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Chesapeake Beach Hotels with Outdoor or Indoor Pools

Chesapeake Beach Resort & Spa 4165 Mears Ave., Chesapeake Beach, MD 20732
  • With a pool!
  • 3-star Beach hotel
  • Excellent wellness & sports facilities
  • Close to the beach
From$130
Very Good 4.0 /5Review Score Call
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Includes a swimming pool
  • Expensive Beach hotel
Holiday Inn Express
+1-800-997-5148
355 Merrimac Court, Prince Frederick, MD 20678 ~9.65 miles south of Chesapeake Beach
  • Includes a pool: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Pool should be renewed
  • Horrible pool
  • Pool is small
  • Pool out of order
  • 3 star hotel
Harrison's Chesapeake House 21551 Chesapeake House Dr., Tilghman, MD 21671 ~11.10 miles east of Chesapeake Beach
  • Our hotel comes with a pool
  • Low-priced Riverfront hotel
Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~11.56 miles east of Chesapeake Beach
  • With a pool!
  • Luxury 5-star Oceanfront hotel
The Inn at Perry Cabin
+1-800-881-1523
308 Watkins Lane, St. Michael's, MD 21663 ~18.50 miles east of Chesapeake Beach
  • We have a pool
  • 4-star Resort hotel
From$245
Very Good 4.5 /5Guest Reviews Call
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~18.76 miles east of Chesapeake Beach
  • Has swimming pool: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Mid-scale Resort property
Colony South Hotel & Conference Center in Clinton 7401 Surratts Rd., Clinton, MD 20735 ~19.20 miles west of Chesapeake Beach
  • Has a pool!
  • Midscale Suburban hotel
Harbourtowne Golf Resort & Conference Center - Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663 ~19.37 miles northeast of Chesapeake Beach
  • Pool in hotel: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • 3-star Riverfront property
Comfort Suites : 11765 Business Park Dr. 11765 Business Park Dr., Waldorf, MD 20601 ~19.60 miles west of Chesapeake Beach
  • Pool in hotel
  • Pool is mediocre
  • Ordinary pool
  • Pool water was very cold
  • Affordable Suburban hotel
Towneplace Suites by Marriott Jba 7800 Ferry Ave., Clinton, MD 20735 ~20.30 miles west of Chesapeake Beach
  • Pool available: Heated Indoor Pool and Hot Tub
  • Pool and fitness area were clean as well
  • Affordable Suburban property
Courtyard by Marriott Waldorf in Waldorf 3145 Crain Highway, Waldorf, MD 20603 ~20.48 miles west of Chesapeake Beach
  • Pool details: Indoor Swimming Pool and Whirlpool. Hours of operation are 6:00 am to 10:00 pm
  • Horrible pool
  • Pool should be renewed
  • Three Star Suburban property
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.96 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
  • 3 star Suburban hotel
Annapolis Residence Inn by Marriott - Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.99 miles north of Chesapeake Beach
  • With a pool!
  • 3 star Suburban hotel
From$99
Very Good 4.0 /5Reviews Call
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~21.11 miles north of Chesapeake Beach
  • Pool details: 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
  • Affordable property
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401 ~21.12 miles north of Chesapeake Beach
  • Pool details: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Three Star Suburban property
Annapolis Courtyard by Marriott 2559 Riva Rd., Annapolis, MD 21401 ~21.22 miles north of Chesapeake Beach
  • We have a pool
  • 3-star Downtown hotel
From$79
Very Good 4.0 /5Read Reviews Call
The Westin Annapolis 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
  • High end Downtown property
From$130
Very Good 4.0 /5Guest Reviews Call
Best Western - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~21.52 miles north of Chesapeake Beach
  • Pool available: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • 3-star Suburban property
Hilton Garden Inn Waldorf Maryland 10385 O'donnell Place, Waldorf, MD 20603 ~21.63 miles west of Chesapeake Beach
  • We have a pool
  • Three Star Suburban property
From$99
Very Good 4.0 /5Review Score Call
Crowne Plaza - Annapolis 173 Jennifer Rd., Annapolis, MD 21401 ~21.83 miles north of Chesapeake Beach
  • Pool available: 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
  • High-end Suburban hotel
Country Inn & Suites in Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~21.88 miles north of Chesapeake Beach
  • We have a pool ready for use
  • My kids loved the pool
  • Mid-scale Suburban hotel
From$75
Very Good 4.0 /5Review Score Call
Hampton Inn Bowie 15202 Major Lansdale Blvd., Bowie, MD 20716 ~22.18 miles northwest of Chesapeake Beach
  • Has a pool!
  • Mid-scale Downtown property
From$124
Very Good 4.0 /5Latest Reviews Call
Hilton Garden Inn Solomons in Dowell 13100 Dowell Rd., Dowell, MD 20688 ~22.56 miles south of Chesapeake Beach
  • Has swimming pool
  • Pool is mediocre
  • Ordinary pool
  • Indoor pool needs some maintenance
  • Dirty outdoor pool
  • Nice pool
  • Three Star Riverfront property
From$103
Very Good 4.5 /5Review Score Call
Best Western Plus DC Hotel Largo Fedex Field : 9421 Largo Dr. West 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
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