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Hotels with Swimming Pools in Annapolis

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Check availability on Annapolis Hotels with Swimming Pools

Our top choices for Annapolis hotels with a pool

Outdoor pool, pool loungers

Fort Davidson Hotel

Fort Davidson Hotel
2.5 star property
Ironton
9.2 out of 10, Wonderful, (183 reviews)
  • cleanliness
    Dive into scenic pool days at Fort Davidson hotel with plush loungers for ultimate relaxation.
The price is S$176
includes taxes & fees
19 Jul - 20 Jul
Fort Davidson Hotel
Seasonal outdoor pool

Madison Inn Lodge

Madison Inn Lodge
2.5 star property
Fredericktown
7.6 out of 10, Good, (305 reviews)
  • cleanliness
    A seasonal outdoor pool awaits at this tranquil Madison escape with terrace views.
The price is S$123
includes taxes & fees
17 Jul - 18 Jul
Madison Inn Lodge
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.
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Choose what matters most at hotels with a pool in Annapolis

Breakfast included
4 stars

Top Annapolis Hotel Reviews

Fort Davidson Hotel

Fort Davidson Hotel

8/10 Good
"We really enjoyed our stay. It was located near everything we wanted to do in that area. It is not a new location, but it was a good value. We would stay there again."
John 2-night trip
Posted 2 days ago
Fort Davidson Hotel
Madison Inn Lodge

Madison Inn Lodge

8/10 Good
"Comfy beds. Good air conditioning."
Dotty 2-night trip
Posted 3 weeks ago
Madison Inn Lodge

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Shepherd Mountain Inn: Provides continental, a seasonal outdoor pool and free self parking. Madison Inn Lodge: Features a private beach, a seasonal outdoor pool and full. Black River Motel and Restaurant: Provides complimentary high-speed (wired) Internet access, an outdoor pool and free self parking.
What is there to see and do in Annapolis?
The picturesque setting of K Bridge Recreation Area and Mark Twain National Forest showcase the area's natural beauty. Discover sights such as Taum Sauk Mountain State Park, Walnut Hollow Lake and Ketcherside Mountain Conservation Area during your stay.
When is the best time to book a hotel with a pool in Annapolis?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Annapolis in the warmest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 4°C.

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