Find Annapolis Hotels with Swimming Pool

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Hotels with Swimming Pools in Annapolis

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Madison Inn Lodge: Offers continental, a seasonal outdoor pool and free self parking. Shepherd Mountain Inn: Offers 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 Taum Sauk Mountain State Park and Mark Twain National Forest showcase the area’s natural beauty. Discover sights such as Walnut Hollow Lake, K Bridge Recreation Area 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.