Feld Entertainment | Monster Jam
A new week means a fresh lineup of ways to learn, move, connect, and celebrate all around our community. From thoughtful conversations and creative classes to heart-pumping thrills, live music, and meaningful ways to give back, there’s something happening almost every day that’s worth stepping out for. Whether you’re planning ahead or looking for a last-minute adventure, this week’s events offer plenty of reasons to get inspired and get involved. Take a look and see what catches your eye—you might just find your next favorite experience.
Dollars and Sense of Aging
January 14th; Ginger Cover, Annapolis 11:30am – 1:00pm
Take a break, grab lunch, and gain valuable insight during this engaging Lunch & Learn designed to help you plan confidently for the future. This interactive session walks through the importance of proactive planning, offering clarity around financial and lifestyle goals as you age. Attendees will learn about the real costs of long-term care—from in-home support to assisted living and skilled nursing—as well as smart funding options and key tax and legal considerations. The discussion also explores how Life-Care communities, Continuing Care Retirement Communities, and Continuing Care at Home programs can fit into a well-rounded, forward-thinking plan. Whether you’re just starting to think ahead or refining an existing strategy, this informative conversation offers practical guidance and peace of mind.
Kids Ceili Dance Class
January 14th; Maryland Hall, Annapolis 4:30pm – 5:15pm
Get ready to move, laugh, and make new friends with this high-energy Ceili dancing class that introduces the joyful world of Irish group dance. Designed for kids ages 4 and up, this class is welcoming to beginners with no prior Irish dance experience required. Over the course of several weeks, dancers will learn a variety of traditional Ceili dances while enjoying a great workout and plenty of fun along the way. With lively music, teamwork, and lots of movement, it’s a fantastic way to build confidence, stay active, and celebrate Irish culture in a relaxed, friendly setting.
Severna Park Community Blood Drive - Give the gift of life!
January 16th; Near Garry’s Grill, Severna Park 8:00pm – 2:00pm
Give back to the community in a powerful, meaningful way by participating in the Severna Park Community Blood Drive. This important event invites neighbors to come together and help support local patients by donating blood for Luminis Health. Whether you’re a longtime donor or giving for the first time, your contribution can truly save lives and make a lasting impact. Come prepared by eating well and staying hydrated, and know that every donation helps strengthen our community’s health and care network. It’s a simple act of kindness that carries incredible weight—and one that’s always needed.
Monster Jam at CFG Bank Arena
January 16th – 18th; CFG Bank Arena, Baltimore 7:00pm
Get ready for a weekend of pure adrenaline as Monster Jam® roars into Baltimore, bringing massive trucks, world-class drivers, and nonstop action to the arena floor. This high-energy experience delivers jaw-dropping stunts, gravity-defying jumps, and edge-of-your-seat competitions where 12,000-pound machines flip, fly, and balance on two wheels. Every moment is unscripted and unpredictable, making each show feel bigger, louder, and more exciting than the last. Perfect for fans of all ages, Monster Jam is the kind of event that has you cheering, gasping, and smiling from start to finish. If you’re looking for unforgettable, over-the-top fun, this is it.
Meet the Author at the Museum: Thomas Guay
January 17th’; Historic Annapolis Museum, Annapolis 11:00am – 12:00pm
Step into the world of colonial Maryland with a special program that blends history, music, and storytelling in a truly engaging way. Meet author Thomas Guay as he shares the inspiration behind Chesapeake Bound, his historical novel exploring rebellion, resilience, and why Great Britain ultimately lost its American colonies. Through a short reading, lively discussion, and a Q&A session, guests will gain deeper insight into the era and the real events that shaped the story. Adding to the experience, Guay will perform fiddle tunes featured in the novel, bringing its pages vividly to life. The evening concludes with a book signing, making this a memorable opportunity for history lovers, readers, and music fans alike.
CIRQUE DU STRANGE celebration and an Earthrace Conservation Fundraiser.
January 17th; True Moon Yoga and Fitness, Annapolis 7:00pm – 10:00pm
Celebrate creativity, community, and conservation at CIRQUE DU STRANGE, a free, family-friendly night that blends whimsical circus artistry with a meaningful cause. This immersive evening transforms True Moon Yoga and Fitness into a playful, dreamlike space filled with rotating live performances, surprise moments, and cozy, festive vibes—costumes encouraged. Enjoy circus acts from Paper Moon Productions, music from DJ Sarah Myers, handpan performances by Jaxson Phoenix, appearances by Captain Pete Bethune, and glow-filled fun for kids. Warm up with s’mores by the fire, relax in a heated outdoor tent, and grab bites and drinks from Sweet Dee’s Food Truck and the Blind Tiger Mobile Cocktail Truck. With raffles, auctions, and a grand prize retreat experience in Costa Rica, it’s a joyful night of entertainment, connection, and giving back in support of Earthrace Conservation.
The High & Wides / Kentavius Jones & Sam Pugh Duo
January 17; Cult Classic Brewing Company, Annapolis 7:00pm – 10:00pm
Get ready for a night that blurs genres and breaks all the rules in the best way possible. This lineup brings together soulful storytelling, indie-folk intimacy, and high-energy stringband sounds that feel both timeless and totally unexpected. Kentavius Jones delivers bohemian beatbox soul with an indie edge, while Sam Pugh’s heartfelt songs blend folk, pop, and raw emotion shaped by years on Mid-Atlantic stages. Rounding out the night, The High & Wides bring their boundary-pushing take on stringband music—equal parts bluegrass roots, rock-and-roll spirit, and fearless experimentation—earning them the nickname “The Apostles of Hillbilly Boogie.” Add in great food, house-brewed beer, and a lively crowd, and you’ve got all the ingredients for an unforgettable evening of music and good vibes.
Keyshia Cole: The Way It Is 20th Anniversary Tour
January 18th; Live! Casino & Hotel, Columbia 7:00pm
Experience the magic of R&B icon Keyshia Cole as she brings The Way It Is 20th Anniversary Tour to The HALL at Live! for a night that celebrates one of the most influential albums of the 2000s. This milestone tour revisits the raw emotion, soulful storytelling, and powerhouse vocals that made The Way It Is a timeless classic and launched Keyshia Cole into stardom. Fans can expect an unforgettable evening filled with nostalgia, passion, and the deeply personal performances that have defined her career—bringing beloved hits to life while honoring the album that shaped a generation of R&B.
MLK Jr. Day at the Museum of Historic Annapolis
January 19th; Historic Annapolis Museum, Annapolis 11:00am – 3:00pm
Honor the legacy of Dr. Martin Luther King, Jr. with a meaningful visit to the Museum of Historic Annapolis, where history, reflection, and community come together. Explore Annapolis: An American Story while engaging with special activities that highlight the city’s diverse past and the ongoing pursuit of equity and justice. Guests can experience a powerful guided tour focused on race and civil rights, led by a local historian who brings to life the stories of African American leaders and their lasting impact on Annapolis and beyond. Families can enjoy hands-on moments like creating a Freedom Bell craft, while younger visitors can relax in a cozy book nook featuring thoughtfully curated children’s stories about Dr. King. It’s a thoughtful, engaging way to learn, reflect, and connect with the history that continues to shape our community today.