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Sherwood Hotels with Outdoor or Indoor Pools

Harrison's Chesapeake House 21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.84 miles south of Sherwood
  • Includes a pool: Memorial Day thru Labor Day outside pool25000 gallons
  • Economical Riverfront property
St. Michaels Inn - St. Michaels 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
  • 3 star Resort property
The Inn at Perry Cabin in St. Michael's
+1-800-997-5148
308 Watkins Lane, St. Michael's, MD 21663 ~6.31 miles northeast of Sherwood
  • We have a pool
  • Expensive Resort property
From$150
Very Good 4.5 /5Read Reviews CallBookMore Details
The Inn at Herrington Harbour 7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.52 miles west of Sherwood
  • With a pool!
  • Expensive Beach hotel
Chesapeake Beach Resort & Spa 4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.55 miles west of Sherwood
  • Includes a swimming pool
  • Affordable Beach hotel
From$130
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hampton Inn - Easton 8058 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of Sherwood
  • Pool available: Pool Hours 6am to 10pm
  • Cheap Downtown hotel
From$115
Very Good 4.5 /5Latest Reviews CallBookMore Details
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Pool details: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Midscale Downtown hotel
From$100
Very Good 4.5 /5Review Score CallBookMore Details
Quality Inn Easton 8523 Ocean Gateway, Easton, MD 21601 ~14.80 miles east of Sherwood
  • Includes a pool: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Low-priced Rural property
From$80
Very Good 4.0 /5Review Score CallBookMore Details
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601 ~14.91 miles east of Sherwood
  • Has swimming pool: Indoor swimming pool & hot tub
  • Mid-scale Rural property
Historic Kent Manor Inn : 500 Kent Manor Dr. 500 Kent Manor Dr., Stevensville, MD 21666 ~15.79 miles north of Sherwood
  • Our hotel comes with a pool
  • Expensive Riverfront property
From$200
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~16.58 miles north of Sherwood
  • Includes a pool: Indoor pool open daily 6 AM-10PM
  • Affordable Riverfront property
From$124
Very Good 4.5 /5Review Score CallBookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • Pool in hotel: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Low priced Resort property
Sleep Inn - Grasonville
+1-888-305-3366
101 Vfw Ave., Grasonville, MD 21638 ~16.87 miles northeast of Sherwood
  • Has a pool!
  • Inexpensive Resort hotel
From$75
Average 3.5 /5Reviews CallBookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~19.06 miles northwest of Sherwood
  • Includes a pool: indoor pool. lifeguard on duty. hours vary based upon season
  • Horrible pool
  • Pool should be renewed
  • No outdoor pool
  • Pool did not open
  • Four star Downtown property
From$112
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express Cambridge Md : 2715 Ocean Gateway 2715 Ocean Gateway, Cambridge, MD 21613 ~19.13 miles southeast of Sherwood
  • Includes a pool
  • Midscale Rural hotel
Hyatt Regency Chesapeake Bay
+1-800-997-5149
100 Heron Blvd., Cambridge, MD 21613 ~19.37 miles southeast of Sherwood
  • Has a pool!
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • Expensive hotel
From$149
Very Good 4.0 /5Review Score CallBookMore Details
Holiday Inn Express 355 Merrimac Court, Prince Frederick, MD 20678 ~19.68 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
  • Midscale property
Days Inn & Suites Cambridge : 2917 Ocean Gateway 2917 Ocean Gateway, Cambridge, MD 21613 ~20.08 miles southeast of Sherwood
  • Includes a pool
  • Two-star Highway hotel
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
  • Midscale Suburban hotel
From$79
Very Good 4.5 /5Review Score CallBookMore Details
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~20.26 miles northwest of Sherwood
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Affordable Suburban hotel
Annapolis Courtyard by Marriott in Annapolis 2559 Riva Rd., Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • With a pool!
  • Three Star Downtown property
Hilton Garden Inn Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • Pool available: 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
  • 3-star hotel
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~20.51 miles northwest of Sherwood
  • Pool in hotel: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Mid-scale Suburban property
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~20.68 miles northwest of Sherwood
  • 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.
  • Moderately clean pool area
  • About half of guests thought the pool was clean
  • Midscale Suburban property
From$109
Average 3.5 /5Reviews CallBookMore Details
Country Inn & Suites 2600 Housley Rd., Annapolis, MD 21401 ~21.13 miles northwest of Sherwood
  • Has swimming pool
  • My kids loved the pool
  • Midscale Suburban property
From$75
Very Good 4.0 /5Read Reviews CallBookMore Details
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