Chesapeake Beach MD Hotels with Swimming Pools Maryland
Hotels with Pool

Chesapeake Beach Hotels with Pools - Outdoor/Indoor Pools in Chesapeake Beach MD

Chesapeake Beach hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Chesapeake Beach, MD for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Chesapeake Beach Maryland hotel and motel rooms for children. Review the list of Chesapeake Beach hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Chesapeake Beach MD Group Hotel Rates

Find my perfect hotel Rooms Check-In Check-Out  
Click to see Calendar Click to see Calendar Start My Search >
(select the discounts you qualify for)
Star Rating




Hotel Name

Price Range (USD)
to
Amenities







Set My Filter

Chesapeake Beach Hotels with Outdoor or Indoor Pools

Image of The Inn at Herrington HarbourThe Inn at Herrington Harbour
+1-800-230-4134Check Rates
7161 Lake Shore Dr., Rose Haven, MD 20714
  • Has swimming pool
  • High-end Beach property
~3.89 Miles from Chesapeake Beach
Exterior of Holiday Inn ExpressHoliday Inn Express in Prince Frederick
+1-800-997-5148Check Rates
355 Merrimac Court, Prince Frederick, MD 20678
  • Has swimming pool: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Midscale hotel
~9.65 Miles from Chesapeake Beach
Exterior of The Inn at Perry CabinThe Inn at Perry Cabin : 308 Watkins Lane
+1-800-997-5149Check Rates
308 Watkins Lane, St. Michael's, MD 21663
  • We have a pool
  • 4-star Resort property
~18.50 Miles from Chesapeake Beach
Exterior of Best Western St. Michaels Motor InnBest Western St. Michaels Motor Inn
+1-800-230-4134Check Rates
1228 South Talbot St., St. Michaels, MD 21663
  • We have a pool
  • Mid-scale Resort property
~18.76 Miles from Chesapeake Beach
Exterior of Colony South Hotel & Conference CenterColony South Hotel & Conference Center
+1-800-997-5148Check Rates
7401 Surratts Rd., Clinton, MD 20735
  • With a pool!
  • 3-star Suburban property
~19.20 Miles from Chesapeake Beach
Exterior of Comfort SuitesComfort Suites
+1-800-997-5149Check Rates
11765 Business Park Dr., Waldorf, MD 20601
  • Has swimming pool
  • Affordable Suburban hotel
~19.60 Miles from Chesapeake Beach
Image of Country Inn & SuitesCountry Inn & Suites in Waldorf
+1-800-230-4134Check Rates
2555 Business Park Dr., Waldorf, MD 20601
  • We have a pool ready for use
  • Midscale Suburban property
~19.63 Miles from Chesapeake Beach
Image of Courtyard by Marriott WaldorfCourtyard by Marriott Waldorf - Waldorf
+1-800-997-5148Check Rates
3145 Crain Highway, Waldorf, MD 20603
  • Pool available: Indoor Swimming Pool and Whirlpool. Hours of operation are 6:00am to 10:00pm
  • Mid-scale Suburban hotel
~20.48 Miles from Chesapeake Beach
Holiday Inn Express Waldorf : 11370 Days Court
+1-800-997-5149Check Rates
11370 Days Court, Waldorf, MD 20603
  • Has swimming pool: Refreshing Salt Water Indoor Pool. Operation hours dail are 7:00am to 11:00pm.
  • 2-star Suburban hotel
~20.72 Miles from Chesapeake Beach
Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr.
+1-800-230-4134Check Rates
189 Admiral Cochrane Dr., Annapolis, MD 21401
  • Pool in hotel
  • Three Star Suburban hotel
~20.96 Miles from Chesapeake Beach
Hilton Garden Inn Annapolis - Annapolis
+1-800-997-5148Check Rates
