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Saint Michaels Hotels with Outdoor or Indoor Pools

Harbourtowne Golf Resort & Conference Center 9784 Martingham Dr., Saint Michaels, MD 21663
  • Includes a pool: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • Midscale Riverfront hotel
The Inn at Perry Cabin in St. Michael's
+1-800-230-4134
308 Watkins Lane, St. Michael's, MD 21663 ~0.29 miles west of Saint Michaels
  • We have a pool
  • High end Resort hotel
From$245
Very Good 4.5 /5Guest Reviews Call
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~0.40 miles southeast of Saint Michaels
  • Includes a pool
  • Midscale Resort hotel
Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~7.39 miles southwest of Saint Michaels
  • We have a pool ready for use
  • Luxury Five Star Oceanfront property
Harrison's Chesapeake House in Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~8.53 miles southwest of Saint Michaels
  • Includes a pool
  • Low priced Riverfront hotel
Hampton Inn - Easton 8058 Ocean Gateway, Easton, MD 21601 ~8.70 miles east of Saint Michaels
  • Pool available: Pool Hours 6am to 10pm
  • Low priced Downtown property
From$119
Very Good 4.5 /5Read Reviews Call
Holiday Inn Express Easton : 8561 Ocean Gateway 8561 Ocean Gateway, Easton, MD 21601 ~8.70 miles east of Saint Michaels
  • Includes a pool: Indoor Pool & Whirlpool9:00am-11:00pm
  • Midscale Downtown hotel
From$108
Very Good 4.5 /5Review Score Call
Comfort Inn Easton in Easton 8523 Ocean Gateway, Easton, MD 21601 ~8.74 miles east of Saint Michaels
  • Pool details: 9:00am-9:00pmOutdoor Pool
  • Economical Rural property
From$76
Very Good 4.0 /5Reviews Call
Best Western Plus Easton Inn 8708 Alicia Dr., Easton, MD 21601 ~8.77 miles east of Saint Michaels
  • Pool details: Indoor swimming pool & hot tub
  • Three Star property
From$107
Excellent 5.0 /5Review Score Call
Hilton Garden Inn Kent Island - Grasonville 3206 Main St., Grasonville, MD 21638 ~12.80 miles north of Saint Michaels
  • Pool in hotel: Indoor pool open daily 6 AM-10PM
  • 3 star Riverfront property
From$137
Very Good 4.5 /5Review Score Call
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~12.89 miles north of Saint Michaels
  • Pool in hotel: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Two-star Resort property
The Inn at Herrington Harbour : 7161 Lake Shore Dr. 7161 Lake Shore Dr., Rose Haven, MD 20714 ~17.66 miles west of Saint Michaels
  • We have a pool
  • 4 star Beach hotel
Holiday Inn Express Cambridge Md - Cambridge 2715 Ocean Gateway, Cambridge, MD 21613 ~17.90 miles southeast of Saint Michaels
  • Has a pool!
  • 3 star Rural hotel
Hyatt Regency Chesapeake Bay
+1-800-997-5149
100 Heron Blvd., Cambridge, MD 21613 ~17.92 miles southeast of Saint Michaels
  • Has a pool!
  • 4-star property
From$219
Very Good 4.0 /5Latest Reviews Call
Chesapeake Beach Resort & Spa
+1-888-690-5281
4165 Mears Ave., Chesapeake Beach, MD 20732 ~17.99 miles west of Saint Michaels
  • Includes a pool
  • 3 star Beach hotel
From$130
Very Good 4.0 /5Latest Reviews Call
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~20.25 miles northwest of Saint Michaels
  • Includes a pool: indoor pool. lifeguard on duty. hours vary based upon season
  • Four-star Downtown property
From$119
Very Good 4.0 /5Recent Reviews Call
Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr. 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~22.00 miles northwest of Saint Michaels
  • Includes a pool: Indoor Swimming Pool with WhirlpoolWeekdays: 5pm-10pmFridays: 3pm - 10pmWeekends: 10am - 10pmSummer: 10am - 10pm daily
  • Three Star Suburban hotel
From$79
Very Good 4.5 /5Read Reviews Call
Hampton Inn & Suites Annapolis - Annapolis 124 Womack Dr., Annapolis, MD 21401 ~22.01 miles northwest of Saint Michaels
  • Pool available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Three Star Suburban property
From$89
Very Good 4.0 /5Read Reviews Call
Crowne Plaza in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 ~22.22 miles northwest of Saint Michaels
  • Includes a 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
Annapolis Courtyard by Marriott : 2559 Riva Rd. 2559 Riva Rd., Annapolis, MD 21401 ~22.24 miles northwest of Saint Michaels
  • Has swimming pool
  • Mid-scale Downtown hotel
From$79
Very Good 4.0 /5Review Score Call
Best Western : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401 ~22.24 miles northwest of Saint Michaels
  • Pool in hotel: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • 3-star Suburban hotel
Hilton Garden Inn Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~22.29 miles northwest of Saint Michaels
  • Pool in hotel: We have an outdoor pool. We open it on Memorial Day and close it on Labor Day.
  • Three Star property
From$89
Very Good 4.0 /5Read Reviews Call
Best Western Denton Inn in Denton 521 Fleetwood Rd., Denton, MD 21629 ~22.78 miles east of Saint Michaels
  • Pool in hotel
  • Affordable Highway hotel
Country Inn & Suites - Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~22.83 miles northwest of Saint Michaels
  • Has swimming pool
  • 3 star Suburban hotel
Holiday Inn Express
+1-888-690-5247
355 Merrimac Court, Prince Frederick, MD 20678 ~26.02 miles southwest of Saint Michaels
  • Has swimming pool: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • 3-star hotel
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