Star Rating
Hotel Name
Price Range (USD)to
Amenities

Chesapeake Beach Hotels with Outdoor or Indoor Pools

Chesapeake Beach Resort & Spa 4165 Mears Ave., Chesapeake Beach, MD 20732
  • Has swimming pool: Indoor pool open 10:00 AM - 10:00 PM
  • Midscale Beach hotel
  • Bathroom needs cleaning
  • Great wellness & sports facilities
The Inn at Herrington Harbour - Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Includes a pool
  • Expensive Beach property
Holiday Inn Express - Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678 ~9.63 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
  • Mid-scale property
Springhill Suites : 75 Sherry Lane 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 property
From$86
Average 3.5 /5Reviews CallBookMore Details
Harrison's Chesapeake House : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671 ~11.08 miles east of Chesapeake Beach
  • Pool in hotel: Memorial Day thru Labor Day outside pool25000 gallons
  • Affordable Riverfront property
Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~11.55 miles east of Chesapeake Beach
  • Has a pool!
  • Luxurious Five Star Oceanfront property
The Inn at Perry Cabin
+1-888-690-5281
308 Watkins Lane, St. Michael's, MD 21663 ~18.48 miles east of Chesapeake Beach
  • Has swimming pool
  • Luxury 5-star Resort hotel
From$150
Very Good 4.5 /5Guest Reviews CallBookMore Details
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~18.74 miles east of Chesapeake Beach
  • Pool in hotel: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Midscale Resort property
Colony South Hotel & Conference Center : 7401 Surratts Rd. 7401 Surratts Rd., Clinton, MD 20735 ~19.18 miles west of Chesapeake Beach
  • Has a pool!
  • Affordable Suburban hotel
From$62
Average 3.0 /5Reviews CallBookMore Details
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$109
Very Good 4.5 /5Reviews CallBookMore Details
Residence Inn by Marriott Waldorf 3020 Technology Pl, Waldorf, MD 20601 ~20.45 miles west of Chesapeake Beach
  • Includes a pool: Pool is open from 9am -9pm Outside pool
  • Mid-scale Suburban property
From$80
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
  • Has swimming pool: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 10:00 pm.
  • Pool should be renewed
  • Low Cost Suburban hotel
From$55
Very Good 4.0 /5Review Score CallBookMore Details
Springhill Suites by Marriott Annapolis - Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.93 miles north of Chesapeake Beach
  • Has swimming pool: Daily 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
  • Three Star Suburban hotel
Hilton Garden Inn Annapolis : 305 Harry South Truman 305 Harry South Truman, Annapolis, MD 21401 ~21.08 miles north of Chesapeake Beach
  • Has swimming 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 hotel
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~21.09 miles north of Chesapeake Beach
  • Pool in hotel: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Midscale Suburban property
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~21.24 miles north of Chesapeake Beach
  • Has swimming 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 hotel
From$139
Very Good 4.0 /5Read Reviews CallBookMore Details
Best Western Annapolis - 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.
  • Three Star Suburban hotel
Hilton Garden Inn Waldorf Maryland in Waldorf 10385 O'donnell Place, Waldorf, MD 20603 ~21.59 miles west of Chesapeake Beach
  • Pool available: Indoor Pool & Whirlpool
  • 3-star Suburban property
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~21.79 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 6. Hours vary.
  • Four star Suburban property
Country Inn & Suites in Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~21.85 miles north of Chesapeake Beach
  • Includes a pool: Indoor heated pool open Monday - Friday 5pm - 10pm and Saturday and Sunday 10am - 10pm
  • My kids loved the pool
  • Midscale Suburban hotel
From$79
Very Good 4.0 /5Review Score CallBookMore Details
Hampton Inn Bowie 15202 Major Lansdale Blvd., Bowie, MD 20716 ~22.16 miles northwest of Chesapeake Beach
  • We have a pool
  • Midscale Downtown hotel
From$124
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hilton Garden Inn Solomons 13100 Dowell Rd., Solomons, MD 20629 ~22.45 miles south of Chesapeake Beach
  • Has swimming pool: Spa, Indoor and Seasonal Outdoor Pool available
  • Pool is mediocre
  • Ordinary pool
  • Indoor pool needs some maintenance
  • Dirty outdoor pool
  • Nice pool
  • 3-star Riverfront hotel
From$103
Very Good 4.5 /5Recent Reviews CallBookMore Details
Comfort Inn Upper Marlboro : 9421 Largo Dr. West 9421 Largo Dr. West, Largo, MD 20774 ~22.56 miles northwest of Chesapeake Beach
  • Includes a 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 ~22.73 miles northwest of Chesapeake Beach
  • Includes a pool: Outdoor
  • Horrible pool
  • Pool should be renewed
  • No inside pool
  • No swimming pool
  • Dirty pool area
  • Low-priced Suburban hotel
Hampton Suites Camp Springs in Camp Springs 5000 Mercedes Blvd., Camp Springs, MD 20746 ~22.85 miles west of Chesapeake Beach
  • Includes a pool: Indoor up to 5ft
  • Affordable Highway hotel
From$99
Very Good 4.5 /5Read Reviews CallBookMore Details
 [1 - 25 of 50]    
Next: Show All Available Chesapeake Beach Hotels with Pricing
Back to Top