Star Rating
Hotel Name
Price Range (USD)to
Amenities

Eastern Chesapeake Shore Hotels with Outdoor or Indoor Pools

Sleep Inn Grasonville : 101 Vfw Ave.
+1-888-690-5247
101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • Has swimming pool
  • Economy Resort hotel
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601 ~11.02 miles south of Eastern Chesapeake Shore
  • Pool details: Indoor swimming pool & hot tub
  • Three Star Rural hotel
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • Pool details: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Mid-scale Rural hotel
Quality Inn Easton 8523 Ocean Gateway, Easton, MD 21601 ~11.37 miles south of Eastern Chesapeake Shore
  • Includes a pool: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Inexpensive Rural hotel
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Pool available: Indoor pool open daily 6 AM-10PM
  • Midscale Riverfront hotel
From$134
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638 ~12.13 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Low priced Resort property
Hampton Inn 8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • Pool in hotel: Pool Hours 6am to 10pm
  • 2-star Downtown hotel
From$115
Very Good 4.5 /5Review Score CallBookMore Details
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~15.74 miles southwest of Eastern Chesapeake Shore
  • Pool available: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Midscale Resort hotel
The Inn at Perry Cabin
+1-888-305-3366
308 Watkins Lane, St. Michael's, MD 21663 ~15.78 miles southwest of Eastern Chesapeake Shore
  • Includes a pool
  • Luxury 5-star Resort hotel
From$150
Very Good 4.5 /5Review Score CallBookMore Details
Historic Kent Manor Inn : 500 Kent Manor Dr. 500 Kent Manor Dr., Stevensville, MD 21666 ~16.21 miles west of Eastern Chesapeake Shore
  • Includes a pool
  • High-end Riverfront property
From$190
Very Good 4.5 /5Guest Reviews CallBookMore Details
Holiday Inn Express & Suites Chestertown Md - Chestertown 150 Scheeler Rd., Chestertown, MD 21620 ~19.75 miles north of Eastern Chesapeake Shore
  • Has swimming pool: Indoor heated pool. Open 8am-10pm
  • Affordable Suburban property
Harrison's Chesapeake House : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Pool available: Memorial Day thru Labor Day outside pool25000 gallons
  • Affordable Riverfront property
Holiday Inn Express & Suites - Harrington 17271 South Dupont Highway, Harrington, DE 19952 ~24.31 miles east of Eastern Chesapeake Shore
  • Includes a pool: We have an outdoor pool the hrs are 9a-9p
  • 3 star property
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~26.17 miles west of Eastern Chesapeake Shore
  • 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 hotel
From$115
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613 ~26.47 miles south of Eastern Chesapeake Shore
  • We have a pool ready for use
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • 4-star property
From$149
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Express Cambridge Md 2715 Ocean Gateway, Cambridge, MD 21613 ~26.82 miles south of Eastern Chesapeake Shore
  • Has swimming pool
  • 3-star Rural property
Days Inn & Suites Cambridge - Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~27.07 miles south of Eastern Chesapeake Shore
  • With a pool!
  • Cheap Highway property
Crowne Plaza 173 Jennifer Rd., Annapolis, MD 21401 ~28.23 miles west of Eastern Chesapeake Shore
  • Pool in hotel: 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.
  • High end Suburban property
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Pool available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3-star Suburban property
Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Mid-scale Suburban hotel
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Pool details: 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
  • 3 star Suburban hotel
From$82
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Garden Inn Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~28.85 miles west of Eastern Chesapeake Shore
  • Has swimming 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
  • Affordable property
Country Inn & Suites 2600 Housley Rd., Annapolis, MD 21401 ~29.00 miles west of Eastern Chesapeake Shore
  • With a pool!
  • My kids loved the pool
  • Affordable Suburban property
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Hilton Garden Inn Dover 1706 North Dupont Highway, Dover, DE 19901 ~30.35 miles northeast of Eastern Chesapeake Shore
  • Pool in hotel: Indoor pool and hot tub open daily 6am-10pm
  • Mid-scale Suburban property
Comfort Suites 1654 North Dupont Highway, Dover, DE 19901 ~30.41 miles northeast of Eastern Chesapeake Shore
  • Pool in hotel
  • Affordable Suburban property
 [1 - 25 of 50]    
Next: Show All Available Eastern Chesapeake Shore Hotels with Pricing
Back to Top