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 ~10.07 miles west of Eastern Chesapeake Shore
  • Our hotel comes with a pool
  • Low priced Resort hotel
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601 ~11.03 miles south of Eastern Chesapeake Shore
  • Pool details: Indoor swimming pool & hot tub
  • 3-star Rural hotel
Best Western Denton Inn - Denton 521 Fleetwood Rd., Denton, MD 21629 ~11.11 miles east of Eastern Chesapeake Shore
  • Includes a swimming pool
  • Mid-scale Highway hotel
  • Entertaining atmosphere
  • Fantastic service
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601 ~11.34 miles south of Eastern Chesapeake Shore
  • Has swimming pool: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Midscale Downtown property
Quality Inn Easton 8523 Ocean Gateway, Easton, MD 21601 ~11.39 miles south of Eastern Chesapeake Shore
  • Has swimming pool: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Low-priced Rural hotel
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~12.03 miles west of Eastern Chesapeake Shore
  • Includes a pool: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront hotel
From$124
Very Good 4.5 /5Read Reviews CallBookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~12.17 miles west of Eastern Chesapeake Shore
  • Pool in hotel: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Inexpensive Resort hotel
From$67
Average 3.5 /5Reviews CallBookMore Details
Hampton Inn in Easton 8058 Ocean Gateway, Easton, MD 21601 ~12.29 miles south of Eastern Chesapeake Shore
  • Pool available: Pool Hours 6am to 10pm
  • 2-star Downtown property
From$115
Very Good 4.5 /5Read Reviews CallBookMore Details
St. Michaels Inn - St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~15.77 miles southwest of Eastern Chesapeake Shore
  • Has swimming pool: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Midscale Resort property
The Inn at Perry Cabin : 308 Watkins Lane
+1-800-881-1523
308 Watkins Lane, St. Michael's, MD 21663 ~15.81 miles southwest of Eastern Chesapeake Shore
  • We have a pool
  • Four star Resort property
From$150
Very Good 4.5 /5Reviews CallBookMore Details
Historic Kent Manor Inn in Stevensville 500 Kent Manor Dr., Stevensville, MD 21666 ~16.23 miles west of Eastern Chesapeake Shore
  • With a pool!
  • Four star Riverfront property
From$200
Very Good 4.5 /5Review Score CallBookMore Details
Holiday Inn Express & Suites Chestertown Md 150 Scheeler Rd., Chestertown, MD 21620 ~19.78 miles north of Eastern Chesapeake Shore
  • Pool details: Indoor heated pool. Open 8am-10pm
  • 3 star Suburban property
Harrison's Chesapeake House - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.18 miles southwest of Eastern Chesapeake Shore
  • Has swimming pool: Memorial Day thru Labor Day outside pool25000 gallons
  • Inexpensive Riverfront property
Holiday Inn Express & Suites - Harrington 17271 South Dupont Highway, Harrington, DE 19952 ~24.35 miles east of Eastern Chesapeake Shore
  • Pool in hotel: We have an outdoor pool the hrs are 9a-9p
  • Mid-scale hotel
From$79
Very Good 4.5 /5Read Reviews CallBookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~26.20 miles west of Eastern Chesapeake Shore
  • 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
  • 4 star Downtown hotel
From$112
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hyatt Regency Chesapeake Bay - Cambridge 100 Heron Blvd., Cambridge, MD 21613 ~26.51 miles south of Eastern Chesapeake Shore
  • Pool in hotel
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • High-end property
From$149
Very Good 4.0 /5Latest Reviews CallBookMore Details
Holiday Inn Express Cambridge Md 2715 Ocean Gateway, Cambridge, MD 21613 ~26.86 miles south of Eastern Chesapeake Shore
  • Has swimming pool
  • 3-star Rural property
From$99
Very Good 4.0 /5Reviews CallBookMore Details
Days Inn & Suites Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~27.11 miles south of Eastern Chesapeake Shore
  • Includes a swimming pool
  • Cheap Highway hotel
Crowne Plaza in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 ~28.29 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 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
Best Western Annapolis : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401 ~28.51 miles west of Eastern Chesapeake Shore
  • Pool details: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • 3 star Suburban hotel
Hampton Inn & Suites Annapolis in Annapolis 124 Womack Dr., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • Pool details: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Three Star Suburban property
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.62 miles west of Eastern Chesapeake Shore
  • 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
  • Three Star Suburban property
Annapolis Courtyard by Marriott 2559 Riva Rd., Annapolis, MD 21401 ~28.74 miles west of Eastern Chesapeake Shore
  • With a pool!
  • 3 star Downtown property
Hilton Garden Inn Annapolis 305 Harry South Truman, Annapolis, MD 21401 ~28.89 miles west of Eastern Chesapeake Shore
  • Pool details: 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
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Country Inn & Suites : 2600 Housley Rd. 2600 Housley Rd., Annapolis, MD 21401 ~29.04 miles west of Eastern Chesapeake Shore
  • Includes a pool
  • My kids loved the pool
  • Affordable Suburban property
 [1 - 25 of 50]    
Next: Show All Available Eastern Chesapeake Shore Hotels with Pricing
Back to Top