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Sherwood Hotels with Outdoor or Indoor Pools

Harrison's Chesapeake House in Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.83 miles south of Sherwood
  • Has swimming pool: Memorial Day thru Labor Day outside pool25000 gallons
  • Midscale Riverfront hotel
Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Includes a swimming pool
  • Luxurious 5 Star Oceanfront property
The Inn at Perry Cabin
+1-800-881-1523
308 Watkins Lane, St. Michael's, MD 21663 ~6.30 miles northeast of Sherwood
  • We have a pool ready for use
  • Luxury Five Star Resort property
  • Excellent staff
  • Lovely old inn
From$150
Very Good 4.5 /5Read Reviews CallBookMore Details
St. Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • Has swimming pool: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Midscale Resort property
Harbourtowne Golf Resort & Conference Center - Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663 ~7.60 miles northeast of Sherwood
  • Pool details: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • Mid-scale Riverfront hotel
From$105
Average 3.5 /5Reviews CallBookMore Details
The Inn at Herrington Harbour in Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.50 miles west of Sherwood
  • We have a pool ready for use
  • 4-star Beach hotel
Chesapeake Beach Resort & Spa 4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.53 miles west of Sherwood
  • Includes a pool
  • Midscale Beach property
From$130
Very Good 4.0 /5Recent Reviews CallBookMore Details
Hampton Inn 8058 Ocean Gateway, Easton, MD 21601 ~14.53 miles east of Sherwood
  • Pool available: Pool Hours 6am to 10pm
  • Cheap Downtown property
From$115
Very Good 4.5 /5Recent Reviews CallBookMore Details
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 ~14.76 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
  • 3-star Rural property
From$95
Very Good 4.5 /5Review Score CallBookMore Details
Quality Inn Easton : 8523 Ocean Gateway 8523 Ocean Gateway, Easton, MD 21601 ~14.79 miles east of Sherwood
  • Pool details: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Low Cost Rural property
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601 ~14.87 miles east of Sherwood
  • Pool available: Indoor swimming pool & hot tub
  • Affordable Rural property
From$92
Excellent 5.0 /5Read Reviews CallBookMore Details
Historic Kent Manor Inn - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666 ~15.77 miles north of Sherwood
  • Pool in hotel
  • Four star Riverfront property
From$190
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~16.56 miles north of Sherwood
  • Pool available: Indoor pool open daily 6 AM-10PM
  • 3 star Riverfront hotel
From$134
Very Good 4.5 /5Guest Reviews CallBookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • Has swimming pool: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Two star Resort hotel
Holiday Inn Express Annapolis East / Kent Island : 1020 Kent Narrows Rd. 1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.68 miles north of Sherwood
  • We have a pool ready for use
  • Mid-scale Rural hotel
From$180
Very Good 4.0 /5Latest Reviews CallBookMore Details
Sleep Inn Grasonville - Grasonville 101 Vfw Ave., Grasonville, MD 21638 ~16.87 miles northeast of Sherwood
  • We have a pool
  • Cheap Resort property
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~19.04 miles northwest of Sherwood
  • Has swimming pool: indoor pool. lifeguard on duty. hours vary based upon season
  • Horrible pool
  • Pool should be renewed
  • No outdoor pool
  • Pool did not open
  • 4 star Downtown hotel
From$139
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Express Cambridge Md in Cambridge 2715 Ocean Gateway, Cambridge, MD 21613 ~19.09 miles southeast of Sherwood
  • Has swimming pool
  • Mid-scale Rural hotel
From$108
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613 ~19.33 miles southeast of Sherwood
  • Has a pool!
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • Four-star property
From$149
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Holiday Inn Express in Prince Frederick 355 Merrimac Court, Prince Frederick, MD 20678 ~19.64 miles southwest of Sherwood
  • Pool in hotel: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Pool should be renewed
  • Horrible pool
  • Pool is small
  • Pool out of order
  • 3-star property
Springhill Suites 75 Sherry Lane, Prince Frederick, MD 20678 ~19.78 miles southwest of Sherwood
  • Pool available: This hotel has an indoor pool and hot tub. The pool opens at 6:00 am and closes at 11:00 pm. The pool has stairs with a handrail which begins at the depth of 3 feet and ends at 5 feet. A restroom area and shower are available in the pool area as well.
  • Moderately clean pool area
  • Approx. half of guests thought the pool was clean
  • 3 star Suburban property
Days Inn & Suites Cambridge : 2917 Ocean Gateway 2917 Ocean Gateway, Cambridge, MD 21613 ~20.04 miles southeast of Sherwood
  • Has swimming pool
  • Low priced Highway hotel
Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr. 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.17 miles northwest of Sherwood
  • Includes a 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 property
Annapolis Residence Inn by Marriott 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.20 miles northwest of Sherwood
  • Has a pool!
  • Affordable Suburban property
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~20.24 miles northwest of Sherwood
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Midscale Suburban property
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