Hotels with Swimming Pool in Highland Beach, Annapolis

  • 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

Check availability on Highland Beach Hotels with Swimming Pool

Top Highland Beach Hotels with Swimming Pool

Frequently asked questions

What are some hotels with pools in Highland Beach?
Graduate by Hilton Annapolis: Features a snack bar/deli, an indoor pool, and daily. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli. DoubleTree by Hilton Hotel Annapolis: Features a snack bar/deli, an indoor pool, and free self parking. Hilton Garden Inn Annapolis Downtown: Features buffet, a seasonal outdoor pool, and free self parking. Crowne Plaza Annapolis by IHG: Offers daily, a seasonal outdoor pool, and complimentary wired internet access.
What is there to see and do in Highland Beach?
Make a point to visit attractions like Bay Ridge Beach and Annapolis Maritime Museum. Discover sights such as Maryland Quiet Waters Park, Ego Alley, and Annapolis City Dock during your stay.
When is the best time to book a hotel with a pool in Highland Beach?
You may want to consider a place to stay that offers an outdoor pool if you’re planning to visit Highland Beach in the warmest months of July, August, or June when the average temp is 75°F. Lodging 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 temp is 40°F.