This weekend in Anne Arundel County, MD

Enjoy a relaxed, no stress meet and ride held on the third Saturday of every month. If rain or other weather causes delays, it shifts to Sunday or to the fourth Saturday or Sunday as needed.

Designed for elementary students ages 9 to 11, this interactive session helps kids learn how to earn, handle, and think about money with confidence. Children practice the four basic choices for every dollar: saving, spending, giving, and investing, while exploring simple ways to make money and how financial decisions connect to happiness. Part of a broader kids’ financial education series that covers topics from allowances to financial literacy and preparation for college, this workshop focuses on building responsible habits from an early age.

Ridge Grow hosts a Saturday celebration of autumn throughout the garden center. Pick out pumpkins and colorful mums, choose corn stalks and straw bales for seasonal decorating, and browse ornamental cabbages, kale, annuals, and other in-season vegetables. Enjoy family activities and take seasonal photos among the displays. A changing selection of food trucks is featured from week to week, and the activities also vary each Saturday. There is no admission charge.

Visiting author Erin P.T. Canning invites readers of epic romantasy to a meet and greet with a book signing. Attendees can meet the author and have books signed.

Connect with the author during a casual meet and greet and have books signed. Learn more about Anna and her books online.

Meet the author and take part in a book signing. Learn more about Jaz's books online.

A family friendly afternoon features complimentary food, fair style games, a petting zoo, axe throwing, face painting, and other activities. A cake walk adds to the fun with a chance to win a homemade dessert to take home.

Celebrate the Luther Strode #1 Anniversary Edition at Third Eye Glen Burnie with a creator signing featuring Justin Jordan, Tradd Moore, and Felipe Sobreiro. Meet the team behind the series and get your copies signed in person. The first 10 people in line receive a free gift limited to this event. Signed pre-orders and VIP options are available through the organizer’s site.

Marking its 11th year, the wine festival at Kurtz’s Beach celebrates a continuing tradition. This milestone edition recognizes more than a decade dedicated to wine at this festival.

Celebrate the season at a Howl-o-Ween adoption event hosted at Petco Severna Park. The BFF Waggin' will attend with adoptable dogs and cats looking for loving homes. Fees for adoptions completed at the event are waived, and standard adoption procedures still apply. Expect a cheerful Halloween atmosphere and plenty of chances to meet a new companion.

Kick off a welcoming fall series for brand-new salsa dancers in Glen Burnie, MD. BSDC instructor Emily Imber leads Salsa 101 with clear, step-by-step guidance in footwork, timing, and partner skills, introducing fresh moves and combinations each session so progress builds steadily. Expect lively music, supportive coaching, and a structure that helps create a strong foundation by the end. Come solo or with a companion, since partners are rotated to give everyone a chance to practice. Single class attendance is only permitted during the first two weeks of the session, and monthly enrollment is required to continue through the series. Pricing options include $30 for a single class when prepaid online, $35 at the door, or a $110 four-class pass. Pre-registration is required for all classes. Refunds are not offered unless an event is canceled or moved, and transfers to other classes and events are available.

Middle schoolers ages 12 to 14 can build essential money skills in this workshop. As part of the Kids' Financial Education Programs, it covers the basics of managing money, introduces useful tools for day-to-day financial decisions, and outlines early steps toward long-term financial success. The session is designed to support informed choices as students move into their next stage of life. The broader program also offers age-appropriate workshops for elementary, middle, and high school students, touching on topics from allowances and core financial literacy to getting ready for college. These engaging and educational sessions help establish smart money habits from an early age.

At sweetFrog Laurel, guests can meet one of the sweetFrog mascots, Scoop or Cookie, during a special appearance. There will be opportunities for photos and lighthearted fun, making it easy to bring home a memory with these characters. Free tickets are available to confirm attendance.

Greater Annapolis Ballet presents the 6th Annual HOPE Dance Concert, an uplifting evening that blends dance, community, and purpose. Performers unite to showcase the expressive power of dance while supporting a cause that matters to the local community. The event highlights creativity, unity, and hope, and is dedicated to making a positive impact.

Registration is open for the Fall 2026 RISE Flag Football season in Annapolis. Games use a six on six format on the Annapolis High School turf fields. The league welcomes boys and girls in kindergarten through eighth grade, along with a girls high school division for grades 9 through 12. Teams play six to eight games, playoffs included. The program has served Annapolis families since 2015 across 22 seasons. A $30 savings on registration is noted.

Experience a live music performance with musicians playing in real time. Enjoy a set of songs delivered in person, creating a shared moment between performers and audience. A simple way to take in instruments and melodies performed live.

