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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
  • Pool available: Indoor pool open 10:00 AM - 10:00 PM
  • Mid-scale Beach hotel
  • Ugly beach
  • Food is a bit overpriced
From$79
Very Good 4.0 /5Review Score CallBookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Has swimming pool
  • High end 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
  • Three Star hotel
Harrison's Chesapeake House : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671 ~11.08 miles east of Chesapeake Beach
  • Pool available: Memorial Day thru Labor Day outside pool25000 gallons
  • 3-star Riverfront hotel
Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~11.55 miles east of Chesapeake Beach
  • Includes a swimming pool
  • Luxury 5-star Oceanfront property
The Inn at Perry Cabin
+1-866-429-5787
308 Watkins Lane, St. Michael's, MD 21663 ~18.48 miles east of Chesapeake Beach
  • Has swimming pool
  • Luxury 5-star Resort property
From$150
Very Good 4.5 /5Review Score CallBookMore Details
St. Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663 ~18.74 miles east of Chesapeake Beach
  • Pool details: 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 in Clinton 7401 Surratts Rd., Clinton, MD 20735 ~19.18 miles west of Chesapeake Beach
  • With a pool!
  • Affordable Suburban property
Towneplace Suites by Marriott Jba : 7800 Ferry Ave. 7800 Ferry Ave., Clinton, MD 20735 ~20.29 miles west of Chesapeake Beach
  • Pool details: Heated Indoor Pool and Hot Tub
  • Pool and fitness area were clean as well
  • Three Star Suburban hotel
From$109
Very Good 4.5 /5Recent Reviews CallBookMore Details
Residence Inn by Marriott Waldorf - Waldorf 3020 Technology Pl, Waldorf, MD 20601 ~20.45 miles west of Chesapeake Beach
  • Pool available: Pool is open from 9am -9pm Outside pool
  • Mid-scale Suburban hotel
From$119
Very Good 4.0 /5Latest Reviews CallBookMore Details
Holiday Inn Express Waldorf 11370 Days Court, Waldorf, MD 20603 ~20.68 miles west of Chesapeake Beach
  • Pool in hotel: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 10:00 pm.
  • Pool should be renewed
  • 2 star Suburban property
Springhill Suites by Marriott Annapolis in Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.93 miles north of Chesapeake Beach
  • Has swimming pool: Indoor Swimming Pool with Whirlpool Spa Tub and Outdoor Patio AreaDaily from 10:00am - 10:00pm (No lifeguard on duty)
  • Pool is below average
  • Pool should be renewed
  • Pool is small
  • Pool was very chilly
  • Pool water was very cold
  • 3 star Suburban property
From$82
Very Good 4.5 /5Read Reviews CallBookMore Details
Hilton Garden Inn Annapolis : 305 Harry South Truman 305 Harry South Truman, Annapolis, MD 21401 ~21.08 miles north of Chesapeake Beach
  • Pool available: 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$81
Very Good 4.0 /5Review Score CallBookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401 ~21.09 miles north of Chesapeake Beach
  • Pool details: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3-star Suburban hotel
From$75
Very Good 4.0 /5Read Reviews CallBookMore Details
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 ~21.24 miles north of Chesapeake Beach
  • Pool in hotel: indoor pool. lifeguard on duty. hours vary based upon season
  • Horrible pool
  • Pool should be renewed
  • No outdoor pool
  • Pool did not open
  • Four-star Downtown property
From$139
Very Good 4.0 /5Reviews CallBookMore Details
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.
  • Midscale Suburban property
From$89
Average 3.5 /5Reviews CallBookMore Details
Hilton Garden Inn Waldorf 10385 O'donnell Place, Waldorf, MD 20603 ~21.57 miles west of Chesapeake Beach
  • Pool details: Indoor Pool & Whirlpool
  • 3-star Suburban hotel
From$66
Very Good 4.0 /5Review Score CallBookMore Details
Crowne Plaza - Annapolis 173 Jennifer Rd., Annapolis, MD 21401 ~21.79 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 6. Hours vary.
  • Four-star Suburban property
Country Inn & Suites 2600 Housley Rd., Annapolis, MD 21401 ~21.85 miles north of Chesapeake Beach
  • Pool details: Indoor heated pool open Monday - Friday 5pm - 10pm and Saturday and Sunday 10am - 10pm
  • My kids loved the pool
  • Mid-scale Suburban hotel
From$85
Very Good 4.0 /5Reviews CallBookMore Details
Hampton Inn Bowie 15202 Major Lansdale Blvd., Bowie, MD 20716 ~22.16 miles northwest of Chesapeake Beach
  • Our hotel comes with a pool
  • 3 star Downtown property
From$119
Very Good 4.5 /5Guest Reviews CallBookMore Details
Hilton Garden Inn Solomons 13100 Dowell Rd., Solomons, MD 20629 ~22.45 miles south of Chesapeake Beach
  • Includes a pool: Spa, Indoor and Seasonal Outdoor Pool available
  • Pool is mediocre
  • Ordinary pool
  • Indoor pool needs some maintenance
  • Dirty outdoor pool
  • Nice pool
  • Affordable Riverfront property
From$103
Very Good 4.5 /5Guest Reviews CallBookMore Details
Comfort Inn Upper Marlboro in Largo 9421 Largo Dr. West, Largo, MD 20774 ~22.56 miles northwest of Chesapeake Beach
  • Pool details: Indoor 12Ft long pool; M-F 5pm-9pm; Sat-Sun 11pm-9pm.
  • Midscale Suburban hotel
Fairbridge Inn & Suites in Capital Heights 8850 Hampton Mall Dr. North, Capital Heights, MD 20743 ~22.72 miles northwest of Chesapeake Beach
  • Pool in hotel
  • Two-star Suburban hotel
La Quinta Inn & Suites in Capitol Heights 55 Hampton Park Blvd., Capitol Heights, MD 20743 ~22.73 miles northwest of Chesapeake Beach
  • Pool details: Outdoor
  • Horrible pool
  • Pool should be renewed
  • No inside pool
  • No swimming pool
  • Dirty pool area
  • Low-priced Suburban property
From$60
Average 3.5 /5Reviews CallBookMore Details
Hampton Suites Camp Springs 5000 Mercedes Blvd., Camp Springs, MD 20746 ~22.85 miles west of Chesapeake Beach
  • Has swimming pool: Indoor up to 5ft
  • Midscale Highway hotel
From$91
Very Good 4.5 /5Read Reviews CallBookMore Details
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