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Hotels with Swimming Pools in Annapolis

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Check availability on Annapolis Hotels with Swimming Pools

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Annapolis hotels with a pool

An outdoor pool area with lounge chairs and an umbrella.
A two-story building with a green roof and a large circular sign that reads "Port David Restaurant".
A hotel room with a television, a desk, a chair, a dresser, a radiator, and a bathroom visible through an open door.
A hotel room with two beds, a desk, a chair, a TV, and a lamp.

1. Fort Davidson Hotel

Fort Davidson Hotel
Ironton
  • Dive into scenic pool days at Fort Davidson hotel with plush loungers for ultimate relaxation.
S$175
includes taxes & fees
22 Oct - 23 Oct
Fort Davidson Hotel
A rectangular pool with a metal ladder, surrounded by a white fence. There are two blue umbrellas and a table with chairs.
A motel with a covered entrance, a flag, and a phone number.
A spacious kitchen with a dining area, featuring a ceiling fan, a TV mounted on the wall, and a large rug in the center.
A hotel room with two beds, a desk, a chair, a TV, and a bathroom.

2. Madison Inn Lodge

Madison Inn Lodge
Fredericktown
  • A seasonal outdoor pool awaits at this tranquil Madison escape with terrace views.
S$124
includes taxes & fees
16 Oct - 17 Oct
Madison Inn Lodge
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Choose what matters most at hotels with a pool in Annapolis

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Annapolis Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Madison Inn Lodge: Features continental, a seasonal outdoor pool and free self parking. Shepherd Mountain Inn: 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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