Open to all, this waterfront celebration picks up the energy after the Boat Show at Eastport Yacht Club, blending live music with harbor views and a relaxed, high-spirited vibe. Slip Hippies gets things started with an Annapolis acoustic set that weaves together classic rock, 80s favorites, country, beach and island tunes, soul, Motown, and contemporary hits. ONO, also known as One Night Only, follows with powerful vocals, tight rhythms, and a set built to keep the dance floor moving. Cool fall evenings pair perfectly with Chili in the ’Port, a build-your-own chili bar stocked with plenty of toppings, along with the club’s signature libations. Ticket options include advance purchase at $20 plus processing, an online-only two-ticket bundle for $35 plus fees, and a $25 gate price. Children 5 and under are admitted free. Entry is through the main gate only, with no access from the marina docks. The event is rain or shine and tickets are nonrefundable. Pets are not permitted. Sustainability is front and center, with 100 percent compostable service, no single use plastic, and green volunteers staffing eco stations to keep the party waste free. Guests can also see the club’s Clean Marina and Green Building features, including a permeable parking surface, rain barrels, and landscaping that helps reduce runoff.

At Rams Head On Stage, saxophonist and composer Boney James delivers a concert shaped by the deliberate, growing intensity behind his album Slow Burn, which he produced with collaborators including Marcus Miller, Cory Henry, Jairus Mozee, October London and Rick Braun. The program draws from tracks such as Arcadia with Miller on acoustic bass, an interpretation of Butterfly by Herbie Hancock and Bennie Maupin featuring Miller and Henry, the single All I Want Is You with October London, the groove-forward Slide with his touring band, A Little Romance, the upbeat Gonna Have a Good Time and The Bounce, Between the Lines and a take on Stanley Turrentine’s Sugar with Braun on trumpet. James’s career includes multiple GRAMMY and NAACP Image Award nominations, a Soul Train Award, several RIAA Gold records and 20 number one singles on the Billboard Smooth Jazz chart. This event is open to all ages.

This weekly music bingo night at The All American Steakhouse in Odenton invites players to put their music knowledge to the test for a chance to win prizes. There is no cost to participate. Guests can enjoy $5 rail drinks, $6 Long Island Iced Teas, half-price domestic drafts, and 50 percent off cheesesteaks and fries while the games are underway.

Saxophonist and composer Boney James brings his contemporary jazz sound to the stage for an all ages performance. His latest chapter centers on Slow Burn, a self-produced Concord Records release that captures music building with thoughtful intensity. The project features notable collaborators, including Marcus Miller contributing rare acoustic bass on Arcadia and returning for a fresh take on Herbie Hancock and Bennie Maupin’s Butterfly alongside Cory Henry on electric piano. Vocalist October London appears on the single All I Want Is You. Slide puts James on tenor sax and keyboards with his touring band, while A Little Romance, Gonna Have a Good Time, The Bounce, and Between the Lines keep the groove alive. The collection also offers a spirited version of Stanley Turrentine’s Sugar with longtime collaborator Rick Braun on trumpet. James arrives with a track record that includes four GRAMMY nominations, three NAACP Image Award nominations, a Soul Train Award for Best Jazz Album, four RIAA Gold certifications, recognition by Billboard among the top contemporary jazz artists of the decade, and a milestone of 20 number one singles on the Billboard Smooth Jazz chart. From an early switch from clarinet to saxophone to professional tours with artists such as The Isley Brothers and Teena Marie, he has continued to craft melodies and grooves that connect with listeners.

Leftovers night brings a party to Stan & Joe's in Annapolis.

Kick off your holiday shopping at the Earleigh Heights Volunteer Fire Company Holiday Craft Fair. Explore a variety of goods from local vendors, including Skeids, which offers more than 40 seasoning blends you can smell before buying. The event supports the Earleigh Heights Volunteer Fire Company and provides a friendly setting to discover unique gifts.

Modern Mama Tees & Co. will be on site at Earleigh Heights Fire Department with a fresh selection of boutique apparel and graphic T shirts. Browse and buy in person, or keep shopping anytime using the app. Please note they are participating as a vendor and are not accepting applications or handling sign ups.

Visiting author Fiona Fenn hosts a meet and greet and book signing focused on queer adult romantasy. Learn more about her books and get a signature.

A visiting author appearance with Shelley Puhak offers a friendly meet and greet paired with a book signing, highlighting her work in historical true crime. Attendees can meet the author and have books signed.

Guests can celebrate the season at a free outdoor neighborhood harvest gathering that centers on community and connection. The day features family-friendly games, hands-on craft stations, an inflatable bounce house, and live music in the open air. A quiet prayer area will be available for reflection or support. Children age ten and under can receive a complimentary pumpkin while supplies last, and warm food and snacks will be provided. Early arrival is encouraged for the pumpkin giveaway due to limited quantities. It offers a relaxed autumn outing with activities for all ages.

Five For Fighting appears with a string quartet for a night centered on John Ondrasik's piano and falsetto vocals. The platinum selling, Grammy nominated artist is known for hits like "Superman (It's Not Easy)" and "100 Years", along with "The Riddle", "Chances", "World", and "Easy Tonight". Across six studio albums his songs have reached wide audiences and been featured in films and television including The Blind Side, Hawaii Five-O, The Sopranos, and Code Black. His work also includes recent pieces such as "Blood on My Hands", "Can One Man Save The World?" and "OK". Also appearing is Lace & Lee, a folk rock duo whose ethereal harmonies draw on 60s and 70s storytelling with a touch of Celtic spirit. This event is open to all ages.