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Chesapeake Beach Hotels with Outdoor or Indoor Pools

The Inn at Herrington Harbour +1-800-230-4134 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Has swimming pool
  • 4-star Beach property
From$165
Holiday Inn Express in Prince Frederick +1-800-997-5148 355 Merrimac Court, Prince Frederick, MD 20678 ~9.65 miles south of Chesapeake Beach
  • Includes a pool: Indoor Pool Holds 10,000 gallons Hours are 5am to 9pm
  • Affordable hotel
From$70
Very Good 4.0 /5 Guest Reviews
The Inn at Perry Cabin +1-888-205-8144 308 Watkins Lane, St. Michael's, MD 21663 ~18.50 miles east of Chesapeake Beach
  • Has a pool!
  • 4-star Resort property
From$245
Very Good 4.5 /5 Guest Reviews
St. Michaels Inn : 1228 South Talbot St. +1-800-997-5149 1228 South Talbot St., St. Michaels, MD 21663 ~18.76 miles east of Chesapeake Beach
  • With a pool!
  • 3-star Resort property
From$76
Average 3.0 /5 Latest Reviews
Colony South Hotel & Conference Center +1-800-230-4134 7401 Surratts Rd., Clinton, MD 20735 ~19.20 miles west of Chesapeake Beach
  • Includes a swimming pool
  • Affordable Suburban property
From$71
Average 3.0 /5 Latest Reviews
Harbourtowne Golf Resort +1-800-997-5148 9784 Martingham Dr., Saint Michaels, MD 21663 ~19.37 miles northeast of Chesapeake Beach
  • Pool available: Memorial day to Labor day. Outdoor
  • Midscale Riverfront property
From$119
Average 3.5 /5 Recent Reviews
Comfort Suites - Waldorf +1-888-205-8144 11765 Business Park Dr., Waldorf, MD 20601 ~19.60 miles west of Chesapeake Beach
  • Includes a swimming pool
  • Midscale Suburban property
From$75
Average 3.5 /5 Latest Reviews
Country Inn & Suites in Waldorf +1-800-997-5149 2555 Business Park Dr., Waldorf, MD 20601 ~19.63 miles west of Chesapeake Beach
  • We have a pool
  • Mid-scale Suburban property
From$63
Average 3.5 /5 Read Reviews
Courtyard by Marriott Waldorf : 3145 Crain Highway +1-800-230-4134 3145 Crain Highway, Waldorf, MD 20603 ~20.48 miles west of Chesapeake Beach
  • Includes a pool: Indoor Swimming Pool and Whirlpool. Hours of operation are 6:00 am to 10:00 pm
  • Mid-scale Suburban property
From$69
Very Good 4.0 /5 Latest Reviews
Holiday Inn Express Waldorf +1-800-997-5148 11370 Days Court, Waldorf, MD 20603 ~20.72 miles west of Chesapeake Beach
  • Pool available: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 11:00 pm.
  • Two-star Suburban property
From$75
Very Good 4.0 /5 Hotel Reviews
Springhill Suites by Marriott Annapolis - Annapolis +1-888-205-8144 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.96 miles north of Chesapeake Beach
  • Includes a pool: Indoor Swimming Pool with Whirlpool Weekdays: 5pm-10pm Fridays: 3pm - 10pm Weekends: 10am - 10pm
  • Midscale Suburban property
From$79
Very Good 4.5 /5 Reviews
Hilton Garden Inn Annapolis in Annapolis +1-800-997-5149 305 Harry South Truman, Annapolis, MD 21401 ~21.11 miles north of Chesapeake Beach
  • Has swimming pool: We have an outdoor pool. We open it on Memorial Day and close it on Labor Day.
