Annapolis Symphony Orchestra's Brahms & Ice Cream: A Chamber Concert for Piano & Strings
As November settles in, the season of sparkle, creativity, and community truly begins—and this week’s event lineup brings all the festive energy. From artisan markets and holiday kickoffs to concerts, workshops, galas, and hands-on fun, there’s something happening every day to inspire, delight, and get you into the spirit. Whether you’re shopping local, tasting something new, getting crafty, or soaking in live music and holiday magic, these events are the perfect way to connect with your community and make the most of the season. Dive in and discover what’s happening across the region this week!
Holiday Artisan Market, Artistic Gifts of the Season
November 19th; Quiet Water Park, Annapolis 9:00am – 4:00pm
Ten talented artists come together for a vibrant seasonal showcase featuring everything from textiles and fused glass to ceramics, photography, fine art, and handcrafted paper goods. Visitors can browse unique creations by Joanne Bast, Val Bembenek, Chesapeake Woodworkers, Firelight Glass, Garry Fritz, Paul Gruner, Wendy Johnson, Joan Machinchick, and Dona Weingarten, with a special jewelry appearance by Robin Papadopoulos during the reception. With the Visitor Center open daily and purchases available to take home same-day, it’s the perfect chance to support local makers and find one-of-a-kind gifts. Park entry is free during the reception, making this a relaxed, inspiring way to enjoy art in a beautiful setting.
Annapolis True Crime
November 19th; OB’s Prime Steakhouse, Annapolis 7:00pm – 9:00pm
The True Crime Dinner returns to O’Brien’s Oyster Bar & Seafood Tavern with an all-new lineup of Maryland mysteries and misdeeds. This edition dives into fresh cases and surprising updates on stories you thought you knew, from political intrigue and felony witchcraft to 19th-century kidnappers, poisoners, and long-shadowed unsolved crimes. Storyteller Melissa Huston brings centuries of local scandal to life as guests enjoy a full evening of dinner, dessert, and unforgettable tales. Reserve your seat early for this one-night-only experience.
Winterfest of Lights Ocean City Maryland
November 20th – December 31st; Northside Park, Ocean City
Winterfest of Lights kicks off its magical season with an opening evening filled with sparkling displays, festive energy, and all the holiday cheer you could hope for. This first night invites guests to wander a newly refreshed layout featuring thousands of twinkling lights, animated scenes, and immersive photo moments throughout the park. Warm up with hot chocolate by the bonfire, snap a keepsake photo with Santa, enjoy interactive games and family crafts, and explore the charming gift shop for seasonal treasures. The highlight of the night—an awe-inspiring 50-foot Christmas tree—lights up the sky with a show that dazzles every time. It’s the perfect start to a tradition that continues nightly through the holiday season.
A Starry Night Fundraiser Gala
November 20th; Fluegel Alumni Center, Annapolis 6:00pm – 10:00pm
Join YoungLife Anne Arundel County for an inspiring evening at A Starry Night, a special gala created to support and uplift local teenagers. Guests will enjoy a stylish cocktail reception, silent and live auctions, and heartfelt stories that reflect YoungLife’s mission of mentorship, connection, and hope. With more than 20,000 high school students in our community still waiting to be reached, this event helps expand programs into more schools, train new leaders, and provide life-changing opportunities for teens. Come dressed in “Starry Night Chic” — elegant cocktail attire with a touch of sparkle — and be part of an evening that celebrates possibility, purpose, and the power of investing in young lives.
Gallery Reception for Wildlife Wonders Exhibition
November 20th; Chesapeake Arts Center, Brooklyn Park 6:00pm – 8:00pm
The Wildlife Wonders Exhibition invites visitors to explore the beauty and fragility of our natural world through a compelling showcase of artwork inspired by wildlife and endangered species. Designed to spark awareness and encourage conservation, this immersive exhibition brings together artists, nature lovers, and advocates to highlight the delicate balance of global ecosystems. Guests will journey through vivid depictions of diverse habitats, encounter powerful portrayals of vulnerable species, and be inspired to take part in protecting the planet for future generations. Featured in the Hal Gomer Gallery at the Chesapeake Arts Center, this exhibition offers a meaningful and visually rich experience for all who care about the world we share.
Jingle & Mingle
November 21st; Doordan Institute at Luminis Health, Annapolis 6:00pm
Kick off the holiday season in style at the Jingle & Mingle Winter Wonderland Holiday Party, a festive celebration designed to bring co-workers, colleagues, and community together. Enjoy a delicious spread from local vendors, sip signature cocktails from Vintage Views, and explore an exciting silent auction featuring creative wreaths from the annual decorating contest. With photo ops, networking, and even a visit from Santa, this cheerful gathering is the perfect way to toast the season, connect with others, and share some holiday magic with your whole team. Various ticket options — including discounted party packs — make it easy to bring the entire crew for an unforgettable night of winter sparkle.
