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Sherwood Hotels with Outdoor or Indoor Pools

Harrison's Chesapeake House 21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.83 miles south of Sherwood
  • Pool in hotel: Memorial Day thru Labor Day outside pool25000 gallons
  • Mid-scale Riverfront hotel
Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd. 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Has a pool!
  • Luxurious 5-star Oceanfront property
The Inn at Perry Cabin - St. Michael's
+1-800-881-1523
308 Watkins Lane, St. Michael's, MD 21663 ~6.30 miles northeast of Sherwood
  • Includes a pool
  • Luxury 5 star Resort hotel
  • Great location
  • Friendly atmosphere
From$150
Very Good 4.5 /5Review Score CallBookMore Details
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • Pool details: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Midscale Resort hotel
The Inn at Herrington Harbour : 7161 Lake Shore Dr. 7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.50 miles west of Sherwood
  • Includes a pool
  • Four-star Beach property
Chesapeake Beach Resort & Spa in Chesapeake Beach 4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.53 miles west of Sherwood
  • Pool available: Indoor pool open 10:00 AM - 10:00 PM
  • 3-star Beach property
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Hampton Inn 8058 Ocean Gateway, Easton, MD 21601 ~14.53 miles east of Sherwood
  • Pool in hotel: Pool Hours 6am to 10pm
  • Two star Downtown property
From$109
Very Good 4.5 /5Read Reviews CallBookMore Details
Holiday Inn Express Easton - Easton 8561 Ocean Gateway, Easton, MD 21601 ~14.76 miles east of Sherwood
  • Includes a pool: Indoor Pool & Whirlpool9:00am-10:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • 3-star Rural hotel
From$105
Very Good 4.5 /5Latest Reviews CallBookMore Details
Quality Inn Easton 8523 Ocean Gateway, Easton, MD 21601 ~14.79 miles east of Sherwood
  • Pool available: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Economical Rural hotel
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Historic Kent Manor Inn 500 Kent Manor Dr., Stevensville, MD 21666 ~15.77 miles north of Sherwood
  • Pool details: Outdoor (seasonal pool)
  • 4-star Riverfront hotel
From$225
Very Good 4.5 /5Recent Reviews CallBookMore Details
Hilton Garden Inn Kent Island - Grasonville 3206 Main St., Grasonville, MD 21638 ~16.56 miles north of Sherwood
  • Pool available: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront property
From$136
Very Good 4.5 /5Review Score CallBookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • Includes a pool: Indoor heated pool, sauna & jacuzzi open year around from 6am to 10pm.
  • Economical Resort hotel
From$75
Average 3.5 /5Reviews CallBookMore Details
Holiday Inn Express Annapolis East / Kent Island in Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638 ~16.68 miles north of Sherwood
  • We have a pool
  • Three Star Rural property
From$180
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Sleep Inn Grasonville : 101 Vfw Ave. 101 Vfw Ave., Grasonville, MD 21638 ~16.87 miles northeast of Sherwood
  • We have a pool ready for use
  • Low Cost Resort property
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~19.04 miles northwest of Sherwood
  • Pool details: 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$139
Very Good 4.0 /5Read Reviews CallBookMore Details
Hyatt Regency Chesapeake Bay : 100 Heron Blvd. 100 Heron Blvd., Cambridge, MD 21613 ~19.33 miles southeast of Sherwood
  • Includes a swimming pool
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • High-end property
From$159
Very Good 4.0 /5Guest 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
  • Three Star hotel
Springhill Suites : 75 Sherry Lane 75 Sherry Lane, Prince Frederick, MD 20678 ~19.78 miles southwest of Sherwood
  • Includes a pool: 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
  • Mid-scale Suburban property
Springhill Suites by Marriott Annapolis - Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.17 miles northwest of Sherwood
  • Includes a pool: Indoor Swimming Pool with Whirlpool Spa Tub and Outdoor Patio AreaDaily from 10:00am - 10:00pm (No lifeguard on duty)
  • Pool is below average
  • Pool should be renewed
  • Pool is small
  • Pool was very chilly
  • Pool water was very cold
  • Affordable Suburban hotel
From$82
Very Good 4.5 /5Reviews CallBookMore Details
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~20.24 miles northwest of Sherwood
  • Has swimming pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Mid-scale Suburban hotel
Hilton Garden Inn Annapolis : 305 Harry South Truman 305 Harry South Truman, Annapolis, MD 21401 ~20.44 miles northwest of Sherwood
  • Includes a pool: 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 property
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~20.59 miles northwest of Sherwood
  • Pool available: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Mid-scale Suburban hotel
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~20.64 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 6. Hours vary.
  • 4 star Suburban property
Country Inn & Suites in Annapolis 2600 Housley Rd., Annapolis, MD 21401 ~21.11 miles northwest of Sherwood
  • Has swimming pool: Indoor heated pool open Monday - Friday 5pm - 10pm and Saturday and Sunday 10am - 10pm
  • My kids loved the pool
  • 3 star Suburban hotel
Hampton Inn Bowie 15202 Major Lansdale Blvd., Bowie, MD 20716 ~26.49 miles northwest of Sherwood
  • Includes a swimming pool
  • Mid-scale Downtown property
From$119
Very Good 4.5 /5Read Reviews CallBookMore Details
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