Holiday Sip & Shop at Wine Cellars and Grapes Wine Bar
Holiday Sip & Shop at Wine Cellars of Annapolis and Grapes Wine Bar Join us for a fun evening sipping wine and shopping from local artisans and crafters Friday, December …
From Turkey Trots to Jingle Bells: Holiday Runs Around Annapolis
Turkey trots are an annual tradition dating back to 1896 in Buffalo, New York, when the local YMCA hosted a footrace with only six participants. Nowadays, these holiday runs have …
The Most Wonderful Wine of the Year: Festive Holiday Wines for Entertaining, Gifting, & Celebrating
Join The Cultured Somm for an intimate evening around her dining room table to start and fireside around her Christmas tree to end as we take a magical journey through …
Free Nutcracker Performance at Zachary’s Jewelers
Some holiday memories begin with a story. Join us at Zachary’s Jewelers as we bring families together for an Annapolis tradition inspired by the wonder of The Nutcracker. Our afternoon …
Magnolia Wreath Building Workshop
Join us for an afternoon of learning and creativity at Honey’s Harvest Farm in Lothian, Maryland! Kelly Weisner from Fairytale Farmette will guide you in creating a beautiful, hand-tied 18″ …
Haunted Harmonies
Celebrate spooky season with Haunted Harmonies, featuring an MSO ensemble performing haunting melodies, eerie classics, and Halloween-inspired favorites. From chilling classical works to familiar music with a mysterious twist, this one-hour …
Santa Photos @ Annapolis Mall
Don’t miss Santa pictures at Annapolis Mall! Walk-ups welcome every day until closing time. Please note: Multiple families are scheduled during the selected 15-minute time. Register here! (DNML)
Halloween Scavenger Hunt & Costume Contest
Join us for some Halloween fun at Downs Park! The event will begin at 9:00 am with a scavenger hunt through the trails, leading to our decorated amphitheater rooms. Following …
Great Annapolis Pumpkins
Take your picture with real pumpkins that are over 1000 pounds each! Post pictures or videos to your favorite social media pages for chances to win prizes.Tag #GreatAnnapolisPumpkins and @VisitAnnapolis …
Frozen Holiday Camp
Get ready to let it go and dance into a magical Frozen winter wonderland! Join us for a frosty day filled with a Ballet class, games, crafts, and holiday fun! …