t guarantee great material, we don’t know what does. Go VIP and Meet Trey! Want to take your night to the next level? Grab a VIP ticket for exclusive access to a pre-show meet & greet and photo op with Trey. It’s your chance to meet the man behind the sketches—and maybe even end up in one! Don’t Miss Out Trey’s shows regularly sell out across the country, and this one is sure to be packed with fans ready to laugh, relate, and maybe cry a little from laughing too hard. 📅 Friday, October 10 | 8:00 PM 📍 The Palace Theatre Stamford 🎟️ Buy Tickets Here Tag your comedy crew and make it a night out you’ll be talking about long after the final punchline. For more can’t-miss shows and nightlife in Fairfield County, keep it locked to FairfieldAfterDark.com. We’ve got your after-hours covered. ✨

Every fall, Stamford comes alive with one of its most cherished community gatherings: the Riverbank Ramble . What began years ago as a neighborhood get-together has grown into a can’t-miss event that blends live music and community along the beautiful countryside and fall foliage. The Ramble has never been just about music—it’s about people. It’s a place where families spread out blankets, kids dance in the grass, and neighbors reconnect after the summer . With the crisp fall air, and the sound of music, it’s the perfect way to welcome autumn together. This year’s Riverbank Ramble returns on Saturday, September 27, 2025 with an outstanding lineup featuring headliner Zully Ramos & the OGs , along with local favorites Drop Party , Cry Babi , and Fan Fiction . It’s shaping up to be a day filled with energy, fun, and memories in the making. 📅 Save the date – Saturday, September 27 | North Stamford, CT 🎟️ Tickets & details: RiverbankRamble.com Stay tuned next week as we spotlight each band performing at this year’s Ramble!

Kick off your weekend with an intimate evening of music and fall flavors. On Friday, September 19, Bittersweet Descent takes the stage at SoNo 1420 America’s Maritime Distillery for a night of heartfelt country-folk music. Known for their emotional lyrics, soulful harmonies, and original songs with a country twist, this talented duo has earned a loyal following across Connecticut. Their music pairs perfectly with a hand-crafted cocktail in SoNo 1420’s cozy, inviting atmosphere. 🍂 Whether you’re a longtime fan or discovering them for the first time, Bittersweet Descent promises a night of unforgettable melodies and genuine artistry. 📍 SoNo 1420 America’s Maritime Distillery 19 Day Street, Norwalk, CT 📅 Friday, September 19 ⏰ Show starts at 6-9pm ✨ Grab your friends, sip something special, and soak in the intimate vibes.

CityCenter Danbury is once again calling on downtown businesses, organizations, community groups, schools, and families to unleash their creativity for the Annual Scarecrow Decorating Contest, returning this fall to transform Main Street into a colorful and whimsical autumn showcase. Participants are invited to dress, stuff, and decorate a free 5-foot scarecrow frame provided by CityCenter Danbury. Scarecrows will line up our downtown district, bringing festive fall charm and spooky fun to the community. “The Scarecrow Decorating Contest has become one of our most cherished traditions in downtown Danbury,” said Lazaro Chavez, Executive Director of CityCenter Danbury. “It’s an opportunity for businesses, families, schools, and organizations to come together, showcase their creativity, and help us make the heart of our city a welcoming and festive destination during the fall season.” How It Works Register Online at [citycenterdanbury.com/scarecrow] citycenterdanbury.com/scarecrow Pick Up Frame: Available at CityCenter HQ, 268 Main Street, Danbury CT 06810 Return Decorated Scarecrows by Friday, September 29 Entries should be fun, colorful, imaginative, whimsical, funny, cute, or historical. Participants are encouraged to use recycled materials such as clothing, hats, raffia, and straw. Scarecrows must be weather-ready to withstand sun, wind, and rain. Businesses are welcome to incorporate their logos and branding, making this a fantastic opportunity for both community promotion and team-building! Prizes First Prize: $500 Five Runners-Up: $100 gift certificate to a downtown establishment Winners will be contacted directly by email Contest Guidelines No real pumpkins, gourds, or electronic/mechanical parts permitted Scarecrows should not include gruesome, bloody, political, religious, or controversial themes All entries become the property of CityCenter Danbury and will not be returned CityCenter Danbury and the City of Danbury are not responsible for loss or damage to entries About CityCenter Danbury CityCenter Danbury is the heart of the downtown district, dedicated to creating a vibrant, welcoming, and culturally rich community. While our signature events bring residents and visitors together, our work goes beyond programming. We collaborate with property owners, local businesses, and the City to enhance the economic vitality, safety, and beauty of downtown. Through partnerships, beautification efforts, marketing, and advocacy, CityCenter Danbury is building a thriving, connected downtown where people can live, work, visit, and invest. For more information or to register, please visit citycenterdanbury.com/scarecrow

Danbury, get ready to rock! On Saturday, September 20 , The Palace Danbury Theatre will come alive with the electrifying sounds of 1 Wild Night – The Ultimate Bon Jovi Tribute . This powerhouse tribute act delivers all the energy, charisma, and hit songs that made Bon Jovi one of the greatest rock bands of all time. From anthems like “Livin’ on a Prayer” and “You Give Love a Bad Name” to heartfelt ballads like “Wanted Dead or Alive” , 1 Wild Night recreates the unforgettable arena rock experience with stunning authenticity. Fans can expect soaring vocals, fiery guitar solos, and the high-octane stage presence that captures the true spirit of Jon Bon Jovi and his legendary band. Whether you grew up blasting Bon Jovi on cassette tapes or you’re discovering their music for the first time, this show promises an evening of sing-along hits and pure rock ’n’ roll nostalgia. Don’t miss your chance to relive the magic and celebrate one of rock’s most iconic bands. Gather your friends, grab your tickets, and get ready for one wild night you won’t forget! 🎟 Tickets are on sale now at The Palace Danbury Theatre .