Star Rating
Hotel Name
Price Range (USD)to
Amenities

Sherwood Hotels with Outdoor or Indoor Pools

Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd. 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~1.15 miles south of Sherwood
  • Has swimming pool
  • Luxury Five Star Oceanfront property
Harrison's Chesapeake House - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~2.84 miles south of Sherwood
  • We have a pool
  • Economical Riverfront property
The Inn at Perry Cabin : 308 Watkins Lane
+1-800-997-5148
308 Watkins Lane, St. Michael's, MD 21663 ~6.31 miles northeast of Sherwood
  • We have a pool
  • 4 star Resort property
From$245
Very Good 4.5 /5Review Score Call
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~6.53 miles east of Sherwood
  • Has a pool!
  • Three Star Resort hotel
Harbourtowne Golf Resort & Conference Center - Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663 ~7.61 miles northeast of Sherwood
  • Pool in hotel: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • 3-star Riverfront hotel
From$99
Average 3.5 /5Reviews Call
The Inn at Herrington Harbour in Rose Haven 7161 Lake Shore Dr., Rose Haven, MD 20714 ~11.52 miles west of Sherwood
  • Has a pool!
  • High-end Beach hotel
Chesapeake Beach Resort & Spa 4165 Mears Ave., Chesapeake Beach, MD 20732 ~11.55 miles west of Sherwood
  • We have a pool
  • Affordable Beach hotel
From$130
Very Good 4.0 /5Latest Reviews Call
Hampton Inn : 8058 Ocean Gateway 8058 Ocean Gateway, Easton, MD 21601 ~14.55 miles east of Sherwood
  • Has swimming pool: Pool Hours 6am to 10pm
  • Economy Downtown hotel
From$119
Very Good 4.5 /5Reviews Call
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 ~14.78 miles east of Sherwood
  • Pool available: Indoor Pool & Whirlpool9:00am-11:00pm
  • Affordable Downtown hotel
From$108
Very Good 4.5 /5Reviews Call
Comfort Inn Easton : 8523 Ocean Gateway 8523 Ocean Gateway, Easton, MD 21601 ~14.80 miles east of Sherwood
  • Pool available: 9:00am-9:00pmOutdoor Pool
  • Cheap Rural property
Best Western Plus Easton Inn : 8708 Alicia Dr. 8708 Alicia Dr., Easton, MD 21601 ~14.90 miles east of Sherwood
  • Pool details: Indoor swimming pool & hot tub
  • 3 star property
From$107
Excellent 5.0 /5Guest Reviews Call
Hilton Garden Inn Kent Island : 3206 Main St. 3206 Main St., Grasonville, MD 21638 ~16.58 miles north of Sherwood
  • Pool details: Indoor pool open daily 6 AM-10PM
  • Affordable Riverfront property
From$137
Very Good 4.5 /5Review Score Call
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~16.62 miles north of Sherwood
  • Pool available: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Economical Resort property
From$80
Average 3.5 /5Reviews Call
The Westin Annapolis : 100 Westgate Cir 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
  • High end Downtown hotel
From$130
Very Good 4.0 /5Latest Reviews Call
Holiday Inn Express Cambridge Md 2715 Ocean Gateway, Cambridge, MD 21613 ~19.13 miles southeast of Sherwood
  • With a pool!
  • 3-star Rural hotel
Hyatt Regency Chesapeake Bay - Cambridge
+1-800-230-4134
100 Heron Blvd., Cambridge, MD 21613 ~19.37 miles southeast of Sherwood
  • We have a pool
  • High-end hotel
From$219
Very Good 4.0 /5Reviews Call
Holiday Inn Express : 355 Merrimac Court
+1-800-997-5148
355 Merrimac Court, Prince Frederick, MD 20678 ~19.68 miles southwest of Sherwood
  • Pool available: Indoor PoolHolds 10,000 gallonsHours are 5am to 9pm
  • Mid-scale hotel
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~20.19 miles northwest of Sherwood
  • 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 ~20.26 miles northwest of Sherwood
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Midscale Suburban property
From$89
Very Good 4.0 /5Read Reviews Call
Annapolis Courtyard by Marriott 2559 Riva Rd., Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • Our hotel comes with a pool
  • Affordable Downtown hotel
From$79
Very Good 4.0 /5Reviews Call
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~20.46 miles northwest of Sherwood
  • Has swimming pool: We have an outdoor pool. We open it on Memorial Day and close it on Labor Day.
  • Affordable property
Best Western - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~20.58 miles northwest of Sherwood
  • Has swimming pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Affordable Suburban property
Crowne Plaza - Annapolis 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.
  • Expensive Suburban hotel
Country Inn & Suites 2600 Housley Rd., Annapolis, MD 21401 ~21.13 miles northwest of Sherwood
  • Has a pool!
  • Three Star Suburban hotel
From$75
Very Good 4.0 /5Reviews Call
Hampton Inn Bowie : 15202 Major Lansdale Blvd. 15202 Major Lansdale Blvd., Bowie, MD 20716 ~26.50 miles northwest of Sherwood
  • With a pool!
  • Midscale Downtown property
From$124
Very Good 4.0 /5Guest Reviews Call
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