305 Harry South Truman, Annapolis, MD 21401
  • Includes a pool: We have an outdoor pool. We open it on Memorial Day and close it on Labor Day.
  • Midscale hotel
~21.11 Miles from Chesapeake Beach
Hampton Inn & Suites Annapolis
+1-800-997-5149Check Rates
124 Womack Dr., Annapolis, MD 21401
  • Pool available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Midscale Suburban hotel
~21.12 Miles from Chesapeake Beach
Annapolis Courtyard by Marriott
+1-800-230-4134Check Rates
2559 Riva Rd., Annapolis, MD 21401
  • With a pool!
  • 3-star Downtown property
~21.22 Miles from Chesapeake Beach
The Westin Annapolis in Annapolis
+1-800-997-5148Check Rates
100 Westgate Cir, Annapolis, MD 21401
  • Our hotel comes with a pool
  • High end Downtown property
~21.27 Miles from Chesapeake Beach
Best Western Annapolis
+1-800-997-5149Check Rates
2520 Riva Rd., Annapolis, MD 21401
  • We have a pool ready for use
  • Two-star Suburban property
~21.46 Miles from Chesapeake Beach
Hampton Inn in Waldorf
+1-800-230-4134Check Rates
3750 Crain Highway, Waldorf, MD 20603
  • Includes a swimming pool
  • 3-star Suburban property
~21.53 Miles from Chesapeake Beach
Doubletree by Hilton Annapolis in Annapolis
+1-800-997-5148Check Rates
210 Holiday Court, Annapolis, MD 21401
  • Has swimming pool: Olympic Size Seasonal Outdoor Pool (open from Memorial Day until Labor Day). Lifeguard on duty.
  • Mid-scale Suburban property
~21.62 Miles from Chesapeake Beach
Hilton Garden Inn Waldorf : 10385 O'donnell Place
+1-800-997-5149Check Rates
10385 O'donnell Place, Waldorf Md, MD 20603
  • We have a pool ready for use
  • 3-star Suburban property
~21.64 Miles from Chesapeake Beach
Country Inn & Suites : 2600 Housley Rd.
+1-800-230-4134Check Rates
2600 Housley Rd., Annapolis, MD 21401
  • Has swimming pool
  • 3-star Suburban property
~21.88 Miles from Chesapeake Beach
Hilton Garden Inn Solomons
+1-800-997-5148Check Rates
13100 Dowell Rd., Dowell, MD 20688
  • With a pool!
  • Midscale Riverfront hotel
~22.56 Miles from Chesapeake Beach
Avi Hotel Largo : 9421 Largo Dr. West
+1-800-997-5149Check Rates
9421 Largo Dr. West, Largo, MD 20774
  • Has swimming pool
  • Three Star Suburban property
~22.57 Miles from Chesapeake Beach
Country Inn & Suites Capitol Heights : 8850 Hampton Mall Dr. North
+1-800-230-4134Check Rates
8850 Hampton Mall Dr. North, Capitol Heights, MD 20743
  • Our hotel comes with a pool
  • Three Star Suburban hotel
~22.69 Miles from Chesapeake Beach
Comfort Inn
+1-800-997-5148Check Rates
55 Hampton Park Blvd., Capitol Heights, MD 20743
  • Includes a pool
  • Cheap Suburban property
~22.74 Miles from Chesapeake Beach
Holiday Inn Express Washington DC East Andrews : 5001 Mercedes Blvd.
+1-800-997-5149Check Rates
5001 Mercedes Blvd., Camp Springs, MD 20746
  • Our hotel comes with a pool
  • 3-star Suburban hotel
~22.91 Miles from Chesapeake Beach
Holiday Inn Solomons Conf. Center & Marina in Solomons
+1-800-230-4134Check Rates
155 Holiday Dr., Solomons, MD 20688
  • Pool in hotel: Jr. Olympic sized outdoor Poolopen Memorial Day weekend-Labor Day weekend
  • 3 star Rural property
~23.37 Miles from Chesapeake Beach



Next: Show All Available Chesapeake Beach Hotels with Pricing >


Back to TOP