Hotels with a Pool in Annapolis

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Hotels with a Pool in Annapolis

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.

Discover your perfect hotel with a pool in Annapolis

Hotels with pools and free breakfast in Annapolis

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 neighbourhoods 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 specialities while historic taverns offer cosy spots to unwind after sightseeing. Most attractions are within walking distance despite uneven brick pavements. 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 Harbour from public piers. Waterfront dining dominates the food scene with fresh Chesapeake Bay blue crabs and oysters taking centre stage. Most visitors stay in boutique inns or bed & breakfasts housed in converted historic buildings. The area is best explored on foot, with easy access to city centre 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 city centre 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 area itself, city centre Annapolis restaurants are just a short drive away. Travellers can find charming bed & breakfasts and holiday rentals that provide a genuine taste of local life.

Murray Hill

Murray Hill offers a peaceful retreat from city centre 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 Theatre of Maryland. Dining requires a quick walk to downtown's seafood spots and Chesapeake Bay specialities. 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 travellers 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 flavour. Tree-lined streets create a calm retreat from tourist crowds, with comfortable holiday rentals replacing typical hotels. City centre Annapolis is just a 15-minute drive away, making this area perfect for travellers 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 travellers. 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 £74 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 22ºC to 30ºC. It's coolest in January, when averages are between -1ºC and 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 2 km (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 568 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.

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