Eastern Chesapeake Shore Hotels with Pools - Outdoor/Indoor Pools in Eastern Chesapeake Shore MD

Eastern Chesapeake Shore hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Eastern Chesapeake Shore, MD for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Eastern Chesapeake Shore Maryland hotel and motel rooms for children. Review the list of Eastern Chesapeake Shore hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

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Eastern Chesapeake Shore Hotels with Outdoor or Indoor Pools

Sleep Inn Grasonville
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14108275555
101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • Our hotel comes with a pool
  • Economical Resort hotel
More Photos Swimming pool at Sleep Inn Grasonville
From$69
Average 3.5 /5 Latest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14108227100
8708 Alicia Dr., Easton, MD 21601 ~11.02 miles south of Eastern Chesapeake Shore
  • Pool in hotel: Indoor swimming pool & hot tub
  • Affordable Rural hotel
More Photos Swimming pool at Best Western Plus Easton Inn & Suites
From$92
Excellent 5.0 /5 Reviews Call BookMore Details
Holiday Inn Express Easton
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14108196500
8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • Pool available: Indoor Pool & Whirlpool 9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Three Star Rural property
More Photos Photo of Holiday Inn Express Easton Pool
From$95
Very Good 4.5 /5 Reviews Call BookMore Details
Quality Inn Easton : 8523 Ocean Gateway
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14108208333
8523 Ocean Gateway, Easton, MD 21601 ~11.37 miles south of Eastern Chesapeake Shore
  • Pool available: 9:00am-9:00pm Outdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • 2 star Rural property
More Photos Photo of Quality Inn Easton Pool
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Annapolis East / Kent Island
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14108274454
1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.92 miles west of Eastern Chesapeake Shore
  • Has swimming pool
  • 3-star Rural hotel
More Photos Photo of Holiday Inn Express Annapolis East / Kent Island Pool
From$180
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Kent Island in Grasonville
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14108273877
3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Pool details: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront hotel
More Photos Pool image of Hilton Garden Inn Kent Island
From$134
Very Good 4.5 /5 Read Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14108276767
3101 Main St., Grasonville, MD 21638 ~12.13 miles west of Eastern Chesapeake Shore
  • Includes a pool: Indoor heated pool, sauna & jacuzzi open year around from 6am to 10pm.
  • Low priced Resort hotel
More Photos Photo of Best Western Kent Narrows Inn Pool
From$72
Average 3.5 /5 Read Reviews Call BookMore Details
Hampton Inn : 8058 Ocean Gateway
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14108222200
8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • Pool details: Pool Hours 6am to 10pm
  • 2 star Downtown hotel
More Photos Photo of Hampton Inn Pool
From$115
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Harbourtowne Golf Resort & Conference Center - Saint Michaels
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 18004469066
9784 Martingham Dr., Saint Michaels, MD 21663 ~14.42 miles southwest of Eastern Chesapeake Shore
  • Includes a pool: May - September Olympic Size Outdoor Pool with Lifeguard
  • Midscale Riverfront hotel
More Photos Swimming pool at Harbourtowne Golf Resort & Conference Center
From$105
Average 3.5 /5 Review Score Call BookMore Details
St. Michaels Inn - St. Michaels
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14107453333
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
  • 3 star Resort hotel
More Photos Swimming pool at St. Michaels Inn
From$60
Average 3.5 /5 Reviews Call BookMore Details
The Inn at Perry Cabin - St. Michael's
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863
308 Watkins Lane, St. Michael's, MD 21663 ~15.78 miles southwest of Eastern Chesapeake Shore
  • We have a pool ready for use
  • Luxurious 5-star Resort property
More Photos Swimming pool at The Inn at Perry Cabin
From$150
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Historic Kent Manor Inn
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14106437716
500 Kent Manor Dr., Stevensville, MD 21666 ~16.21 miles west of Eastern Chesapeake Shore
  • We have a pool ready for use
  • 4 star Riverfront property
More Photos Swimming pool at Historic Kent Manor Inn
From$190
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Chestertown Md
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14107780778
150 Scheeler Rd., Chestertown, MD 21620 ~19.75 miles north of Eastern Chesapeake Shore
  • Has swimming pool: Indoor heated pool. Open 8am-10pm
  • Three Star Suburban hotel
More Photos Pool image of Holiday Inn Express & Suites Chestertown Md
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Knapp's Narrows Marina & Inn in Tilghman Island
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14108862720
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.90 miles southwest of Eastern Chesapeake Shore
  • Has swimming pool
  • Luxurious Five Star Oceanfront property
More Photos hotel room
From$120
Call BookMore Details
Harrison's Chesapeake House
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14108862121
21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Pool details: Memorial Day thru Labor Day outside pool 25000 gallons
  • Affordable Riverfront property
More Photos hotel room
From$99
Call BookMore Details
Holiday Inn Express & Suites - Harrington
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 13023988800
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 hotel
More Photos Swimming pool at Holiday Inn Express & Suites
From$89
Very Good 4.5 /5 Guest Reviews Call BookMore Details
The Westin Annapolis : 100 Westgate Cir
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14109724300
100 Westgate Cir, Annapolis, MD 21401 ~26.17 miles west of Eastern Chesapeake Shore
  • Has swimming pool: 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
More Photos Pool image of The Westin Annapolis
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14109011234
100 Heron Blvd., Cambridge, MD 21613 ~26.47 miles south of Eastern Chesapeake Shore
  • With a pool!
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • Expensive hotel
More Photos Pool image of Hyatt Regency Chesapeake Bay
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Cambridge Md : 2715 Ocean Gateway
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14102219900
2715 Ocean Gateway, Cambridge, MD 21613 ~26.82 miles south of Eastern Chesapeake Shore
  • We have a pool ready for use
  • Affordable Rural property
More Photos Swimming pool at Holiday Inn Express Cambridge Md
From$108
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn & Suites Cambridge - Cambridge
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 4102284444
2917 Ocean Gateway, Cambridge, MD 21613 ~27.07 miles south of Eastern Chesapeake Shore
  • With a pool!
  • Economy Highway property
More Photos Pool image of Days Inn & Suites Cambridge
From$60
Average 3.5 /5 Review Score Call BookMore Details
Crowne Plaza
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14102663131
173 Jennifer Rd., Annapolis, MD 21401 ~28.23 miles west of Eastern Chesapeake Shore
  • Has swimming 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 6. Hours vary.
  • Four star Suburban property
More Photos hotel room
From$100
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14105710200
124 Womack Dr., Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Includes a pool: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3 star Suburban hotel
More Photos Photo of Hampton Inn & Suites Annapolis Pool
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Annapolis - Annapolis
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14102242800
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.
  • Affordable Suburban hotel
More Photos Pool image of Best Western Annapolis
From$89
Average 3.5 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis - Annapolis
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14433212500
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Pool details: Indoor Swimming Pool with Whirlpool Weekdays: 5pm-10pm Fridays: 3pm - 10pm Weekends: 10am - 10pm Summer: 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 property
More Photos Pool image of Springhill Suites by Marriott Annapolis
From$85
Very Good 4.5 /5 Review Score Call BookMore Details
Annapolis Residence Inn by Marriott
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14105730300
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.59 miles west of Eastern Chesapeake Shore
  • Includes a pool
  • Midscale Suburban hotel
More Photos Pool image of Annapolis Residence Inn by Marriott
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
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