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
+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 swimming pool
  • Low-priced Resort hotel
More PhotosSwimming pool at Sleep Inn Grasonville
From$65
Average 3.5 /5Recent 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: 1-410-822-7100
8708 Alicia Dr., Easton, MD 21601 ~11.02 miles south of Eastern Chesapeake Shore
  • Pool details: Indoor swimming pool & hot tub
  • Affordable Rural property
More Photos Photo of Best Western Plus Easton Inn & Suites Pool
From$88
Excellent 5.0 /5Review Score CallBookMore Details
Best Western Denton Inn
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-410-479-8400
521 Fleetwood Rd., Denton, MD 21629 ~11.09 miles east of Eastern Chesapeake Shore
  • We have a pool
  • Midscale Highway property
More Photos Pool image of Best Western Denton Inn
From$80
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Express 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: 1-410-819-6500
8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • Pool available: Indoor Pool & Whirlpool9:00am-10:00pm
  • Excellent pool
  • Great pool
  • Indoor pool was a lot of
  • Nice pool
  • Mid-scale Rural property
More Photos Pool image of Holiday Inn Express Easton
From$105
Very Good 4.5 /5Reviews CallBookMore Details
Quality Inn Easton
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 1-410-820-8333
8523 Ocean Gateway, Easton, MD 21601 ~11.37 miles south of Eastern Chesapeake Shore
  • Pool details: 9:00am-9:00pmOutdoor Pool
  • Excellent pool
  • Great pool
  • Pool was pleasant and refreshing
  • Pool was great
  • Economy Rural property
More Photos Pool image of Quality Inn Easton
From$75
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Express Annapolis East / Kent Island - 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: 1-410-827-4454
1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.92 miles west of Eastern Chesapeake Shore
  • We have a pool
  • Mid-scale Rural property
More Photos Pool image of Holiday Inn Express Annapolis East / Kent Island
From$180
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hilton Garden Inn Kent Island : 3206 Main St.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-410-827-3877
3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Indoor pool open daily 6 AM-10PM
  • Affordable Riverfront hotel
More Photos Photo of Hilton Garden Inn Kent Island Pool
From$136
Very Good 4.5 /5Review Score CallBookMore Details
Best Western Kent Narrows 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: 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.
  • Cheap Resort hotel
More Photos Pool image of Best Western Kent Narrows Inn
From$76
Average 3.5 /5Latest Reviews CallBookMore Details
Hampton Inn : 8058 Ocean Gateway
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 1-410-822-2200
8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • Includes a pool: Pool Hours 6am to 10pm
  • 2-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
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-410-745-3333
1228 South Talbot St., St. Michaels, MD 21663 ~15.74 miles southwest of Eastern Chesapeake Shore
  • Pool details: 8 am to 9 pm open seasonal
  • Great pool
  • Pool is good
  • Pool nice
  • Clean pool
  • Mid-scale Resort hotel
More Photos Photo of St. Michaels Inn Pool
From$72
Average 3.5 /5Reviews CallBookMore Details
The Inn at Perry Cabin
+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
  • Has a pool!
  • Luxurious Five Star Resort property
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.
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 1-410-643-7716
500 Kent Manor Dr., Stevensville, MD 21666 ~16.21 miles west of Eastern Chesapeake Shore
  • Includes a pool: Outdoor (seasonal pool)
  • High end Riverfront hotel
More Photos Pool image of Historic Kent Manor Inn
From$225
Very Good 4.5 /5Recent Reviews CallBookMore Details
Holiday Inn Expres & Suites in Chestertown
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 1-410-778-0778
150 Scheeler Rd., Chestertown, MD 21620 ~19.70 miles north of Eastern Chesapeake Shore
  • Pool available: Indoor heated pool. Open 8am-10pm
  • Mid-scale Suburban hotel
More Photos Photo of Holiday Inn Expres & Suites Pool
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-410-886-2720
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.90 miles southwest of Eastern Chesapeake Shore
  • With a pool!
  • Luxury Five Star Oceanfront hotel
More Photos hotel room
From$140
CallBookMore 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: 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
  • 3 star Riverfront property
More Photos hotel room
From$99
Very Good 4.5 /5Review Score CallBookMore Details
Holiday Inn Express & Suites in 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: 1-302-398-8800
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 Photo of Holiday Inn Express & Suites Pool
From$80
Very Good 4.5 /5Read Reviews CallBookMore Details
The Westin 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: 1-410-972-4300
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
  • Four star Downtown property
More Photos Photo of The Westin Annapolis Pool
From$139
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hyatt Regency Chesapeake Bay in Cambridge
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 1-410-901-1234
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 property
More Photos Pool image of Hyatt Regency Chesapeake Bay
From$159
Very Good 4.0 /5Recent Reviews CallBookMore Details
Crowne Plaza 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: 1-410-266-3131
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 Photo of Crowne Plaza Pool
From$85
Average 3.5 /5Latest Reviews CallBookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr.
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 1-410-571-0200
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.
  • Affordable Suburban property
More Photos Photo of Hampton Inn & Suites Annapolis Pool
From$75
Very Good 4.0 /5Latest Reviews CallBookMore Details
Best Western 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: 1-410-224-2800
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.
  • 3 star Suburban property
More Photos Photo of Best Western Annapolis Pool
From$89
Average 3.5 /5Reviews CallBookMore Details
Springhill Suites by Marriott Annapolis in 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: 1-443-321-2500
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Has swimming pool: Indoor Swimming Pool with Whirlpool Spa Tub and Outdoor Patio AreaDaily 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 property
More Photos Swimming pool at Springhill Suites by Marriott Annapolis
From$82
Very Good 4.5 /5Latest Reviews CallBookMore 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: 1-410-266-9006
305 Harry South Truman, Annapolis, MD 21401 ~28.85 miles west of Eastern Chesapeake Shore
  • Pool available: 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
  • Three Star property
More Photos Pool image of Hilton Garden Inn Annapolis
From$81
Very Good 4.0 /5Latest Reviews CallBookMore Details
Country 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: 1-410-571-6700
2600 Housley Rd., Annapolis, MD 21401 ~29.00 miles west of Eastern Chesapeake Shore
  • Includes a pool: Indoor heated pool open Monday - Friday 5pm - 10pm and Saturday and Sunday 10am - 10pm
  • My kids loved the pool
  • Midscale Suburban property
More Photos Swimming pool at Country Inn & Suites
From$85
Very Good 4.0 /5Review Score CallBookMore Details
Hilton Garden Inn Dover in 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: 1-302-674-3784
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
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Dover
From$84
Very Good 4.5 /5Guest Reviews CallBookMore Details
 [1 - 25 of 50]    
Next: Show All Available Eastern Chesapeake Shore Hotels with Pricing
Back to Top