Hotels with a Pool in Annapolis

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Hotels with a Pool in Annapolis

Popular Annapolis hotels with a pool to try out

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top neighborhoods in Annapolis

Historic District

Step into Annapolis's Historic District where 18th-century brick buildings and cobblestone streets whisper stories of America's past. The Maryland State House dome towers above this colonial gem, while the Naval Academy grounds showcase crisp formations of tomorrow's officers. Explore William Paca House or watch boats bob gently at City Dock where maritime heritage comes alive. Waterfront restaurants serve fresh Chesapeake Bay specialties while historic taverns offer cozy spots to unwind after sightseeing. Most attractions are within walking distance despite uneven brick sidewalks. Boutique hotels and charming B&Bs in converted colonial buildings make perfect bases for your historic adventure.

Eastport

Eastport's maritime soul comes alive through its scenic waterfront promenades along the Severn River and Back Creek. The Annapolis Maritime Museum showcases local nautical heritage while the peninsula's "Restaurant Row" buzzes with seafood spots and live music. Explore charming streets lined with historic homes or watch sailboats glide through Annapolis Harbor from public piers. Waterfront dining dominates the food scene with fresh Chesapeake Bay blue crabs and oysters taking center stage. Most visitors stay in boutique inns or bed & breakfasts housed in converted historic buildings. The neighborhood is best explored on foot, with easy access to downtown Annapolis via the Eastport Bridge.

West Annapolis

West Annapolis gives you a front-row seat to authentic Maryland living without the tourist crowds. Tree-lined streets and well-maintained colonial homes create a peaceful retreat just minutes from downtown attractions. Navy-Marine Corps Memorial Stadium sits nearby, while the neighborhood's proximity to the Severn River and College Creek offers scenic waterfront walks for nature lovers. Getting around is best done by car or on foot through this residential haven. While dining options are limited within the neighborhood itself, downtown Annapolis restaurants are just a short drive away. Travelers can find charming bed & breakfasts and vacation rentals that provide a genuine taste of local life.

Murray Hill

Murray Hill offers a peaceful retreat from downtown Annapolis with its tree-lined streets and historic charm. Colonial and Federal-style homes create a living museum of early American architecture just steps from the water. Take a leisurely stroll to nearby Spa Creek or catch a performance at the Ballet Theater of Maryland. Dining requires a quick walk to downtown's seafood spots and Chesapeake Bay specialties. Most visitors stay in charming bed & breakfasts housed in converted colonial homes with period furnishings. The neighborhood's proximity to marinas and waterfront promenades makes it perfect for travelers seeking authentic maritime history without the tourist crowds.

Hillsmere

Hillsmere offers a slice of authentic waterfront living just outside Annapolis's busy core. The community beach and marina invite you to kayak, swim, or just watch the Chesapeake Bay waters lap against the shore. Maryland Quiet Waters Park provides peaceful trails through nature, while the Great Frogs Winery offers tastings with local flavor. Tree-lined streets create a calm retreat from tourist crowds, with comfortable vacation rentals replacing typical hotels. Downtown Annapolis is just a 15-minute drive away, making this neighborhood perfect for travelers who want suburban tranquility with easy access to city attractions.

Top landmarks in Annapolis

Frequently asked questions

What are the best hotels with a pool in Annapolis?
With a terrace, pillow top mattresses and the perfect setting for lounging by the water, The Inn at Chesapeake Bay Beach Club is recommended by travelers. SpringHill Suites by Marriott Annapolis is another popular Annapolis hotel with a pool.
What are the cheapest hotels with a pool in Annapolis?
You'll find some good value hotels in Annapolis with a pool from $87 for your next adventure. Featuring a barbecue grill and pillow top mattresses, Hampton Inn & Suites Annapolis has some of the best prices around. Best Western Annapolis is another option that's easy on your wallet and big on fun.
What is the best time to stay in a hotel with a pool in Annapolis?
If you'd like to visit when it's not as busy, head here in January. You could snag some fantastic deals on Annapolis hotels with a pool around then. The warmest weather is in July, with temperatures ranging from 72ºF (22ºC) to 86ºF (30ºC). It's coolest in January, when averages are between 30ºF (-1ºC) and 39ºF (4ºC).
What hotels with a pool are closest to U.S. Naval Academy?
With an electric car charging station and a garden, The Westin Annapolis is one of the closest hotels with a pool to U.S. Naval Academy. Crowne Plaza Annapolis by IHG is another option just a short drive away. Strike the perfect balance of adventure and leisure when you stay in a hotel in Annapolis with a pool near this attraction.
What hotels with a pool are closest to Baltimore Washington Intl. Thurgood Marshall Airport (BWI)?
Recharge after a long flight with a swim at Aloft BWI Baltimore Washington International Airport. It's around 1 mile northwest of Baltimore Washington Intl. Thurgood Marshall Airport (BWI). You can take advantage of a cafe and designer toiletries here too. Another nearby option is TownePlace Suites by Marriott Baltimore BWI Airport. Book a room at either of these properties, or check out other Annapolis hotels with a pool close to the airport.
Are there any hotels with a pool in Annapolis with parking?
You'll find 580 Annapolis hotels with a pool and parking. Pull up and go for a dip at The Inn at Chesapeake Bay Beach Club. A sauna and a cafe are included in your stay too. Or, head to SpringHill Suites by Marriott Annapolis, where you'll have both parking and a pool at your fingertips.
Are all taxes and fees included in the Annapolis hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.