Chestertown MD Hotels with Swimming Pools Maryland
Hotels with Pool

Chestertown Hotels with Pools - Outdoor/Indoor Pools in Chestertown MD

Chestertown 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 Chestertown, MD for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Chestertown Maryland hotel and motel rooms for children. Review the list of Chestertown hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Chestertown Hotels with Outdoor or Indoor Pools

Image of Holiday Inn Express & Suites Holiday Inn Express & Suites
+1-800-230-4134Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • Pool available: Indoor heated pool. Open 8am-10pm
  • Mid-scale Suburban property
Exterior of Holiday Inn Express Kent Island / Annapolis East Holiday Inn Express Kent Island / Annapolis East
+1-800-997-5148Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • We have a pool ready for use
  • Midscale Rural property
~18.94 Miles from Chestertown
Exterior of Best Western Kent Narrows Inn Best Western Kent Narrows Inn in Grasonville
+1-800-997-5149Check Rates
3101 Main St., Grasonville, MD 21638
  • Our hotel comes with a pool
  • Affordable Resort hotel
~19.10 Miles from Chestertown
Image of Hilton Garden Inn Kent Island Hilton Garden Inn Kent Island
+1-800-230-4134Check Rates
3206 Main St., Grasonville, MD 21638
  • Includes a swimming pool
  • Affordable Riverfront hotel
~19.11 Miles from Chestertown
Photo of Brand New Home2 Suites by Hilton Aberdeen Brand New Home2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Pool available: Indor Saline Pool
  • 3-star Suburban hotel
~20.61 Miles from Chestertown
Photo of Wingate by Wyndham Belcamp Aberdeen Wingate by Wyndham Belcamp Aberdeen - Belcamp
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Has swimming pool: Indoor Heated Pool. Open from 8am - 10pm daily.
  • Three Star Suburban property
~20.97 Miles from Chestertown
Image of Sleep Inn & Suites Sleep Inn & Suites in Edgewood
+1-800-230-4134Check Rates
1807 Edgewood Rd., Edgewood, MD 21040
  • Has swimming pool
  • Low priced Suburban hotel
~21.07 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area in Edgewood
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • Pool in hotel: Hotel features an indoor pool
  • Cheap Suburban hotel
~21.27 Miles from Chestertown
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • Includes a pool
  • 3-star Suburban hotel
~21.28 Miles from Chestertown
Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-230-4134Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • Has swimming pool
  • Midscale Highway property
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • With a pool!
  • 3 star Rural property
~21.31 Miles from Chestertown
Hampton Inn & Suites Edgewood / Aberdeen South
+1-800-997-5149Check Rates
2110 Emmorton Park Rd., Edgewood, MD 21040
  • Has swimming pool
  • Midscale Suburban hotel
~21.37 Miles from Chestertown
Holiday Inn Express Aberdeen
+1-800-230-4134Check Rates
1007 Beards Hill Rd., Aberdeen, MD 21001
  • Pool in hotel: Enjoy a relaxing "dip" in our indoor-heated pool. The pool is located on the first floor and is open daily from 8am-10pm.
  • Mid-scale Highway property
~22.54 Miles from Chestertown
La Quinta Inn Aberdeen Md in Aberdeen
+1-800-997-5148Check Rates
793 West Bel Air Ave., Aberdeen, MD 21001
  • We have a pool
  • Economical Rural property
~22.67 Miles from Chestertown
Clarion Aberdeen - Aberdeen
+1-800-997-5149Check Rates
980 Hospitality Way, Aberdeen, MD 21001
  • Pool in hotel
  • 3 star Highway property
~22.70 Miles from Chestertown
Home2 Suites Baltimore White Marsh in White Marsh
+1-800-230-4134Check Rates
10465 Philadelphia Rd., White Marsh, MD 21162
  • Includes a pool: Open 5pm-10pm Monday-Friday 10am-10pm on Saturday and Sunday. It is an indoor saline pool. Accessible lift available. Lifeguard on duty. Children must be accompanied by adult.
  • Mid-scale Suburban hotel
~23.03 Miles from Chestertown
Hampton Inn
+1-800-997-5148Check Rates
8225 Town Center Dr., Baltimore, MD 21236
  • Includes a pool: Outdoor Heated Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with gas grill available for guests to use.
  • 3 star Downtown hotel
~23.91 Miles from Chestertown
Country Inn & Suites Baltimore North - Baltimore
+1-800-997-5149Check Rates
8825 Yellow Brick Rd., Baltimore, MD 21237
  • Has swimming pool
  • 3 star Suburban hotel
~23.92 Miles from Chestertown
Fairfield Inn & Suites - Baltimore
+1-800-230-4134Check Rates
8477 Cordon Way, Baltimore, MD 21236
  • Has a pool!
  • Mid-scale Suburban hotel
~23.94 Miles from Chestertown
La Quinta Inn & Suites Baltimore North - Baltimore
+1-800-997-5148Check Rates
4 Philadelphia Court, Baltimore, MD 21237
  • Pool available: Outdoor Pool open Memorial Day weekend through Labor Day weekend.
  • Midscale Suburban hotel
~24.40 Miles from Chestertown
Best Western Denton Inn
+1-800-997-5149Check Rates
521 Fleetwood Rd., Denton, MD 21629
  • We have a pool ready for use
  • 3 star Highway property
~25.41 Miles from Chestertown
Best Western Smyrna Inn
+1-800-230-4134Check Rates
190 Stadium St., Smyrna, DE 19977
  • Pool available: outside pool for summer
  • 3-star Airport hotel
~25.91 Miles from Chestertown
Image of Best Western Plus Hotel & Conference Center Best Western Plus Hotel & Conference Center : 5625 O'donnell St.
+1-800-997-5148Check Rates
5625 O'donnell St., Baltimore, MD 21224
  • Pool available: 10am - 10pm / Weekly Indoor heated pool with lifeguard on duty.
  • Midscale Highway property
~26.14 Miles from Chestertown
Holiday Inn Express Hotel & Suites Dover in Dover
+1-800-997-5149Check Rates
1780 North Dupont Highway, Dover, DE 19901
  • Includes a pool
  • Mid-scale Suburban hotel
~27.40 Miles from Chestertown
Sleep Inn & Suites - Dover
+1-800-230-4134Check Rates
1784 North Dupont Highway, Dover, DE 19901
  • Pool in hotel
  • Low Cost Highway property
~27.40 Miles from Chestertown

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