Star Rating
Hotel Name
Price Range (USD)to
Amenities

Chesapeake Beach Hotels with Outdoor or Indoor Pools

Chesapeake Beach Resort & Spa - Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732
  • With a pool!
  • Affordable Beach hotel
  • Value below average
  • Expensive drink
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
  • Has swimming pool
  • Four star Beach hotel
Holiday Inn Express 355 Merrimac Court, Prince Frederick, MD 20678 ~9.63 miles south of Chesapeake Beach
  • Pool details: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Pool should be renewed
  • Horrible pool
  • Pool is small
  • Pool out of order
  • Affordable property
From$71
Average 3.5 /5Reviews CallBookMore Details
Springhill Suites 75 Sherry Lane, Prince Frederick, MD 20678 ~9.80 miles south of Chesapeake Beach
  • Pool details: 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
  • Mid-scale 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
  • Affordable Riverfront property
Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~11.55 miles east of Chesapeake Beach
  • Pool in hotel
  • Luxurious 5-star Oceanfront property
The Inn at Perry Cabin : 308 Watkins Lane
+1-888-690-5281
308 Watkins Lane, St. Michael's, MD 21663 ~18.48 miles east of Chesapeake Beach
  • Has swimming pool
  • Luxury Five Star Resort property
From$150
Very Good 4.5 /5Reviews CallBookMore Details
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~18.74 miles east of Chesapeake Beach
  • Has swimming 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 in Clinton 7401 Surratts Rd., Clinton, MD 20735 ~19.18 miles west of Chesapeake Beach
  • Includes a swimming pool
  • Three Star Suburban property
Harbourtowne Golf Resort & Conference Center - Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663 ~19.36 miles northeast of Chesapeake Beach
  • Includes a pool: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • 3-star Riverfront hotel
Comfort Suites - Waldorf 11765 Business Park Dr., Waldorf, MD 20601 ~19.57 miles west of Chesapeake Beach
  • Our hotel comes with a pool
  • Pool is mediocre
  • Ordinary pool
  • Pool water was very cold
  • Midscale Suburban property
From$109
Average 3.5 /5Reviews CallBookMore Details
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
  • Mid-scale Suburban hotel
From$103
Very Good 4.5 /5Read Reviews CallBookMore Details
Courtyard by Marriott Waldorf : 3145 Crain Highway 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
  • 3-star Suburban property
Holiday Inn Express Waldorf in Waldorf 11370 Days Court, Waldorf, MD 20603 ~20.68 miles west of Chesapeake Beach
  • Pool available: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 11:00 pm.
  • Pool should be renewed
  • Economical Suburban property
Springhill Suites by Marriott Annapolis - Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.93 miles north of Chesapeake Beach
  • Includes a 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 hotel
From$85
Very Good 4.5 /5Review Score CallBookMore Details
Annapolis Residence Inn by Marriott : 170 Admiral Cochrane Dr. 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.96 miles north of Chesapeake Beach
  • We have a pool
  • Midscale Suburban property
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
  • Affordable property
Hampton Inn & Suites Annapolis - Annapolis 124 Womack Dr., Annapolis, MD 21401 ~21.09 miles north of Chesapeake Beach
  • Has swimming pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Midscale Suburban property
The Westin Annapolis : 100 Westgate Cir 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
  • High end Downtown hotel
From$139
Very Good 4.0 /5Latest Reviews 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.
  • 3 star Suburban hotel
Hilton Garden Inn Waldorf Maryland : 10385 O'donnell Place 10385 O'donnell Place, Waldorf, MD 20603 ~21.59 miles west of Chesapeake Beach
  • Pool in hotel: Indoor Pool & Whirlpool
  • Affordable Suburban hotel
Comfort Inn & Conference Center 4500 Crain Highway, Bowie, MD 20716 ~21.64 miles northwest of Chesapeake Beach
  • Includes a swimming pool
  • 3 star Suburban hotel
From$135
Very Good 4.0 /5Guest Reviews 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.
  • High end Suburban property
Country Inn & Suites - Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~21.85 miles north of Chesapeake Beach
  • Has swimming pool: Indoor heated pool open Monday - Friday 5pm - 10pm and Saturday and Sunday 10am - 10pm
  • My kids loved the pool
  • Three Star Suburban property
From$79
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
  • Three Star Downtown hotel
From$124
Very Good 4.0 /5Review Score CallBookMore Details
 [1 - 25 of 50]    
Next: Show All Available Chesapeake Beach Hotels with Pricing
Back to Top