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Chesapeake Beach Hotels with Outdoor or Indoor Pools

Chesapeake Beach Resort & Spa - Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732
  • Includes a pool
  • 3-star Beach property
  • Great view
  • Tasty breakfast
From$130
Very Good 4.0 /5Reviews CallBookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Our hotel comes with a pool
  • High end Beach hotel
Holiday Inn Express - Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678 ~9.63 miles south of Chesapeake Beach
  • Pool available: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Pool should be renewed
  • Horrible pool
  • Pool is small
  • Pool out of order
  • 3-star property
From$71
Average 3.5 /5Reviews CallBookMore Details
Springhill Suites - Prince Frederick 75 Sherry Lane, Prince Frederick, MD 20678 ~9.80 miles south of Chesapeake Beach
  • Includes a pool: This hotel has an indoor pool and hot tub. The pool opens at 6:00 am and closes at 11:00 pm. The pool has stairs with a handrail which begins at the depth of 3 feet and ends at 5 feet. A restroom area and shower are available in the pool area as well.
  • Moderately clean pool area
  • Approx. half of guests thought the pool was clean
  • Midscale Suburban hotel
Harrison's Chesapeake House 21551 Chesapeake House Dr., Tilghman, MD 21671 ~11.08 miles east of Chesapeake Beach
  • Pool available: Memorial Day thru Labor Day outside pool25000 gallons
  • Three Star Riverfront hotel
The Inn at Perry Cabin : 308 Watkins Lane
+1-866-429-5787
308 Watkins Lane, St. Michael's, MD 21663 ~18.48 miles east of Chesapeake Beach
  • Includes a pool
  • Luxurious 5 Star Resort hotel
From$150
Very Good 4.5 /5Guest Reviews CallBookMore Details
St. Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663 ~18.74 miles east of Chesapeake Beach
  • Includes a pool: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • 3-star Resort property
Colony South Hotel & Conference Center 7401 Surratts Rd., Clinton, MD 20735 ~19.18 miles west of Chesapeake Beach
  • Includes a pool
  • 3-star Suburban hotel
Comfort Suites in Waldorf 11765 Business Park Dr., Waldorf, MD 20601 ~19.57 miles west of Chesapeake Beach
  • With a pool!
  • Pool is mediocre
  • Ordinary pool
  • Pool water was very cold
  • Three Star Suburban hotel
Towneplace Suites by Marriott Jba 7800 Ferry Ave., Clinton, MD 20735 ~20.29 miles west of Chesapeake Beach
  • Pool available: Heated Indoor Pool and Hot Tub
  • Pool and fitness area were clean as well
  • 3 star Suburban hotel
From$107
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Courtyard by Marriott Waldorf - Waldorf 3145 Crain Highway, Waldorf, MD 20603 ~20.44 miles west of Chesapeake Beach
  • Pool in hotel: 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
Holiday Inn Express Waldorf 11370 Days Court, Waldorf, MD 20603 ~20.68 miles west of Chesapeake Beach
  • Has swimming pool: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 11:00 pm.
  • Pool should be renewed
  • 2 star Suburban property
From$60
Very Good 4.0 /5Review Score CallBookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.93 miles north of Chesapeake Beach
  • Has swimming pool: 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
  • Mid-scale Suburban property
Hilton Garden Inn Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~21.08 miles north of Chesapeake Beach
  • Pool in hotel: 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 hotel
Hampton Inn & Suites Annapolis in Annapolis 124 Womack Dr., Annapolis, MD 21401 ~21.09 miles north of Chesapeake Beach
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3 star Suburban hotel
Annapolis Courtyard by Marriott in Annapolis 2559 Riva Rd., Annapolis, MD 21401 ~21.19 miles north of Chesapeake Beach
  • Includes a swimming pool
  • 3 star Downtown hotel
From$79
Very Good 4.0 /5Reviews CallBookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~21.24 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 hotel
From$112
Very Good 4.0 /5Guest Reviews CallBookMore Details
Best Western Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~21.52 miles north of Chesapeake Beach
  • Pool details: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Midscale Suburban property
Hilton Garden Inn Waldorf Maryland : 10385 O'donnell Place 10385 O'donnell Place, Waldorf, MD 20603 ~21.59 miles west of Chesapeake Beach
  • Has swimming pool
  • Affordable Suburban hotel
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~21.80 miles north of Chesapeake Beach
  • Has swimming 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
  • Affordable Suburban hotel
Country Inn & Suites - Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~21.85 miles north of Chesapeake Beach
  • Includes a pool
  • My kids loved the pool
  • 3-star Suburban property
From$75
Very Good 4.0 /5Reviews CallBookMore Details
Hilton Garden Inn Solomons 13100 Dowell Rd., Solomons, MD 20629 ~22.45 miles south of Chesapeake Beach
  • Our hotel comes with a pool
  • Pool is mediocre
  • Ordinary pool
  • Indoor pool needs some maintenance
  • Dirty outdoor pool
  • Nice pool
  • 3 star Riverfront hotel
From$99
Very Good 4.5 /5Reviews CallBookMore Details
Hotel Largo Fedex Field : 9421 Largo Dr. West 9421 Largo Dr. West, Largo, MD 20774 ~22.59 miles northwest of Chesapeake Beach
  • Pool available: Indoor 12Ft long pool; M-F 5pm-9pm; Sat-Sun 11pm-9pm.
  • 3-star Suburban hotel
La Quinta Inn & Suites : 55 Hampton Park Blvd. 55 Hampton Park Blvd., Capitol Heights, MD 20743 ~22.73 miles northwest of Chesapeake Beach
  • Pool in hotel: 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., Camp Springs, MD 20746 ~22.85 miles west of Chesapeake Beach
  • Pool available: Indoor up to 5ft
  • 3-star Highway hotel
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
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