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Top Chesapeake Bay Hotels with Pools

Woodlands Hotel & Suites - A Colonial Williamsburg Hotel $109
Woodlands Hotel & Suites - A Colonial Williamsburg Hotel

Woodlands Hotel & Suites - A Colonial Williamsburg Hotel

105 Visitors Center Dr, Williamsburg, VA
     
    4.5
    of 5, from 44 reviews
    3.0 out of 5.0 Stars

    Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.

    Omni Shoreham Hotel $116
    Omni Shoreham Hotel

    Omni Shoreham Hotel

    2500 Calvert St Nw, Washington, DC
       
      4.3
      of 5, from 155 reviews
      4.0 out of 5.0 Stars

      This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a health club on site, and laundry facilities and concierge services are also offered.

      Turtle Cay by Diamond Resorts $79
      Turtle Cay by Diamond Resorts

      Turtle Cay by Diamond Resorts

      600 Atlantic Ave, Virginia Beach, VA
         
        4.2
        of 5, from 25 reviews
        2.5 out of 5.0 Stars

        2 outdoor pools, 2 spa tubs, and a fitness center are all featured at this smoke-free condo. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a lobby fireplace are also on offer.

        The Embassy Row Hotel $83
        The Embassy Row Hotel

        The Embassy Row Hotel

        2015 Massachusetts Ave NW, Washington, DC
           
          4.2
          of 5, from 23 reviews
          4.0 out of 5.0 Stars

          This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.

          Washington Plaza $99
          Washington Plaza

          Washington Plaza

          10 Thomas Circle NW, Washington, DC
             
            4.1
            of 5, from 191 reviews
            4.0 out of 5.0 Stars

            This hotel features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the 10 conference rooms, 24-hour business center, and valet parking. Enjoy the 24-hour fitness center and perks like free WiFi.

            Sheraton Pentagon City Hotel $70
            Sheraton Pentagon City Hotel

            Sheraton Pentagon City Hotel

            900 S Orme St, Arlington, VA
               
              4.0
              of 5, from 127 reviews
              3.5 out of 5.0 Stars

              This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, express check-in, and free airport shuttle. Enjoy the 24-hour fitness center and perks like a free shopping center shuttle.

              The Historic Powhatan Resort by Diamond Resorts $58
              The Historic Powhatan Resort by Diamond Resorts

              The Historic Powhatan Resort by Diamond Resorts

              3601 Ironbound Rd, Williamsburg, VA
                 
                3.8
                of 5, from 105 reviews
                3.5 out of 5.0 Stars

                This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Bring the family and enjoy the free kid's club, mini golf, and playground. Enjoy the indoor pool and perks like free self parking and free WiFi.

                Ocean Beach Club by Diamond Resorts $79
                Ocean Beach Club by Diamond Resorts

                Ocean Beach Club by Diamond Resorts

                3401 Atlantic Ave, Virginia Beach, VA
                   
                  3.8
                  of 5, from 58 reviews
                  3.5 out of 5.0 Stars

                  2 indoor pools, an outdoor pool, and a fitness center are all featured at this smoke-free condo. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at the beach bar and enjoy perks like free WiFi.

                  Park Inn by Radisson Williamsburg Historic $42
                  Park Inn by Radisson Williamsburg Historic

                  Park Inn by Radisson Williamsburg Historic

                  2007 Richmond Rd, Williamsburg, VA
                     
                    3.5
                    of 5, from 89 reviews
                    2.0 out of 5.0 Stars

                    A restaurant and an indoor pool are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A business center, a terrace, and laundry facilities are also on offer.

                    Capitol Skyline $99
                    Capitol Skyline

                    Capitol Skyline

                    10 'I' Street SW, Washington, DC
                       
                      3.5
                      of 5, from 27 reviews
                      3.5 out of 5.0 Stars

                      This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the fitness center and perks like a free area shuttle.

                      Days Inn by Wyndham Williamsburg Historic Area $49
                      Days Inn by Wyndham Williamsburg Historic Area

                      Days Inn by Wyndham Williamsburg Historic Area

                      706 Bypass Road, Williamsburg, VA
                         
                        3.4
                        of 5, from 62 reviews
                        2.5 out of 5.0 Stars

                        This motel features an outdoor pool and an indoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.

                        Days Inn by Wyndham Virginia Beach At The Beach $45
                        Days Inn by Wyndham Virginia Beach At The Beach

                        Days Inn by Wyndham Virginia Beach At The Beach

                        1000 Atlantic Ave, Virginia Beach, VA
                           
                          3.2
                          of 5, from 57 reviews
                          2.0 out of 5.0 Stars

                          This motel features an outdoor pool and a fitness center. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and express check-out are also on offer.

                          Travelers Like You Recently Booked These Chesapeake Bay Hotels

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                          Hotels with a Pool in Chesapeake Bay

                          Whether you’re traveling for vacation or business, nothing says “relaxation” quite like floating on an inflatable raft. For water-lovers like you, finding a hotel with a pool in Chesapeake Bay is a must-do on the itinerary. From cannonballs to gentle wading, Travelocity will help you snag the perfect hotel so you can cool off however you need to.

                          Booking hotels in Chesapeake Bay with a pool doesn’t mean you have to sacrifice your room amenities, either. You’ll still receive the same tender loving care from the friendly staff, fresh towels to dry off with, and tasty room service at your beck and call.

                          Chesapeake Bay hotels with a pool are perfect for everyone from a solo traveler looking to get some exercise first thing in the morning to a big family who needs to keep the kiddos entertained. Many of these accommodations also offer a hot tub, so you can soak away any stress in the warm bubbles.

                          If you’re worried about prices, Travelocity won’t leave your wallet hanging out to dry. Book your hotel with us and rely on the Travelocity Price Guarantee to get the most affordable rates. You’ll soon be splashing around and exploring a new city, all from the home base of an affordable hotel.

                          Recent Chesapeake Bay Hotel Reviews By Fellow Wanderers

                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.