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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Hotel Name
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Amenities

Eastern Chesapeake Shore Hotels with Outdoor or Indoor Pools

Sleep Inn Grasonville - 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: 1-410-827-5555
101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • Includes a pool
  • Inexpensive Resort hotel
More PhotosSwimming pool at Sleep Inn Grasonville
From$65
Average 3.5 /5Reviews CallBookMore Details
Holiday Inn Express 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: 1-410-819-6500
8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • Pool in hotel: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • 3 star Rural hotel
More Photos Photo of Holiday Inn Express Easton Pool
From$99
Very Good 4.5 /5Review Score CallBookMore Details
Quality Inn Easton in 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: 1-410-820-8333
8523 Ocean Gateway, Easton, MD 21601 ~11.37 miles south of Eastern Chesapeake Shore
  • Pool in hotel: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Low priced Rural hotel
More Photos Photo of Quality Inn Easton Pool
From$79
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Holiday Inn Express Annapolis East / Kent Island - Grasonville
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 1-410-827-4454
1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.92 miles west of Eastern Chesapeake Shore
  • With a pool!
  • Affordable Rural hotel
More Photos Photo of Holiday Inn Express Annapolis East / Kent Island Pool
From$180
Very Good 4.0 /5Hotel Reviews CallBookMore 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: 1-410-827-3877
3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Pool in hotel: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront property
More Photos Pool image of Hilton Garden Inn Kent Island
From$136
Very Good 4.5 /5Recent Reviews CallBookMore 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: 1-410-827-6767
3101 Main St., Grasonville, MD 21638 ~12.13 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Indoor heated pool, sauna & jacuzzi open year around from 6am to 10pm.
  • Two star Resort property
More Photos Photo of Best Western Kent Narrows Inn Pool
From$67
Average 3.5 /5Read Reviews CallBookMore Details
Hampton Inn - Easton
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-410-822-2200
8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • Has swimming pool: Pool Hours 6am to 10pm
  • Two star Downtown hotel
More Photos Photo of Hampton Inn Pool
From$109
Very Good 4.5 /5Latest Reviews CallBookMore 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: 1-410-745-3333
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 Pool image of St. Michaels Inn
From$67
Average 3.5 /5Recent Reviews CallBookMore Details
The Inn at Perry Cabin - St. Michael's
+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
  • Pool in hotel
  • Luxury 5 star Resort property
More Photos Pool image of The Inn at Perry Cabin
From$150
Very Good 4.5 /5Guest Reviews CallBookMore Details
Historic Kent Manor Inn : 500 Kent Manor Dr.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-410-643-7716
500 Kent Manor Dr., Stevensville, MD 21666 ~16.21 miles west of Eastern Chesapeake Shore
  • Includes a pool: Outdoor (seasonal pool) open 9 to 5
  • Four-star Riverfront property
More Photos Swimming pool at Historic Kent Manor Inn
From$225
Very Good 4.5 /5Reviews CallBookMore Details
Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd.
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 1-410-886-2720
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.90 miles southwest of Eastern Chesapeake Shore
  • With a pool!
  • Luxury 5 star Oceanfront property
More Photos hotel room
From$100
CallBookMore Details
Harrison's Chesapeake House
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 1-410-886-2121
21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Has swimming pool: Memorial Day thru Labor Day outside pool25000 gallons
  • Affordable Riverfront hotel
More Photos hotel room
From$99
CallBookMore Details
Holiday Inn Express & Suites
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 1-302-398-8800
17271 South Dupont Highway, Harrington, DE 19952 ~24.31 miles east of Eastern Chesapeake Shore
  • Pool available: We have an outdoor pool the hrs are 9a-9p
  • 3-star hotel
More Photos Pool image of Holiday Inn Express & Suites
From$79
Very Good 4.5 /5Recent Reviews CallBookMore 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: 1-410-972-4300
100 Westgate Cir, Annapolis, MD 21401 ~26.17 miles west of Eastern Chesapeake Shore
  • Pool available: 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
More Photos Pool image of The Westin Annapolis
From$139
Very Good 4.0 /5Review Score CallBookMore Details
Hyatt Regency Chesapeake Bay in Cambridge
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-410-901-1234
100 Heron Blvd., Cambridge, MD 21613 ~26.47 miles south of Eastern Chesapeake Shore
  • We have a pool
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • 4 star property
More Photos Photo of Hyatt Regency Chesapeake Bay Pool
From$159
Very Good 4.0 /5Latest Reviews CallBookMore Details
Crowne Plaza 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: 1-410-266-3131
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.
