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Saint Michaels Hotels with Outdoor or Indoor Pools

St. Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~0.40 miles southeast of Saint Michaels
  • Pool in hotel: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Mid-scale Resort property
Harbourtowne Golf Resort & Conference Center : 9784 Martingham Dr. 9784 Martingham Dr., Saint Michaels, MD 21663
  • Includes a pool: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • Affordable Riverfront property
The Inn at Perry Cabin : 308 Watkins Lane
+1-800-881-1523
308 Watkins Lane, St. Michael's, MD 21663 ~0.29 miles west of Saint Michaels
  • Includes a pool
  • Luxurious 5-star Resort hotel
From$150
Very Good 4.5 /5Reviews CallBookMore Details
Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~7.38 miles southwest of Saint Michaels
  • Our hotel comes with a pool
  • Luxurious 5-star Oceanfront property
Harrison's Chesapeake House - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~8.52 miles southwest of Saint Michaels
  • Pool available: Memorial Day thru Labor Day outside pool25000 gallons
  • Three Star Riverfront hotel
Hampton Inn - Easton 8058 Ocean Gateway, Easton, MD 21601 ~8.68 miles east of Saint Michaels
  • Pool details: Pool Hours 6am to 10pm
  • Low-priced Downtown hotel
From$115
Very Good 4.5 /5Reviews CallBookMore Details
Holiday Inn Express Easton - Easton 8561 Ocean Gateway, Easton, MD 21601 ~8.69 miles east of Saint Michaels
  • Includes a pool: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Midscale Rural hotel
Quality Inn Easton - Easton 8523 Ocean Gateway, Easton, MD 21601 ~8.73 miles east of Saint Michaels
  • Pool details: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Economy Rural hotel
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr. 8708 Alicia Dr., Easton, MD 21601 ~8.74 miles east of Saint Michaels
  • Pool available: Indoor swimming pool & hot tub
  • 3-star Rural property
Sleep Inn Grasonville - Grasonville 101 Vfw Ave., Grasonville, MD 21638 ~12.41 miles north of Saint Michaels
  • Has swimming pool
  • Economy Resort property
Hilton Garden Inn Kent Island : 3206 Main St. 3206 Main St., Grasonville, MD 21638 ~12.78 miles north of Saint Michaels
  • Pool available: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront property
From$134
Very Good 4.5 /5Guest Reviews CallBookMore Details
Holiday Inn Express Annapolis East / Kent Island 1020 Kent Narrows Rd., Grasonville, MD 21638 ~12.87 miles north of Saint Michaels
  • Has a pool!
  • 3 star Rural property
From$180
Very Good 4.0 /5Recent Reviews CallBookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638 ~12.88 miles north of Saint Michaels
  • Pool details: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Economy Resort hotel
Historic Kent Manor Inn 500 Kent Manor Dr., Stevensville, MD 21666 ~13.67 miles northwest of Saint Michaels
  • We have a pool
  • 4 star Riverfront hotel
From$190
Very Good 4.5 /5Hotel Reviews CallBookMore Details
The Inn at Herrington Harbour : 7161 Lake Shore Dr. 7161 Lake Shore Dr., Rose Haven, MD 20714 ~17.63 miles west of Saint Michaels
  • Includes a swimming pool
  • Four-star Beach hotel
Holiday Inn Express Cambridge Md 2715 Ocean Gateway, Cambridge, MD 21613 ~17.86 miles southeast of Saint Michaels
  • Has swimming pool
  • Midscale Rural property
From$99
Very Good 4.0 /5Review Score CallBookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613 ~17.88 miles southeast of Saint Michaels
  • Our hotel comes with a pool
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • High-end property
From$149
Very Good 4.0 /5Guest Reviews CallBookMore Details
Chesapeake Beach Resort & Spa : 4165 Mears Ave. 4165 Mears Ave., Chesapeake Beach, MD 20732 ~17.95 miles west of Saint Michaels
  • We have a pool ready for use
  • 3-star Beach hotel
From$130
Very Good 4.0 /5Review Score CallBookMore Details
Days Inn & Suites Cambridge - Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~18.63 miles southeast of Saint Michaels
  • Has a pool!
  • Inexpensive Highway property
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~20.24 miles northwest of Saint Michaels
  • 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
  • Four star Downtown hotel
From$139
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Springhill Suites by Marriott Annapolis in Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~21.99 miles northwest of Saint Michaels
  • Has swimming 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
  • Affordable Suburban hotel
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~22.00 miles northwest of Saint Michaels
  • Pool in hotel: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3 star Suburban property
Annapolis Residence Inn by Marriott in Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~22.01 miles northwest of Saint Michaels
  • Has swimming pool
  • Mid-scale Suburban property
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~22.18 miles northwest of Saint Michaels
  • 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.
  • Four-star Suburban property
Best Western Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~22.26 miles northwest of Saint Michaels
  • Pool available: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Midscale Suburban hotel
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