Annapolis Hotels from S$111
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Our top choices for Annapolis hotels
Kent Island Resort
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
86 State Circle - Luxury Boutique Hotel
86 State Circle - Luxury Boutique Hotel
Laurel Grove Inn on the South
Laurel Grove Inn on the South
St Michaels Inn
St Michaels Inn
Flag House Inn
Flag House Inn
Where to stay in Annapolis
Historic District
Step back in time as you wander through Annapolis's Historic District. Cobblestone streets wind past America's oldest working state capitol and brick townhouses dating to the 1700s. The majestic US Naval Academy grounds offer a glimpse into military tradition. City Dock buzzes with maritime activity where tall ships dock against a colonial backdrop. Explore waterfront restaurants serving fresh Chesapeake seafood and boutique shops housed in centuries-old buildings. History buffs will appreciate the William Paca House and Thurgood Marshall Memorial.
Eastport
Across the bridge from city centre Annapolis lies maritime Eastport, a charming peninsula defined by its waterfront character. Historic homes and converted maritime buildings line quiet streets that lead to scenic walks along the Severn River and Back Creek. The Annapolis Maritime Museum showcases the area's nautical heritage and working waterfront past. "Restaurant Row" on Severn Avenue buzzes with waterfront dining where fresh Chesapeake Bay seafood takes centre stage. Local marinas display classic workboats alongside modern yachts. The neighborhood's walkable streets and waterfront promenades offer peaceful spaces to enjoy salt air and harbour views.
West Annapolis
West Annapolis offers a peaceful slice of Maryland living with tree-lined streets and well-maintained homes. This charming residential area sits near the Severn River and College Creek, providing scenic water views. Visitors can enjoy uncrowded pavements perfect for contemplative morning strolls among mature trees. The area serves as a quiet gateway to nearby attractions. Navy-Marine Corps Memorial Stadium and Thurgood Marshall Memorial are just outside its boundaries. City centre Annapolis with its historic sites is a short drive away. Morning bird songs and fresh Chesapeake Bay breezes create a refreshing retreat from busier tourist areas.
Murray Hill
Murray Hill offers a charming retreat just steps from Annapolis's historic centre. Colonial-era homes line quiet streets where mature oaks create peaceful canopies. The area balances residential calm with easy access to maritime attractions along the Chesapeake Bay. Visitors can stroll to city centre shops and restaurants in minutes. Ballet Theatre of Maryland and Spa Creek provide cultural and natural highlights. History lovers will appreciate the authentic architecture while enjoying a genuine local experience away from tourist crowds.
Hillsmere
Hillsmere offers a peaceful retreat on Annapolis's outskirts where tree-lined streets lead to community waterfront access. This family-friendly area balances suburban comfort with natural beauty along the South River and Chesapeake Bay. Maryland Quiet Waters Park provides scenic trails for outdoor enthusiasts. Visitors can explore the local Great Frogs Winery or take a quick 15-minute drive to city centre Annapolis attractions. The neighborhood's small marina welcomes kayakers and boaters seeking authentic waterfront living without tourist crowds.
Hotels near Annapolis Attractions
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
Annapolis Maritime Museum
You can study the exhibits at Annapolis Maritime Museum, a museum with a storied past, during your travels to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.
Annapolis and related destinations
Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.
More cheap stays in Annapolis
More cheap stays in Annapolis
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Hotels in Annapolis with star rating
Hotels in Annapolis with star rating
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