  • 4 star Suburban hotel
More Photos Swimming pool at Crowne Plaza
From$85
Average 3.5 /5Latest Reviews CallBookMore Details
Hampton Inn & Suites 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: 1-410-571-0200
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.
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn & Suites Annapolis Pool
From$75
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Best Western Annapolis in Annapolis
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 1-410-224-2800
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 Swimming pool at Best Western Annapolis
From$89
Average 3.5 /5Guest Reviews CallBookMore Details
Springhill Suites by Marriott 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: 1-443-321-2500
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Pool in hotel: Daily from 10:00am - 10:00pm (No lifeguard on duty)
  • Pool is below average
  • Pool should be renewed
  • Pool is small
  • Pool was very chilly
  • Pool water was very cold
  • 3 star Suburban hotel
More Photos Photo of Springhill Suites by Marriott Annapolis Pool
From$79
Very Good 4.5 /5Recent Reviews CallBookMore Details
Hilton Garden Inn Annapolis - 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: 1-410-266-9006
305 Harry South Truman, Annapolis, MD 21401 ~28.85 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
More Photos Swimming pool at Hilton Garden Inn Annapolis
From$81
Very Good 4.0 /5Guest Reviews CallBookMore Details
Country Inn & Suites
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-410-571-6700
2600 Housley Rd., Annapolis, MD 21401 ~29.00 miles west of Eastern Chesapeake Shore
  • Pool details: Indoor heated pool open Monday - Friday 5pm - 10pm and Saturday and Sunday 10am - 10pm
  • My kids loved the pool
  • Midscale Suburban hotel
More Photos Swimming pool at Country Inn & Suites
From$79
Very Good 4.0 /5Recent Reviews CallBookMore Details
Hilton Garden Inn Dover
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-302-674-3784
1706 North Dupont Highway, Dover, DE 19901 ~30.35 miles northeast of Eastern Chesapeake Shore
  • Pool available: Indoor pool and hot tub open daily 6am-10pm
  • Affordable Suburban hotel
More Photos Pool image of Hilton Garden Inn Dover
From$84
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Comfort Suites
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 1-302-736-1204
1654 North Dupont Highway, Dover, DE 19901 ~30.41 miles northeast of Eastern Chesapeake Shore
  • We have a pool
  • Mid-scale Suburban property
More Photos Photo of Comfort Suites Pool
From$72
Average 3.0 /5Reviews CallBookMore Details
Hampton Inn Dover : 1568 North Dupont Highway
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-302-736-3500
1568 North Dupont Highway, Dover, DE 19901 ~30.49 miles northeast of Eastern Chesapeake Shore
  • Includes a pool: Outdoor pool, open daily during summer season 8am-8pm
  • Low Cost Suburban property
More Photos Swimming pool at Hampton Inn Dover
From$69
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express Seaford Route 13 - Seaford
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 1-302-629-2000
24058 Sussex Highway, Seaford, DE 19973 ~30.55 miles southeast of Eastern Chesapeake Shore
  • Has swimming pool
  • Pool should be renewed
  • Horrible pool
  • No indoor pool
  • Pool is small
  • Pool closed
  • Midscale Rural property
More Photos Pool image of Holiday Inn Express Seaford Route 13
From$80
Average 3.5 /5Review Score CallBookMore Details
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