Ready for a Vacation in 2026?
Select a season and start exploring our charming 2026 bucket list.
Spring invites the season’s first sails across the Chesapeake Bay, with tulips and cherry blossoms framing historic streets. Local Favorites include Annapolis Film Festival, St. Patrick's Day Parade, Annapolis Spring Boat Shows, and May Day.
Summer is for sun-lovers, watch sailboats drift lazily from dock to dock, while streets hum with festival energy, live music, and outdoor dining. Local Favorites include Let's Go! Music Festival, Annapolis Crab Feast, Paint Annapolis Plein Air Festival, and Maryland Renaissance Festival.
Fall is the perfect time to visit for festivals, vibrant foliage, giant pumpkins, and breezy waterfront strolls. Local Favorites include Annapolis Songwriters Festival, USNA Football, Annapolis Baygrass Festival, Kunta Kinte Heritage Festival, Maryland Seafood Festival, Great Annapolis Pumpkins, and Annapolis Boat Shows.
Winter brings a quiet charm, with twinkling lights, cozy cafés, and serene harbor views accompanied by Holiday markets and plenty of festive cheer. Local Favorites include Grand Illumination, Annapolis Chocolate Binge Festival, Annapolis Gingerbread Houses, Midnight Madness, and Annapolis Holiday Market.
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In December 1649, the first European settlers supplanted the Susquehannocks and formed a new settlement north of the Severn River. They named it Providence. Now, almost 375 years later, Anne Arundel County encompasses 376,000 acres and sits...
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Anne Arundel County is a hidden gem that offers a delightful mix of history, nature, and recreational activities & attractions. Luckily, we have compiled a list of the top 15 places to visit in Anne Arundel County to inspire your next...
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