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 in Grasonville
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • We have a pool ready for use
  • Economy Resort hotel
More Photos Swimming pool at Sleep Inn Grasonville
From$60
Average 3.5 /5 Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - 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 Photo of Best Western Plus Easton Inn & Suites Pool
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
  • Includes a pool: Indoor Pool & Whirlpool 9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Affordable Downtown hotel
More Photos Swimming pool at Holiday Inn Express Easton
From$95
Very Good 4.5 /5 Review Score Call BookMore Details
Quality Inn Easton - Easton
+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
  • Has swimming pool: 9:00am-9:00pm Outdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Cheap Rural hotel
More Photos Photo of Quality Inn Easton Pool
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Kent Island - Grasonville
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14108273877
3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Includes a pool: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront hotel
More Photos Pool image of Hilton Garden Inn Kent Island
From$124
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Kent Narrows Inn 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: 14108276767
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.
  • Cheap Resort property
More Photos Pool image of Best Western Kent Narrows Inn
From$72
Average 3.5 /5 Review Score Call BookMore Details
Hampton Inn : 8058 Ocean Gateway
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 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
  • Cheap Downtown hotel
More Photos Photo of Hampton Inn Pool
From$115
Very Good 4.5 /5 Read Reviews Call BookMore Details
St. Michaels Inn in St. Michaels
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 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
  • Mid-scale Resort hotel
More Photos Swimming pool at St. Michaels Inn
From$55
Average 3.5 /5 Latest Reviews Call BookMore Details
The Inn at Perry Cabin
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
308 Watkins Lane, St. Michael's, MD 21663 ~15.78 miles southwest of Eastern Chesapeake Shore
  • Includes a swimming pool
  • Luxurious Five Star Resort property
More Photos Swimming pool at The Inn at Perry Cabin
From$150
Very Good 4.5 /5 Reviews Call BookMore Details
Historic Kent Manor Inn - Stevensville
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14106437716
500 Kent Manor Dr., Stevensville, MD 21666 ~16.21 miles west of Eastern Chesapeake Shore
  • Our hotel comes with a pool
  • Four star Riverfront hotel
More Photos Swimming pool at Historic Kent Manor Inn
From$190
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Chestertown Md - Chestertown
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14107780778
150 Scheeler Rd., Chestertown, MD 21620 ~19.75 miles north of Eastern Chesapeake Shore
  • Includes a pool: Indoor heated pool. Open 8am-10pm
  • 3 star Suburban property
More Photos Pool image of Holiday Inn Express & Suites Chestertown Md
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Harrison's Chesapeake House : 21551 Chesapeake House Dr.
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14108862121
21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Includes a pool: Memorial Day thru Labor Day outside pool 25000 gallons
  • Affordable Riverfront property
More Photos hotel room
From$55
Call BookMore Details
Holiday Inn Express & Suites : 17271 South Dupont Highway
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 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
  • Midscale hotel
More Photos Pool image of Holiday Inn Express & Suites
From$79
Very Good 4.5 /5 Review Score Call BookMore Details
The Westin Annapolis
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14109724300
100 Westgate Cir, Annapolis, MD 21401 ~26.17 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
  • High-end Downtown property
More Photos Pool image of The Westin Annapolis
From$112
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 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
  • 4-star hotel
More Photos Swimming pool at Hyatt Regency Chesapeake Bay
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge Md
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 14102219900
2715 Ocean Gateway, Cambridge, MD 21613 ~26.82 miles south of Eastern Chesapeake Shore
  • Includes a swimming pool
  • Three Star Rural property
More Photos Photo of Holiday Inn Express Cambridge Md Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites Cambridge
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 4102284444
2917 Ocean Gateway, Cambridge, MD 21613 ~27.07 miles south of Eastern Chesapeake Shore
  • We have a pool ready for use
  • Inexpensive Highway property
More Photos Pool image of Days Inn & Suites Cambridge
From$60
Average 3.5 /5 Review Score Call BookMore Details
Crowne Plaza
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 14102663131
173 Jennifer Rd., Annapolis, MD 21401 ~28.26 miles west of Eastern Chesapeake Shore
  • 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
  • Three Star Suburban property
More Photos Photo of Crowne Plaza Pool
From$109
Average 3.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 14105710200
124 Womack Dr., Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Pool details: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Annapolis
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Annapolis in Annapolis
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 14102242800
2520 Riva Rd., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • Pool details: Ourdoor Pool Open daily from Memorial Day to Labor Day.
  • Three Star Suburban property
More Photos Photo of Best Western Annapolis Pool
From$69
Average 3.5 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 14433212500
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Has swimming pool: 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
  • Affordable Suburban hotel
More Photos Pool image of Springhill Suites by Marriott Annapolis
From$79
Very Good 4.5 /5 Read Reviews Call BookMore Details
Annapolis Courtyard by Marriott : 2559 Riva Rd.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 14102661555
2559 Riva Rd., Annapolis, MD 21401 ~28.70 miles west of Eastern Chesapeake Shore
  • Has a pool!
  • 3 star Downtown hotel
More Photos Photo of Annapolis Courtyard by Marriott Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis in 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: 14102669006
305 Harry South Truman, Annapolis, MD 21401 ~28.85 miles west of Eastern Chesapeake Shore
  • Includes a 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
  • 3-star property
More Photos Swimming pool at Hilton Garden Inn Annapolis
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 14105716700
2600 Housley Rd., Annapolis, MD 21401 ~29.00 miles west of Eastern Chesapeake Shore
  • Includes a swimming pool
  • My kids loved the pool
  • 3 star Suburban property
More Photos Pool image of Country Inn & Suites
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Dover - Dover
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 13026743784
1706 North Dupont Highway, Dover, DE 19901 ~30.35 miles northeast of Eastern Chesapeake Shore
  • Includes a pool: Indoor pool and hot tub open daily 6am-10pm
  • Midscale Suburban hotel
More Photos Photo of Hilton Garden Inn Dover Pool
From$84
Very Good 4.5 /5 Review Score Call BookMore Details
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