Anne Arundel County Public Library Foundation Inc An Evening with David Baldacci
November 21st; Chesapeake Arts Center, Brookyln Park 6:30pm
Enjoy an evening devoted to storytelling, suspense, and one of today’s most exciting thriller authors. Your ticket includes general admission to the event, complete with time to meet David at the signing table, plus a signed copy of his newest release, Nash Falls. You’ll also get an exclusive chance to pre-order Hope Rises, the eagerly awaited conclusion to his duology coming in March 2026. A perfect night for book lovers, collectors, and anyone who can’t resist a gripping page-turner. Ticket price: $48.
CP Sidewalk Sale for A Christmas Carol
November 22nd; 108 East Street, Annapolis 9:00am – 12:00pm
The Colonial Players brings a beloved Annapolis tradition back to the stage with the return of the iconic Wade/Gessner production of A Christmas Carol, running December 3–14, 2025. Written more than 40 years ago by local playwright Rick Wade with original music by Dick Gessner, this treasured adaptation has become a holiday favorite for generations. Directed this year by Erica Miller, the production blends nostalgia, heart, and timeless storytelling as it revisits Dickens’ classic tale. In the spirit of the season, this year’s run will also support Seeds4Success, adding an extra layer of community goodwill to a show that already shines with warmth and tradition.
Holiday Bazaar
November 22nd; St. Margaret’s Church, Annapolis 9:00am – 2:00pm
St. Margaret’s Women’s Guild invites the community to its annual Holiday Bazaar on November 22, offering a festive day of shopping, food, and fun. Browse a wide variety of local crafters, vendors, and nonprofit organizations—perfect for finding unique gifts and supporting meaningful causes. Guests can enjoy light breakfast and lunch available for purchase, plus free admission and parking make it easy to spend the day exploring. Door prizes and raffles will be held throughout the event, adding extra cheer to this beloved seasonal tradition.
Christmas Village in Baltimore
November 22nd -December 24th; Inner Harbor, Baltimore
Christmas Village in Baltimore kicks off its festive season, bringing European holiday magic to the Inner Harbor. Inspired by Nuremberg’s Christkindlesmarkt, this beloved market features more than 60 vendors in charming wooden booths, twinkling lights, the iconic Glühwein Pyramid, a heated tent, beer garden, and classic rides like the Carousel and Ferris Wheel. From warm Glühwein and Bratwurst to handcrafted gifts and cozy holiday vibes, it’s the perfect place to start celebrating as the Village begins its annual run through December.
Brahms & Ice Cream: A Chamber Concert for Piano & Strings
November 22nd; Evangelical Presbyterian Church, Annapolis 3:00pm
Experience a captivating evening of chamber music as Annapolis Symphony Orchestra principals present a moving program of Brahms’ Piano Quartet No. 3 in C minor and Mark O’Connor’s Appalachian Waltz. Blending sweeping Romantic intensity with the warmth and lyricism of American folk traditions, this intimate performance showcases the artistry of Christian Tremblay (violin), Sarah Hart (viola), and Todd Thiel (cello). With rich harmonies and expressive depth, it’s a night that highlights the emotional power of small-ensemble music. Tickets are $25, with discounts available for students, military, law enforcement, and first responders, and support from MSAC and ACAAC helps make this special concert possible.
Sip & Paint FriendsGiving Flower Pot Workshop
November 22nd; 9s Studios, Easton 4:00pm – 6:00pm
Create something heartfelt and festive at the Sip & Paint FriendsGiving Flowerpot Workshop, a cozy evening of creativity and gratitude. You and your friends will design a Thanksgiving-inspired flower pot using warm autumn tones, metallic markers for gratitude quotes, and seasonal accents like ribbon, burlap, and cinnamon sticks. Finish your piece by planting aromatic herbs such as sage or rosemary to bring comforting holiday scents into your home—or to use in your favorite seasonal recipes. With all materials provided, plus complimentary wine and bites, it’s a warm and welcoming way to celebrate friendship and the spirit of the season.
Donkey Cuddling
November 23rd; Campbells Lane Farm, Easton 11:00am – 2:00pm
Meet the lovable miniature donkeys of Campbell’s Lane Farm and enjoy a heartwarming experience designed to bring joy, laughter, and relaxation. During a 45-minute cuddling session, you’ll bond with two adorable herds—featuring Fiona, Silas, Diesel, Eloise, Spencer, Tilly, Tinkerbell, Maggie, and Boo—each ready to nuzzle their way into your day. Perfect for all ages, donkey cuddling offers a unique way to unwind, connect with friends, or meet new ones while embracing a little extra mindfulness and delight. Check the farm’s website for additional dates and events and reserve your session online.
