Legends: An Annapolis Symphony Concert with Soprano Christine Goerke
Winter weather has kept us all on our toes lately, but there’s still plenty to look forward to in the days ahead. From lively line dancing and symphonic storytelling to family-friendly open houses, wellness events, creative workshops, and meaningful community fundraisers, this week is full of opportunities to reconnect, recharge, and get out of the house when it’s safe to do so. You’ll find chances to move your body, nourish your mind, support great causes, and enjoy everything from vintage shopping to thoughtful conversations and live performance.
Please note: winter conditions may impact schedules, and events are subject to change, postponement, or cancellation due to weather. We recommend checking directly with event organizers before heading out. Stay warm, stay safe, and enjoy everything our community has planned as we roll through the rest of winter together.
2026 Polar Bear Plunge
January 30th - February 5th; Sandy Point State Park, Annapolis
Dive into one of Maryland’s most iconic winter traditions and be part of something truly meaningful at the Polar Bear Plunge, supporting Special Olympics Maryland. For nearly three decades, thousands of brave plungers have taken the icy leap to help create powerful moments of inclusion, joy, and community across the state. Plunges will still take place on Friday and Saturday, while the Cool School Plunge has been rescheduled for February 4 and 5. Every splash helps fund year-round sports and leadership programs for more than 25,000 athletes and Unified® teammates—at no cost to them or their families. With 100% of donations going directly to these life-changing programs, it’s cold, it’s bold, and it’s all for an incredible cause.
4th Thursdays Line Dancing 2026
January 29th; Cult classic Brewing Company, Stevensville 6:30pm – 9:30pm
Dust off your boots and get ready to scoot—Line Dancing nights are all about high-energy fun, good music, and plenty of laughs. Whether you’re brand new or just a little rusty, the evening kicks off with easy, welcoming instruction to get everyone comfortable and moving. Once you’ve got the steps down, it’s time to hit the floor and put those new skills to work as the music keeps rolling and the vibe stays upbeat. Expect a lively crowd, a supportive atmosphere, and nonstop boot-scootin’ fun that’ll have you turning, twirling, and grinning all night long.
Legends: An Annapolis Symphony Concert with soprano Christine Goerke
January 30th; Maryland Hall, Annapolis 7:30pm – 10:00pm
Legends brings an evening of sweeping orchestral storytelling to the stage with a powerful program inspired by iconic figures, both real and imagined. Led by conductor José-Luis Novo, the concert features world-renowned soprano Christine Goerke performing Richard Strauss’s deeply moving Vier letzte Lieder, alongside dramatic and expressive works by Debussy, Strauss, and Copland. From the dreamlike beauty of Prélude à l’après-midi d’un faune to the fiery energy of Don Juan and the unmistakably American spirit of Billy the Kid, this program moves effortlessly between romance, drama, and grandeur. Performances take place Friday and Saturday evenings at Maryland Hall and Sunday afternoon at The Music Center at Strathmore, offering multiple chances to experience this unforgettable night of music. Ticket prices start at just $25, and a free pre-concert lecture adds extra insight for concertgoers looking to deepen their experience.
Church Hill Theatre Offering Basic Acting Skills for Students (BASS)
January 31; Churchill Theatre, Churchill 9:00am – 2:00pm
Church Hill Theatre’s Basic Acting Skills for Students (BASS) program gives young performers the chance to step into the spotlight and build confidence through theatre. Designed for students in 1st through 8th grades, this engaging series of Saturday workshops introduces improvisation, character development, scene work, and musical theatre dance and vocals in a fun, supportive environment. Led by program founder and experienced educator Becca Van Aken, along with guest instructors from the Church Hill Theatre community, students explore storytelling, movement, and song while learning the fundamentals of acting. The program begins January 31, 2026, and concludes with a special performance for family and friends on February 28. Classes are offered in two age groups—grades 1–4 and grades 5–8—with registration opening online December 10, 2025.
