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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
  • Our hotel comes with a pool
  • Three Star Beach hotel
  • Fish & seafood is acceptable
  • Wonderful massage
From$130
Very Good 4.0 /5Latest Reviews CallBookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Includes a swimming pool
  • Four star Beach hotel
Holiday Inn Express in Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678 ~9.63 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
  • Mid-scale hotel
Springhill Suites 75 Sherry Lane, Prince Frederick, MD 20678 ~9.80 miles south of Chesapeake Beach
  • Pool in hotel: 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
  • Affordable Suburban property
Harrison's Chesapeake House 21551 Chesapeake House Dr., Tilghman, MD 21671 ~11.08 miles east of Chesapeake Beach
  • Pool details: Memorial Day thru Labor Day outside pool25000 gallons
  • Mid-scale Riverfront hotel
The Inn at Perry Cabin in St. Michael's
+1-866-429-5787
308 Watkins Lane, St. Michael's, MD 21663 ~18.48 miles east of Chesapeake Beach
  • We have a pool
  • Luxurious Five Star Resort hotel
From$150
Very Good 4.5 /5Guest Reviews CallBookMore Details
St. Michaels Inn 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
  • Affordable Resort property
Colony South Hotel & Conference Center in Clinton 7401 Surratts Rd., Clinton, MD 20735 ~19.18 miles west of Chesapeake Beach
  • Our hotel comes with a pool
  • Three Star Suburban property
From$74
Average 3.0 /5Reviews CallBookMore Details
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
  • 3-star Suburban property
Towneplace Suites by Marriott Jba in Clinton 7800 Ferry Ave., Clinton, MD 20735 ~20.29 miles west of Chesapeake Beach
  • Has swimming pool: Heated Indoor Pool and Hot Tub
  • Pool and fitness area were clean as well
  • Midscale Suburban hotel
From$107
Very Good 4.5 /5Read Reviews CallBookMore Details
Courtyard by Marriott Waldorf - Waldorf 3145 Crain Highway, Waldorf, MD 20603 ~20.44 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
  • 3-star Suburban hotel
From$79
Very Good 4.0 /5Review Score CallBookMore Details
Holiday Inn Express Waldorf 11370 Days Court, Waldorf, MD 20603 ~20.68 miles west of Chesapeake Beach
  • Includes a pool: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 11:00 pm.
  • Pool should be renewed
  • Two-star Suburban hotel
From$69
Very Good 4.0 /5Reviews CallBookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.93 miles north of Chesapeake Beach
  • Pool details: 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
  • Affordable Suburban hotel
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 property
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Hampton Inn & Suites Annapolis - Annapolis 124 Womack Dr., Annapolis, MD 21401 ~21.09 miles north of Chesapeake Beach
  • Pool available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Three Star Suburban hotel
From$74
Very Good 4.0 /5Reviews CallBookMore Details
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 ~21.24 miles north of Chesapeake Beach
  • Includes a pool: indoor pool. lifeguard on duty. hours vary based upon season
  • Horrible pool
  • Pool should be renewed
  • No outdoor pool
  • Pool did not open
  • Expensive Downtown property
From$115
Very Good 4.0 /5Recent Reviews CallBookMore Details
Best Western Annapolis : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401 ~21.52 miles north of Chesapeake Beach
  • Has swimming pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • 3 star Suburban hotel
From$69
Average 3.5 /5Reviews CallBookMore Details
Hilton Garden Inn Waldorf Maryland 10385 O'donnell Place, Waldorf, MD 20603 ~21.59 miles west of Chesapeake Beach
  • With a pool!
  • 3-star Suburban hotel
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~21.79 miles north of Chesapeake Beach
  • Pool details: Heated indoor pool; glass doors open all around in summer to make it an outdoor area. Sun deck area. Also large whirlpool tht seats 6. Hours vary.
  • 4 star Suburban hotel
From$100
Average 3.5 /5Reviews CallBookMore Details
Country Inn & Suites in Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~21.85 miles north of Chesapeake Beach
  • Pool in hotel
  • My kids loved the pool
  • Mid-scale Suburban hotel
Hilton Garden Inn Solomons - 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
  • Midscale Riverfront hotel
From$94
Very Good 4.5 /5Reviews CallBookMore Details
Hotel Largo Fedex Field - Largo 9421 Largo Dr. West, Largo, MD 20774 ~22.59 miles northwest of Chesapeake Beach
  • Pool in hotel: Indoor 12Ft long pool; M-F 5pm-9pm; Sat-Sun 11pm-9pm.
  • Midscale Suburban property
From$69
Average 3.5 /5Reviews CallBookMore Details
Hampton Suites Camp Springs in Camp Springs 5000 Mercedes Blvd., Camp Springs, MD 20746 ~22.85 miles west of Chesapeake Beach
  • Pool details: Indoor up to 5ft
  • Mid-scale Highway property
From$109
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express Washington DC East Andrews : 5001 Mercedes Blvd. 5001 Mercedes Blvd., Camp Springs, MD 20746 ~22.89 miles west of Chesapeake Beach
  • Pool in hotel: Jr. Olympic Sized Outdoor Pool
  • Three Star Suburban property
Holiday Inn Solomons Hotel & Conference Center 155 Holiday Dr., Solomns, MD 20688 ~23.31 miles south of Chesapeake Beach
  • Pool details: Jr. Olympic sized outdoor Poolopen Memorial Day weekend-Labor Day weekend
  • Fantastic pool
  • Pool is good
  • Great pool
  • Large pool
  • Big pool
  • 3 star Rural hotel
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