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Chesapeake Beach Hotels with Outdoor or Indoor Pools

Chesapeake Beach Resort & Spa : 4165 Mears Ave. 4165 Mears Ave., Chesapeake Beach, MD 20732
  • Has swimming pool
  • Midscale Beach hotel
  • Most guests thought the service was very professional
  • Rooms need regular maintenance
From$130
Very Good 4.0 /5Hotel Reviews CallBookMore Details
The Inn at Herrington Harbour : 7161 Lake Shore Dr. 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Our hotel comes with a pool
  • 4 star Beach property
Holiday Inn Express : 355 Merrimac Court 355 Merrimac Court, Prince Frederick, MD 20678 ~9.65 miles south of Chesapeake Beach
  • Pool in hotel: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Pool should be renewed
  • Horrible pool
  • Pool is small
  • Pool out of order
  • Midscale property
Harrison's Chesapeake House - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~11.10 miles east of Chesapeake Beach
  • Includes a pool: Memorial Day thru Labor Day outside pool25000 gallons
  • Low priced Riverfront hotel
The Inn at Perry Cabin
+1-866-221-8581
308 Watkins Lane, St. Michael's, MD 21663 ~18.50 miles east of Chesapeake Beach
  • Includes a pool
  • Luxurious 5 Star Resort hotel
From$150
Very Good 4.5 /5Review Score CallBookMore Details
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~18.76 miles east of Chesapeake Beach
  • Pool in hotel: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • 3-star Resort hotel
Colony South Hotel & Conference Center - Clinton 7401 Surratts Rd., Clinton, MD 20735 ~19.20 miles west of Chesapeake Beach
  • Has swimming pool
  • 3-star Suburban hotel
Comfort Suites : 11765 Business Park Dr. 11765 Business Park Dr., Waldorf, MD 20601 ~19.60 miles west of Chesapeake Beach
  • Our hotel comes with a pool
  • Pool is mediocre
  • Ordinary pool
  • Pool water was very cold
  • 3-star Suburban property
Towneplace Suites by Marriott Jba : 7800 Ferry Ave. 7800 Ferry Ave., Clinton, MD 20735 ~20.30 miles west of Chesapeake Beach
  • Has swimming pool: Heated Indoor Pool and Hot Tub
  • Pool and fitness area were clean as well
  • Midscale Suburban property
From$109
Very Good 4.0 /5Review Score CallBookMore Details
Courtyard by Marriott Waldorf in Waldorf 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
  • Horrible pool
  • Pool should be renewed
  • Mid-scale Suburban hotel
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Express Waldorf 11370 Days Court, Waldorf, MD 20603 ~20.72 miles west of Chesapeake Beach
  • Pool details: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 11:00 pm.
  • Pool should be renewed
  • Low-priced Suburban hotel
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.96 miles north of Chesapeake Beach
  • Pool available: Indoor Swimming Pool with WhirlpoolWeekdays: 5pm-10pmFridays: 3pm - 10pmWeekends: 10am - 10pmSummer: 10am - 10pm daily
  • Pool is below average
  • Pool should be renewed
  • Pool is small
  • Pool was very chilly
  • Pool water was very cold
  • 3 star Suburban hotel
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~21.11 miles north of Chesapeake Beach
  • Includes a pool: We have an outdoor pool. We open it on Memorial Day and close it on Labor Day.
  • Horrible pool
  • Pool should be renewed
  • No indoor pool
  • Swimming pool was not open
  • No pool
  • 3-star property
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~21.12 miles north of Chesapeake Beach
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3 star Suburban hotel
From$76
Very Good 4.0 /5Read Reviews CallBookMore Details
Annapolis Courtyard by Marriott in Annapolis 2559 Riva Rd., Annapolis, MD 21401 ~21.22 miles north of Chesapeake Beach
  • Our hotel comes with a pool
  • 3-star Downtown hotel
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 ~21.27 miles north of Chesapeake Beach
  • Pool details: indoor pool. lifeguard on duty. hours vary based upon season
  • Horrible pool
  • Pool should be renewed
  • No outdoor pool
  • Pool did not open
  • 4-star Downtown property
From$112
Very Good 4.0 /5Recent Reviews CallBookMore Details
Best Western Annapolis in Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~21.45 miles north of Chesapeake Beach
  • Includes a pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Three Star Suburban hotel
From$69
Average 3.5 /5Reviews CallBookMore Details
Hilton Garden Inn Waldorf Maryland - Waldorf 10385 O'donnell Place, Waldorf, MD 20603 ~21.63 miles west of Chesapeake Beach
  • We have a pool ready for use
  • Affordable Suburban hotel
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Crowne Plaza : 173 Jennifer Rd. 173 Jennifer Rd., Annapolis, MD 21401 ~21.83 miles north of Chesapeake Beach
  • Includes a pool: Heated indoor pool; glass doors open all around in summer to make it an outdoor area. Sun deck area. Also large whirlpool tht seats 10. Hours vary based on MD laws that require a lifeguard on duty. Higher demand dates have longer hours.
  • Moderately clean pool area
  • About half of guests thought the pool was clean
  • Midscale Suburban property
Country Inn & Suites 2600 Housley Rd., Annapolis, MD 21401 ~21.88 miles north of Chesapeake Beach
  • Has swimming pool
  • My kids loved the pool
  • Three Star Suburban property
Hilton Garden Inn Solomons 13100 Dowell Rd., Solomons, MD 20629 ~22.49 miles south of Chesapeake Beach
  • We have a pool
  • Pool is mediocre
  • Ordinary pool
  • Indoor pool needs some maintenance
  • Dirty outdoor pool
  • Nice pool
  • Three Star Riverfront hotel
From$103
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Hotel Largo Fedex Field 9421 Largo Dr. West, Largo, MD 20774 ~22.60 miles northwest of Chesapeake Beach
  • Has swimming pool: Indoor 12Ft long pool; M-F 5pm-9pm; Sat-Sun 11pm-9pm.
  • Three Star Suburban hotel
La Quinta Inn & Suites in Capitol Heights 55 Hampton Park Blvd., Capitol Heights, MD 20743 ~22.74 miles northwest of Chesapeake Beach
  • Has swimming pool: Outdoor
  • Horrible pool
  • Pool should be renewed
  • No inside pool
  • No swimming pool
  • Dirty pool area
  • 2 star Suburban hotel
Hampton Suites Camp Springs : 5000 Mercedes Blvd. 5000 Mercedes Blvd., Camp Springs, MD 20746 ~22.86 miles west of Chesapeake Beach
  • Pool available: Indoor up to 5ft
  • Three Star Highway property
From$109
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Express Washington DC East Andrews - Camp Springs 5001 Mercedes Blvd., Camp Springs, MD 20746 ~22.91 miles west of Chesapeake Beach
  • Pool details: Jr. Olympic Sized Outdoor Pool
  • Three Star Suburban property
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
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