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As the holiday season and winter festivities approach, you can find multiple things to do in Annapolis this winter. Annapolis, known best for summer destinations, has a wide range of activities in store for winter lovers. Besides, with a less hustling atmosphere and thinner crowd, you will closely experience the true beauty of this seaside city. Visitors seeking a memorable Annapolis winter getaway can have easy access to all must-visit destinations. The list of winter activities in Annapolis is extensive, offering chances to spend an unforgettable time with family and friends. From winter holiday markets to events, tours, and dining, there are unlimited winter outdoor activities in Annapolis for residents and locals.
1- Join the Top Winter Events in Annapolis
Winter brings a lot of fun and exciting events, allowing you to relax, enjoy, and plan holiday getaway in Annapolis. With the streets lighting up with joy of Christmas and New Year, winter events in Annapolis captivate the socialites to participate in the festivities. For example, joining and experiencing Christmas Tree Lightings, Eastport Yacht Club Light Parade, Chocolate Binge Festival, Light tours, and many other events are among the best things to do in Annapolis this winter. Furthermore, these winter events in Annapolis showcase the culture, tradition, and community spirits of the city.
2- Enjoy Holiday Shopping in Annapolis
An array of local shopping stores, boutiques, and art galleries offer special deals for holiday shopping in Annapolis. For example, you can explore the vendor shops in Historic Downtown from Maryland Avenue to Main Street. Moreover, it allows visitors and locals to explore the artistic talent, variety, and culture of this historic city. On top of it, Holiday Markets, such as Annapolis Holiday Market and Midnight Madness features the best holiday shopping in Annapolis. So, if you are seeking a fun winter getaway with your family or friends, enjoy exploring the local shops and markets and buy unique gifts for the Christmas and New Year.
3- Witness the winter beauty of the Chesapeake Bay
Many boat tour agencies and rentals offer an exquisite experience of exploring the Chesapeake Bay beauty during winter. However, the regular boating and sailing tours are less frequent in winter, but visitors can book private or group cruises. Moreover, these boating agencies feature heated cabins with glass walls, allowing you to witness the winter charm on water. Besides, you can stroll around the waterfront trails in Annapolis to see how beautiful the nature side of this city is.
4- Experience the Ice Skating
Those who love to mix adventure with some physical activities, ice skating is the premier choice. For me, it is one of the best things to do in Annapolis this winter because I always enjoyed it with my friends. Additionally, Quiet Waters Park Ice Rink and Annapolis Skating Club offers the memorable experience of skating under the stars. Furthermore, you can watch the seasonal skaters there showcasing their mastery and talent. To boot, you can interact with them to learn some tips, helping you polish your skating skills. No doubt, it is a great winter getaway in Annapolis.
5- Savor the Seasonal Dishes
Restaurants, cafes, bars, and pubs in Annapolis have year-round treasures for all food lovers. Furthermore, serving the seasonal dishes of winter with special ingredients make your dining experience delightful. The cozy, elegant, and waterfront ambiance of different restaurants adds an exquisite touch to winter dining in Annapolis. Moreover, you can taste seasonal drinks, hot cocktails, beers, and other beverages that enhance the overall food experience. For example, Iron Rooster, Preserve, Chart House, and Blackwall Hitch are among the best restaurants in Annapolis, featuring special seasonal food and drinks. In addition, all wine lovers can explore the vineyards and warm wines collections at Thanksgiving Farm Winery and Great Frogs Winery.
6- Plan a Tour to Historic Sites and Museums
Other best things to do in Annapolis this winter is to plan a tour to explore all historic sites and museums if you haven’t been there before. For example, the most honored institute in Annapolis, U.S. Naval Academy garner residents and tourists to discover the colonial past and naval background. In addition, the historic tours of William Paca House and Garden, Hammond-Harwood House, Maryland State House, and Banneker-Douglass Museum are among the best things to do in Annapolis this winter. The cozy and quiet atmosphere during winter allows you to explore all finer details and features in a peaceful environment.