  • 3 star property
From$89
Very Good 4.0 /5 Guest Reviews
Hampton Inn & Suites Annapolis in Annapolis +1-800-230-4134 124 Womack Dr., Annapolis, MD 21401 ~21.12 miles north of Chesapeake Beach
  • Has swimming pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Three Star Suburban hotel
From$88
Very Good 4.0 /5 Review Score
The Westin Annapolis +1-800-997-5148 100 Westgate Cir, Annapolis, MD 21401 ~21.27 miles north of Chesapeake Beach
  • Has swimming pool: indoor pool. lifeguard on duty. hours vary based upon season
  • High-end Downtown hotel
From$109
Very Good 4.0 /5 Latest Reviews
Best Western Annapolis +1-888-205-8144 2520 Riva Rd., Annapolis, MD 21401 ~21.46 miles north of Chesapeake Beach
  • With a pool!
  • Cheap Suburban property
From$55
Average 3.5 /5 Read Reviews
Hampton Inn in Waldorf +1-800-997-5149 3750 Crain Highway, Waldorf, MD 20603 ~21.53 miles west of Chesapeake Beach
  • Has a pool!
  • 3 star Suburban hotel
From$58
Very Good 4.0 /5 Reviews
Doubletree Hotel Annapolis : 210 Holiday Court +1-800-230-4134 210 Holiday Court, Annapolis, MD 21401 ~21.57 miles north of Chesapeake Beach
  • Has swimming pool: Olympic Size Seasonal Outdoor Pool (open from Memorial Day until Labor Day). Lifeguard on duty.
  • Mid-scale Suburban hotel
From$109
Very Good 4.0 /5 Hotel Reviews
Hilton Garden Inn Waldorf : 10385 O'donnell Place +1-800-997-5148 10385 O'donnell Place, Waldorf Md, MD 20603 ~21.64 miles west of Chesapeake Beach
  • We have a pool
  • Midscale Suburban hotel
From$69
Very Good 4.5 /5 Latest Reviews
Country Inn & Suites : 2600 Housley Rd. +1-888-205-8144 2600 Housley Rd., Annapolis, MD 21401 ~21.88 miles north of Chesapeake Beach
  • Has a pool!
  • Mid-scale Suburban property
From$70
Very Good 4.0 /5 Guest Reviews
Hilton Garden Inn Solomons in Dowell +1-800-997-5149 13100 Dowell Rd., Dowell, MD 20688 ~22.56 miles south of Chesapeake Beach
  • Pool in hotel
  • 3 star Riverfront property
From$94
Very Good 4.5 /5 Hotel Reviews
Avi Hotel Largo +1-800-230-4134 9421 Largo Dr. West, Largo, MD 20774 ~22.57 miles northwest of Chesapeake Beach
  • Has swimming pool: Indoor 12Ft long pool; M-F 5pm-9pm; Sat-Sun 11pm-9pm.
  • 3-star Suburban property
From$79
Average 3.5 /5 Latest Reviews
Fairbridge Inn & Suites : 8850 Hampton Mall Dr. North +1-800-997-5148 8850 Hampton Mall Dr. North, Capital Heights, MD 20743 ~22.73 miles northwest of Chesapeake Beach
  • Includes a swimming pool
  • Cheap Suburban property
From$65
Average 3.5 /5 Recent Reviews
The Capitol Inn at Fed Ex Field in Capitol Heights +1-888-205-8144 55 Hampton Park Blvd., Capitol Heights, MD 20743 ~22.74 miles northwest of Chesapeake Beach
  • Includes a pool: Outdoor (closed during renovation - Summer 2015)
  • Cheap Suburban property
From$58
Average 3.0 /5 Hotel Reviews
Hampton Suites Camp Springs in Camp Springs +1-800-997-5149 5000 Mercedes Blvd., Camp Springs, MD 20746 ~22.86 miles west of Chesapeake Beach
  • Pool available: Indoor up to 5ft
  • 3-star Highway hotel
From$89
Very Good 4.0 /5 Latest Reviews
Holiday Inn Express Washington DC East Andrews in Camp Springs +1-800-230-4134 5001 Mercedes Blvd., Camp Springs, MD 20746 ~22.91 miles west of Chesapeake Beach
  • Has a pool!
  • 3 star Suburban hotel
From$95
Average 3.5 /5 Review Score
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