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Saint Michaels Hotels with Outdoor or Indoor Pools

Harbourtowne Golf Resort & Conference Center in Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663
  • Has swimming pool: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • Mid-scale Riverfront property
St. Michaels Harbour Inn Marina & Spa : 101 North Harbor Rd.
+1-800-230-4134
101 North Harbor Rd., St. Michaels, MD 21663 ~0.20 miles northeast of Saint Michaels
  • Pool in hotel
  • 3 star Resort property
The Inn at Perry Cabin
+1-800-997-5148
308 Watkins Lane, St. Michael's, MD 21663 ~0.29 miles west of Saint Michaels
  • Includes a swimming pool
  • Four-star Resort property
From$245
Very Good 4.5 /5Read Reviews Call
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~0.40 miles southeast of Saint Michaels
  • Pool in hotel
  • 3-star Resort property
Hampton Inn : 8058 Ocean Gateway 8058 Ocean Gateway, Easton, MD 21601 ~8.70 miles east of Saint Michaels
  • Has swimming pool
  • Economical Downtown hotel
From$129
Very Good 4.5 /5Hotel Reviews Call
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 ~8.70 miles east of Saint Michaels
  • Pool details: Indoor Pool & Whirlpool9:00am-11:00pm
  • Three Star Downtown property
Comfort Inn Easton 8523 Ocean Gateway, Easton, MD 21601 ~8.74 miles east of Saint Michaels
  • Pool in hotel: 9:00am-9:00pmOutdoor Pool
  • Two-star Rural hotel
From$75
Very Good 4.0 /5Read Reviews Call
Best Western Plus Easton Inn : 8708 Alicia Dr. 8708 Alicia Dr., Easton, MD 21601 ~8.77 miles east of Saint Michaels
  • Pool in hotel: Indoor swimming pool & hot tub
  • 3-star hotel
From$107
Excellent 5.0 /5Hotel Reviews Call
Hilton Garden Inn Kent Island - Grasonville 3206 Main St., Grasonville, MD 21638 ~12.80 miles north of Saint Michaels
  • Includes a pool: Indoor pool open daily 6 AM-10PM
  • 3 star Riverfront property
From$132
Very Good 4.5 /5Reviews Call
Best Western Kent Narrows Inn - Grasonville 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 2715 Ocean Gateway, Cambridge, MD 21613 ~17.90 miles southeast of Saint Michaels
  • Includes a pool
  • Midscale Rural property
From$80
Very Good 4.0 /5Reviews Call
Hyatt Regency Chesapeake Bay in Cambridge
+1-800-881-1523
100 Heron Blvd., Cambridge, MD 21613 ~17.92 miles southeast of Saint Michaels
  • Includes a pool
  • Four-star hotel
From$265
Very Good 4.0 /5Read Reviews Call
Chesapeake Beach Resort & Spa
+1-800-997-5149
4165 Mears Ave., Chesapeake Beach, MD 20732 ~17.99 miles west of Saint Michaels
  • We have a pool
  • Affordable Beach hotel
From$130
Very Good 4.0 /5Guest Reviews Call
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~20.25 miles northwest of Saint Michaels
  • Pool in hotel: indoor pool. lifeguard on duty. hours vary based upon season
  • High end Downtown hotel
From$109
Very Good 4.0 /5Guest Reviews Call
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~22.00 miles northwest of Saint Michaels
  • Pool in hotel: Indoor Swimming Pool with WhirlpoolWeekdays: 5pm-10pmFridays: 3pm - 10pmWeekends: 10am - 10pmSummer: 10am - 10pm daily
  • 3 star Suburban hotel
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~22.01 miles northwest of Saint Michaels
  • Pool in hotel: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Midscale Suburban property
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~22.18 miles northwest of Saint Michaels
  • Includes a pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Economical Suburban hotel
Doubletree Hotel Annapolis in Annapolis 210 Holiday Court, Annapolis, MD 21401 ~22.19 miles northwest of Saint Michaels
  • Has swimming pool: Olympic Size Seasonal Outdoor Pool (open from Memorial Day until Labor Day). Lifeguard on duty.
  • Mid-scale Suburban hotel
Crown Plaza in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 ~22.22 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 10. Hours vary based on MD laws that require a lifeguard on duty. Higher demand dates have longer hours.
  • 4 star Suburban property
From$159
Average 3.5 /5Reviews Call
Hilton Garden Inn Annapolis - 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.
  • Mid-scale property
From$89
Very Good 4.0 /5Reviews Call
Country Inn & Suites 2600 Housley Rd., Annapolis, MD 21401 ~22.83 miles northwest of Saint Michaels
  • Our hotel comes with a pool
  • 3 star Suburban hotel
Holiday Inn Express in Prince Frederick
+1-800-230-4134
355 Merrimac Court, Prince Frederick, MD 20678 ~26.02 miles southwest of Saint Michaels
  • Pool in hotel: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • 3 star hotel
Hampton Inn Bowie in Bowie 15202 Major Lansdale Blvd., Bowie, MD 20716 ~30.06 miles west of Saint Michaels
  • Includes a pool
  • Affordable Downtown hotel
From$124
Very Good 4.0 /5Recent Reviews Call
Holiday Inn Express & Suites Chestertown Md in Chestertown 150 Scheeler Rd., Chestertown, MD 21620 ~31.83 miles north of Saint Michaels
  • Has swimming pool: Indoor heated pool. Open 8am-10pm
  • Three Star Suburban property
From$115
Very Good 4.0 /5Latest Reviews Call
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