Health & Wellness Fair
January 31st; Mt. Moriah A.M.E. Church, Annapolis 9:00am – 1:00pm
Take a moment to invest in yourself at this community-focused Health & Wellness Fair, a feel-good event designed to support your body, mind, and future. Spend the day exploring practical tools and resources that make caring for yourself feel manageable and empowering—from a personalized brown bag prescription review with Dr. Shannon Douglas to guidance on self-care, skincare, and building routines that truly work for your lifestyle. You’ll also find helpful information on long-term health planning, offering peace of mind and clarity as you look ahead. Free and open to all, this welcoming event is a great opportunity to reset, ask questions, and leave feeling informed, supported, and inspired to prioritize your well-being.
St. Martin's Lutheran School Open House
January 31st; Saint Martin's Lutheran School, Annapolis 9:00am – 11:00am
Discover what makes Saint Martin’s Lutheran School of Annapolis one of the area’s best-kept secrets. This welcoming open house invites families to explore a close-knit school community known for strong academics, small class sizes, and values-centered education. Visitors can learn more about the school’s engaging classrooms, supportive environment, athletics, and after-school clubs, all designed to help students grow with confidence and purpose. It’s a chance to step inside, ask questions, and see firsthand why so many families who discover Saint Martin’s quickly feel right at home.
Busch Annapolis Library Winter Film Series: Borrowed From The Bard - Shakespeare in Cinema
January 31st; Michael E. Busch Library, Annapolis 2:00pm 4:00pm
Discover what makes Saint Martin’s Lutheran School of Annapolis one of the area’s best-kept secrets. This welcoming open house invites families to explore a close-knit school community known for strong academics, small class sizes, and values-centered education. Visitors can learn more about the school’s engaging classrooms, supportive environment, athletics, and after-school clubs, all designed to help students grow with confidence and purpose. It’s a chance to step inside, ask questions, and see firsthand why so many families who discover Saint Martin’s quickly feel right at home.
6th ANNUAL LACE ‘EM UP FOR LIBBY ALL-DAY FUNDRAISER
February 1st; Harvest Thyme Tavern, Davidsonville
Rally around a powerful local cause with this all-day fundraiser supporting Lace ’Em Up for Libby, an organization dedicated to helping kids live cancer-free. Every way you participate makes an impact—dining in, grabbing carryout, or shopping all helps support the mission. The event also honors Libby during her birthday month, a meaningful time for her family and the community that continues to carry her legacy forward. It’s a simple, heartfelt way to give back, show support, and be part of something that truly matters.
Naptown Flea Vintage & Vinyl
February 1st; Maryland Hall, Annapolis 11:00am – 4:00pm
Spend the day hunting for hidden gems at this vintage-filled market where unique finds and vinyl treasures take center stage. Browse an ever-changing mix of retro clothing, records, and one-of-a-kind pieces while local DJs set the vibe and great food keeps you fueled. With unbeatable deals and plenty of personality, it’s a laid-back, come-and-go experience perfect for collectors, music lovers, and anyone who loves the thrill of the find.
Brian Ganz PianoTalk
February 3rd; Nancy R. & Norton T. Dodge Performing, Lexington Park 11:20am – 12:10pm
Dive into the world of classical music with PianoTalk, an engaging experience that blends live performance with insight and conversation. Pianist Brian Ganz brings complex works to life, guiding audiences through the stories, structure, and emotion behind the music as he plays. Whether you’re a longtime classical fan or simply curious, this approachable program offers a deeper appreciation of the piano and the artistry behind every note.
Great Decisions 2026
February 3rd; Talbot County Chamber of Commerce, 3:30pm – 5:00pm
Chesapeake Forum’s Great Decisions returns with Rich Harrison and Bob DeGour leading thoughtful, engaging conversations on today’s most pressing global issues. Together since 2017, the duo is known for guiding lively, informed discussions that encourage participants to dig deeper and consider multiple perspectives. Using resources from the Foreign Policy Association, each session explores the history, context, and potential future impact of major world affairs, with added insight from course leaders who bring current events into focus. It’s an inviting space for curious minds who enjoy meaningful conversation and staying connected to the world beyond our borders.
