Star Rating
Hotel Name
Price Range (USD)to
Amenities

Chesapeake Beach Hotels with Outdoor or Indoor Pools

Chesapeake Beach Resort & Spa - Chesapeake Beach
+1-888-690-5281
4165 Mears Ave., Chesapeake Beach, MD 20732
  • We have a pool
  • 3-star Beach hotel
From$130
Very Good 4.0 /5Hotel Reviews Call
The Inn at Herrington Harbour in Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714 ~3.89 miles north of Chesapeake Beach
  • Our hotel comes with a pool
  • Expensive Beach hotel
Holiday Inn Express : 355 Merrimac Court
+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
  • Mid-scale property
The Inn at Perry Cabin - St. Michael's
+1-888-690-5247
308 Watkins Lane, St. Michael's, MD 21663 ~18.50 miles east of Chesapeake Beach
  • We have a pool ready for use
  • High end Resort hotel
From$245
Very Good 4.5 /5Recent Reviews Call
St. Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~18.76 miles east of Chesapeake Beach
  • We have a pool
  • 3 star Resort hotel
St. Michaels Harbour Inn Marina & Spa - St. Michaels
+1-800-881-1523
101 North Harbor Rd., St. Michaels, MD 21663 ~18.90 miles east of Chesapeake Beach
  • Has swimming pool
  • 3-star Resort hotel
Colony South Hotel & Conference Center in Clinton
+1-800-997-5149
7401 Surratts Rd., Clinton, MD 20735 ~19.20 miles west of Chesapeake Beach
  • Has a pool!
  • 3-star Suburban property
Harbourtowne Golf Resort & Conference Center in 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
  • Three Star Riverfront property
Country Inn & Suites - Waldorf
+1-800-230-4134
2555 Business Park Dr., Waldorf, MD 20601 ~19.63 miles west of Chesapeake Beach
  • Has a pool!
  • Three Star Suburban property
Towneplace Suites by Marriott Jba
+1-800-997-5148
7800 Ferry Ave., Clinton, MD 20735 ~20.30 miles west of Chesapeake Beach
  • Pool details: Heated Indoor Pool and Hot Tub
  • Affordable Suburban hotel
From$99
Very Good 4.0 /5Reviews Call
Courtyard by Marriott Waldorf 3145 Crain Highway, Waldorf, MD 20603 ~20.48 miles west of Chesapeake Beach
  • Pool in hotel: Indoor Swimming Pool and Whirlpool. Hours of operation are 6:00 am to 10:00 pm
  • 3-star Suburban property
Holiday Inn Express Waldorf 11370 Days Court, Waldorf, MD 20603 ~20.72 miles west of Chesapeake Beach
  • Includes a pool: Refreshing Salt Water Indoor Pool. Operation hours daily are 7:00 am to 11:00 pm.
  • 2 star Suburban property
From$60
Very Good 4.0 /5Review Score Call
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.96 miles north of Chesapeake Beach
  • Pool details: Indoor Swimming Pool with WhirlpoolWeekdays: 5pm-10pmFridays: 3pm - 10pmWeekends: 10am - 10pmSummer: 10am - 10pm daily
  • Three Star Suburban property
Hilton Garden Inn 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.
  • Affordable hotel
From$89
Very Good 4.0 /5Read Reviews Call
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401 ~21.12 miles north of Chesapeake Beach
  • Pool available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Affordable Suburban property
From$87
Very Good 4.0 /5Read Reviews Call
The Westin Annapolis in Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~21.27 miles north of Chesapeake Beach
  • Pool available: indoor pool. lifeguard on duty. hours vary based upon season
  • High-end Downtown property
From$109
Very Good 4.0 /5Hotel Reviews Call
Best Western Annapolis : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401 ~21.46 miles north of Chesapeake Beach
  • Has swimming pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Cheap Suburban hotel
Doubletree Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401 ~21.57 miles north of Chesapeake Beach
  • Pool in hotel: Olympic Size Seasonal Outdoor Pool (open from Memorial Day until Labor Day). Lifeguard on duty.
  • 3-star Suburban hotel
From$89
Very Good 4.0 /5Read Reviews Call
Crown Plaza : 173 Jennifer Rd. 173 Jennifer Rd., Annapolis, MD 21401 ~21.83 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 10. Hours vary based on MD laws that require a lifeguard on duty. Higher demand dates have longer hours.
  • High end Suburban hotel
Country Inn & Suites : 2600 Housley Rd. 2600 Housley Rd., Annapolis, MD 21401 ~21.88 miles north of Chesapeake Beach
  • Includes a pool
  • Mid-scale Suburban hotel
From$70
Very Good 4.0 /5Reviews Call
Hampton Inn Bowie - Bowie 15202 Major Lansdale Blvd., Bowie, MD 20716 ~22.18 miles northwest of Chesapeake Beach
  • Has swimming pool
  • Midscale Downtown hotel
From$124
Very Good 4.0 /5Latest Reviews Call
Best Western Plus DC Hotel Largo Fedex Field 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.
  • Midscale Suburban hotel
Fairbridge Inn & Suites in Capital Heights 8850 Hampton Mall Dr. North, Capital Heights, MD 20743 ~22.73 miles northwest of Chesapeake Beach
  • Our hotel comes with a pool
  • 2-star Suburban property
La Quinta Inn & Suites 55 Hampton Park Blvd., Capitol Heights, MD 20743 ~22.74 miles northwest of Chesapeake Beach
  • Pool in hotel: Outdoor
  • Two-star Suburban property
Hampton Suites Camp Springs 5000 Mercedes Blvd., Camp Springs, MD 20746 ~22.86 miles west of Chesapeake Beach
  • Pool details: Indoor up to 5ft
  • Three Star Highway hotel
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