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Sherwood Hotels with Outdoor or Indoor Pools

Harrison's Chesapeake House in Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.84 miles south of Sherwood
  • Pool available: Memorial Day thru Labor Day outside pool25000 gallons
  • Cheap Riverfront property
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • Pool available: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Affordable Resort property
Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Our hotel comes with a pool
  • Luxurious Five Star Oceanfront property
The Inn at Perry Cabin in St. Michael's
+1-888-690-5247
308 Watkins Lane, St. Michael's, MD 21663 ~6.31 miles northeast of Sherwood
  • Our hotel comes with a pool
  • 4 star Resort property
From$245
Very Good 4.5 /5Review Score Call
Harbourtowne Golf Resort & Conference Center in Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663 ~7.61 miles northeast of Sherwood
  • Includes a pool: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • 3-star Riverfront property
The Inn at Herrington Harbour in Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.52 miles west of Sherwood
  • Our hotel comes with a pool
  • Four star Beach property
Chesapeake Beach Resort & Spa - Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.55 miles west of Sherwood
  • Has swimming pool
  • Midscale Beach property
From$130
Very Good 4.0 /5Review Score Call
Hampton Inn 8058 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of Sherwood
  • Pool details: Pool Hours 6am to 10pm
  • Cheap Downtown property
From$119
Very Good 4.5 /5Review Score Call
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Pool in hotel: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Affordable Downtown hotel
From$108
Very Good 4.5 /5Read Reviews Call
Comfort Inn Easton : 8523 Ocean Gateway 8523 Ocean Gateway, Easton, MD 21601 ~14.80 miles east of Sherwood
  • Pool in hotel: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Low Cost Rural hotel
Best Western Plus Easton Inn 8708 Alicia Dr., Easton, MD 21601 ~14.90 miles east of Sherwood
  • Includes a pool: Indoor swimming pool & hot tub
  • 3-star property
From$92
Excellent 5.0 /5Read Reviews Call
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~16.58 miles north of Sherwood
  • Pool details: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront property
From$124
Very Good 4.5 /5Guest Reviews Call
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • Includes a pool: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • 2 star Resort hotel
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~19.06 miles northwest of Sherwood
  • Pool in hotel: 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$130
Very Good 4.0 /5Guest Reviews Call
Holiday Inn Express Cambridge Md 2715 Ocean Gateway, Cambridge, MD 21613 ~19.13 miles southeast of Sherwood
  • We have a pool
  • 3 star Rural hotel
From$109
Very Good 4.0 /5Hotel Reviews Call
Hyatt Regency Chesapeake Bay
+1-800-997-5149
100 Heron Blvd., Cambridge, MD 21613 ~19.37 miles southeast of Sherwood
  • Includes a pool
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • Four-star property
From$219
Very Good 4.0 /5Review Score Call
Holiday Inn Express - Prince Frederick
+1-888-690-5281
355 Merrimac Court, Prince Frederick, MD 20678 ~19.68 miles southwest of Sherwood
  • Has swimming pool: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Pool should be renewed
  • Horrible pool
  • Pool is small
  • Pool out of order
  • Three Star property
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.19 miles northwest of Sherwood
  • 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
  • Mid-scale Suburban property
Annapolis Residence Inn by Marriott 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.21 miles northwest of Sherwood
  • Has swimming pool
  • Midscale Suburban hotel
Hampton Inn & Suites Annapolis - Annapolis 124 Womack Dr., Annapolis, MD 21401 ~20.26 miles northwest of Sherwood
  • Pool in hotel: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Mid-scale Suburban hotel
From$84
Very Good 4.0 /5Read Reviews Call
Annapolis Courtyard by Marriott in Annapolis 2559 Riva Rd., Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • We have a pool
  • Mid-scale Downtown hotel
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • Pool details: 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
  • Three Star hotel
Best Western in Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~20.58 miles northwest of Sherwood
  • Pool in hotel: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • 3 star Suburban property
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~20.68 miles northwest of Sherwood
  • 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 10. Hours vary based on MD laws that require a lifeguard on duty. Higher demand dates have longer hours.
  • Moderately clean pool area
  • About half of guests thought the pool was clean
  • High end Suburban property
Country Inn & Suites : 2600 Housley Rd. 2600 Housley Rd., Annapolis, MD 21401 ~21.13 miles northwest of Sherwood
  • Pool in hotel
  • My kids loved the pool
  • 3 star Suburban hotel
From$75
Very Good 4.0 /5Review Score Call
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