Annapolis is known for its rich maritime legacy, succulent seafood, and beautiful waterfront.
In the summer, tourists flock to places like marinas and dockside patios. But the snowy season can be a bit chilly for seaside activities.
Luckily, there are plenty of winter activities to do in Annapolis, with no shortage of seasonal experiences in this lively waterfront town
Winter is a lovely season to visit Crabtown, the streets are quieter, the atmosphere is cozy and peaceful, and you’ll find numerous sources of entertainment.
From family-friendly adventures to excursions for couples and younger crowds, Annapolis stands as a city filled with exciting happenings.
Below are the best things to do in Annapolis in Winter.
See Some of Maryland’s Greatest Museums
Museum of Historic Annapolis
Those with a fondness for history must pay a visit to the stunning Museum of Historic Annapolis. With more than 400 years of Maryland history behind its doors, this destination is a must-see for history buffs, young and old.
Open Friday through Monday during the winter season, this vast museum offers three floors of engaging objects, displays, and artifacts to keep you busy for hours.
Mitchell Art Museum at St. John’s College
For art lovers, the Mitchell Art Museum at St. John’s College will shelter you from the chilly winds of the colder months Thursday through Sunday. Here, you can survey a range of exhibits, installations, and more, in addition to attending discussions and other educational events.
Annapolis Maritime Museum & Park
Meanwhile, the Annapolis Maritime Museum & Park is open Tuesday through Sunday. It features a variety of exhibits detailing Crabtown’s expansive maritime legacy. From fishing and sailing to other salty tales of the Atlantic. Annapolis isn’t known as the Sailing Capital of the World for no reason at all.
Hammond-Harwood House
The Hammond-Harwood House is another museum worth visiting. Built in 1774, it is one of the oldest remaining structures from the British Colonial period. With a carved doorway entrance and beautiful Palladian architecture, it comes complete with original art and furniture, preserved for hundreds of years.
Ice Skate at Quiet Waters Park
Ice skating at Quiet Waters Park provides plenty of fun for the whole family. Here, friends, couples, and kin can skate outside among the beauty of Quiet Waters Park in South Annapolis.
Simply rent skates and helmets on site, and glide across the ice for a truly thrilling winter experience.
Folks can even take ice skating lessons at this outdoor rink. This ensuring skaters of all levels feel comfortable on the ice.
Even if skating isn’t your cup of tea, Quiet Waters Park offers 340 acres of gorgeous scenery to take in.
Consider hiking along one of its many trails to explore this winter wonderland in closer detail.
Explore Historic Annapolis on a Ghost Tour
Looking for an Annapolis experience that seamlessly blends storytelling and history? Venture upon a shadowy tour of Crabtown and walk the time-weathered streets of this city on an Annapolis Ghost Tour.
Be regaled with tales of phantom pirates and patriotic poltergeists, as you gaze upon some of this city’s most renowned haunts.
With a past steeped in naval conflicts and colonial heritage, Annapolis has no shortage of ghost stories within its many historic homes and businesses.
From haunted taverns to hair-raising inns, Naptown is teeming with tales of spirits and otherworldly happenings. Visit locations like the 200-year-old Middleton Tavern, where an unruly specter causes quite a stir when agitated.
Hear tales of phantoms, dark history, and ghastly crimes between stops at historic sites like the James Brice House, a home that remains enveloped in mystery.
Eat Some of the Best East Coast Seafood
Within Annapolis, you’ll find a wealth of spectacular restaurants, perfect for satiating any seafood lover’s appetite.
Nestled in the historic maritime district of Eastport, Boatyard Bar & Grille is your go-to destination for fresh seafood, known for its numerous crab dishes. A local favorite, Boatyard is highly regarded for its Maryland crab cakes, which never skimp on the crab meat.
O’Leary’s in Eastport is another Crabtown favorite, with plenty of seafood dishes to satiate your maritime cravings. While it’s celebrated for its oysters and fresh fish, the desserts are known to be sensational as well.
Galways Irish Pub is another Annapolis favorite. Locals and visitors alike herald the fish and chips, along with its bounty of hearty Irish fare for land-lovers, like shepherd’s pie and beef stew.
Tour the Naval Academy
While other historic locations like the William Paca House might be closed for the winter season, the U.S. Naval Academy remains open to visitors from far and wide seven days a week.
Within, guests can see high-tech exhibits at the Halsey Field House, discovering the mission and soul of this long-standing institution.
Watch interactive videos, explore striking photos that capture the spirit of the Naval Academy, or take a historic tour of The Yard.
All provide a fascinating glimpse into the disciplined lives of these dedicated servicemen and this Annapolis landmark.
Test Your Wits at an Indoor Escape Room
Naptown holds a variety of indoor activities to shield you from the bitter Maryland cold. One such place is Mission Escape Rooms, which boasts four themed escape rooms, spanning from beginner-friendly chambers to advanced puzzles.
Perfect for groups of two or more, you can try your hand at a single room or work your way up as you advance your skills!
Gather a group of your brainiest friends and attempt to crack the case needed to escape this locked-room experience.
It’s a perfect activity for groups in Winter in Annapolis. It delivers challenging games and intriguing clues to solve the mystery before your time is up!
Winter Fun in Crabtown
All in all, Annapolis remains a magnificent destination to visit any time of year. And, the many winter activities to do in Annapolis make it just as appealing during the colder months. Whether you’re visiting in the crisp days of spring or the brisk weeks of winter, its historic streets are filled with colonial architecture, museums, and great seafood, all set against a beautiful waterfront and rich stories waiting to be told.
If you enjoyed this guide, explore more of my travel posts for destination tips, itineraries, and hidden spots to help you plan your next trips!
