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.

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

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
  • Has swimming pool
  • Economy Resort hotel
More PhotosSwimming pool at Sleep Inn Grasonville
From$60
Average 3.5 /5Latest Reviews CallBookMore Details
Best Western Plus Easton Inn & 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: 14108227100
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
More Photos Photo of Best Western Plus Easton Inn & Suites Pool
From$92
Excellent 5.0 /5Latest Reviews CallBookMore 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 details: Indoor Pool & Whirlpool9:00am-11:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Mid-scale Rural hotel
More Photos Pool image of Holiday Inn Express Easton
From$95
Very Good 4.5 /5Guest Reviews CallBookMore Details
Quality Inn 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
  • Includes a pool: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Inexpensive Rural hotel
More Photos Pool image of Quality Inn Easton
From$75
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hilton Garden Inn 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: 14108273877
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
More Photos Photo of Hilton Garden Inn Kent Island Pool
From$134
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Best Western Kent Narrows Inn - 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.
  • Low priced Resort property
More Photos Pool image of Best Western Kent Narrows Inn
From$72
Average 3.5 /5Read Reviews CallBookMore Details
Hampton Inn
+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 in hotel: Pool Hours 6am to 10pm
  • 2-star Downtown hotel
More Photos Photo of Hampton Inn Pool
From$115
Very Good 4.5 /5Review Score CallBookMore Details
St. Michaels Inn
+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
  • Midscale Resort hotel
More Photos Pool image of St. Michaels Inn
From$55
Average 3.5 /5Read Reviews CallBookMore 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 pool
  • Luxury 5-star Resort hotel
More Photos Swimming pool at The Inn at Perry Cabin
From$150
Very Good 4.5 /5Review Score 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: 14106437716
500 Kent Manor Dr., Stevensville, MD 21666 ~16.21 miles west of Eastern Chesapeake Shore
  • Includes a pool
  • High-end Riverfront property
More Photos Photo of Historic Kent Manor Inn Pool
From$190
Very Good 4.5 /5Guest Reviews CallBookMore 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
  • Has swimming pool: Indoor heated pool. Open 8am-10pm
  • Affordable Suburban property
More Photos Photo of Holiday Inn Express & Suites Chestertown Md Pool
From$95
Very Good 4.0 /5Latest Reviews CallBookMore 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
  • Pool available: Memorial Day thru Labor Day outside pool25000 gallons
  • Affordable Riverfront property
More Photos hotel room
From$55
CallBookMore Details
Holiday Inn Express & Suites - Harrington
+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
  • 3 star property
More Photos Photo of Holiday Inn Express & Suites Pool
From$79
Very Good 4.5 /5Hotel 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: 14109724300
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
More Photos Photo of The Westin Annapolis Pool
From$115
Very Good 4.0 /5Latest Reviews CallBookMore 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
  • We have a pool ready for use
  • Pool is good
  • Great pool
  • Great adults only pool
  • Stunning pools
  • Clean pool
  • 4-star property
More Photos Pool image of Hyatt Regency Chesapeake Bay
From$149
Very Good 4.0 /5Reviews CallBookMore 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
  • Has swimming pool
  • 3-star Rural property
More Photos Photo of Holiday Inn Express Cambridge Md Pool
From$99
Very Good 4.0 /5Latest Reviews CallBookMore Details
Days Inn & Suites Cambridge - 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
  • With a pool!
  • Cheap Highway property
More Photos Swimming pool at Days Inn & Suites Cambridge
From$60
Average 3.5 /5Review Score CallBookMore 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 ~28.23 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
More Photos hotel room
From$100
Average 3.5 /5Read Reviews CallBookMore Details
Hampton Inn & Suites 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 available: Outdoor Seasonal pool open from Memorial Day to Labor Day.
  • 3-star Suburban property
More Photos Swimming pool at Hampton Inn & Suites Annapolis
From$74
Very Good 4.0 /5Guest Reviews CallBookMore Details
Best Western 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: 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.
  • Mid-scale Suburban hotel
More Photos Photo of Best Western Annapolis Pool
From$69
Average 3.5 /5Recent Reviews CallBookMore 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
  • 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
More Photos Swimming pool at Springhill Suites by Marriott Annapolis
From$82
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Garden Inn 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: 14102669006
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
More Photos Photo of Hilton Garden Inn Annapolis Pool
From$89
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Country Inn & 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: 14105716700
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
More Photos Swimming pool at Country Inn & Suites
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Hilton Garden Inn Dover
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13026743784
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
More Photos Swimming pool at Hilton Garden Inn Dover
From$84
Very Good 4.5 /5Recent Reviews CallBookMore Details
Comfort Suites
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 3027361204
1654 North Dupont Highway, Dover, DE 19901 ~30.41 miles northeast of Eastern Chesapeake Shore
  • Pool in hotel
  • Affordable Suburban property
More Photos Swimming pool at Comfort Suites
From$76
Poor 2.5 /5Review Score CallBookMore Details
 [1 - 25 of 50]    
Next: Show All Available Eastern Chesapeake Shore Hotels with Pricing
Back to Top