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Search Hotels with Swimming Pool in Annapolis

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Check availability on Annapolis Hotels with Swimming Pool

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

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, (185 reviews)
  • cleanliness
    Dive into scenic pool days at Fort Davidson hotel with plush loungers for ultimate relaxation.
The price is ₹11,588
₹12,657 total
includes taxes & fees
16 Aug - 17 Aug
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 ₹8,391
₹9,166 total
includes taxes & fees
21 Aug - 22 Aug
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
"I loved my stay here, except for the bed, which was hard as a titanium hitchball on the back end of an Alaskan snowmobile. I Thought about sleeping on the floor but it looked too soft to get comfortable. It was like sleeping on a pool table that lost its felt. All joking aside, I would stay at this wonderful place again on a heartbeat, but I’m asking for a soft bed. Loved the experience."
Tim 3-night trip
Posted 6 days ago
Fort Davidson Hotel
Madison Inn Lodge

Madison Inn Lodge

8/10 Good
"Comfy beds. Good air conditioning."
Dotty 2-night trip
Posted 1 month ago
Madison Inn Lodge

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Shepherd Mountain Inn: Features continental, a seasonal outdoor pool and free self parking. Madison Inn Lodge: Offers a private beach, a seasonal outdoor pool and full. Johnson's Shut-ins State Park: Features 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.