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

Photo of Holiday Inn Express & SuitesHoliday Inn Express & Suites - Chestertown
+1-800-230-4134Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • Pool in hotel: Indoor heated pool. Open 8am-10pm
  • Three Star Suburban property
Exterior of Holiday Inn Express Kent Island / Annapolis EastHoliday Inn Express Kent Island / Annapolis East
+1-800-997-5148Check Rates
1020 Kent Narrows Rd., Grasonville, MD 21638
  • With a pool!
  • Mid-scale Rural property
~18.94 Miles from Chestertown
Photo of Best Western Kent Narrows InnBest Western Kent Narrows Inn
+1-800-997-5149Check Rates
3101 Main St., Grasonville, MD 21638
  • We have a pool
  • Mid-scale Resort property
~19.10 Miles from Chestertown
Photo of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island
+1-800-230-4134Check Rates
3206 Main St., Grasonville, MD 21638
  • We have a pool ready for use
  • 3-star Riverfront hotel
~19.11 Miles from Chestertown
Image of Brand New Home2 Suites by Hilton AberdeenBrand New Home2 Suites by Hilton Aberdeen
+1-800-997-5148Check Rates
20 Newton Rd., Aberdeen, MD 21001
  • Includes a pool: Indor Saline Pool
  • 3 star Suburban hotel
~20.61 Miles from Chestertown
Photo of Wingate by Wyndham Belcamp AberdeenWingate by Wyndham Belcamp Aberdeen
+1-800-997-5149Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Pool in hotel: Indoor Heated Pool. Open from 8am - 10pm daily.
  • Mid-scale Suburban property
~20.97 Miles from Chestertown
Exterior of Sleep Inn & SuitesSleep Inn & Suites in Edgewood
+1-800-230-4134Check Rates
1807 Edgewood Rd., Edgewood, MD 21040
  • Has swimming pool
  • 2 star Suburban property
~21.07 Miles from Chestertown
Exterior of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area : 2112a Emmorton Park Rd.
+1-800-997-5148Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • Includes a pool: Hotel features an indoor pool
  • Low Cost Suburban property
~21.27 Miles from Chestertown
Homewood Suites by Hilton in Bel Air
+1-800-997-5149Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • We have 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
  • Mid-scale Highway hotel
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95
+1-800-997-5148Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • Our hotel comes with a pool
  • Mid-scale Rural property
~21.31 Miles from Chestertown
Hampton Inn & Suites Edgewood / Aberdeen South : 2110 Emmorton Park Rd.
+1-800-997-5149Check Rates
2110 Emmorton Park Rd., Edgewood, MD 21040
  • With a pool!
  • Three Star Suburban property
~21.37 Miles from Chestertown
Holiday Inn Express Aberdeen in Aberdeen
+1-800-230-4134Check Rates
1007 Beards Hill Rd., Aberdeen, MD 21001
  • Has swimming pool: Enjoy a relaxing "dip" in our indoor-heated pool. The pool is located on the first floor and is open daily from 8am-10pm.
  • Midscale Highway property
~22.54 Miles from Chestertown
La Quinta Inn Aberdeen Md - Aberdeen
+1-800-997-5148Check Rates
793 West Bel Air Ave., Aberdeen, MD 21001
  • Has a pool!
  • Economy Rural hotel
~22.67 Miles from Chestertown
Clarion Aberdeen in Aberdeen
+1-800-997-5149Check Rates
980 Hospitality Way, Aberdeen, MD 21001
  • Has a pool!
  • Three Star Highway hotel
~22.70 Miles from Chestertown
Home2 Suites Baltimore White Marsh
+1-800-230-4134Check Rates
10465 Philadelphia Rd., White Marsh, MD 21162
  • Has swimming pool: Open 5pm-10pm Monday-Friday10am-10pm on Saturday and Sunday. It is an indoor saline pool. Accessible lift available. Lifeguard on duty. Children must be accompanied by adult.
  • Affordable Suburban property
~23.03 Miles from Chestertown
Hampton Inn
+1-800-997-5148Check Rates
8225 Town Center Dr., Baltimore, MD 21236
  • Pool details: Outdoor Heated Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with gas grill available for guests to use.
  • 3 star Downtown property
~23.91 Miles from Chestertown
Country Inn & Suites Baltimore North - Baltimore
+1-800-997-5149Check Rates
8825 Yellow Brick Rd., Baltimore, MD 21237
  • Our hotel comes with a pool
  • 3 star Suburban property
~23.92 Miles from Chestertown
Fairfield Inn & Suites
+1-800-230-4134Check Rates
8477 Cordon Way, Baltimore, MD 21236
  • With a pool!
  • 3-star Suburban hotel
~23.94 Miles from Chestertown
La Quinta Inn & Suites Baltimore North : 4 Philadelphia Court
+1-800-997-5148Check Rates
4 Philadelphia Court, Baltimore, MD 21237
  • Pool in hotel: Outdoor Pool open Memorial Day weekend through Labor Day weekend.
  • Midscale Suburban property
~24.40 Miles from Chestertown
Best Western Denton Inn : 521 Fleetwood Rd.
+1-800-997-5149Check Rates
521 Fleetwood Rd., Denton, MD 21629
  • With a pool!
  • Affordable Highway hotel
~25.41 Miles from Chestertown
Best Western Smyrna Inn
+1-800-230-4134Check Rates
190 Stadium St., Smyrna, DE 19977
  • Pool details: outside pool for summer
  • 3-star Airport hotel
~25.91 Miles from Chestertown
Photo of Best Western Plus Hotel & Conference CenterBest Western Plus Hotel & Conference Center
+1-800-997-5148Check Rates
5625 O'donnell St., Baltimore, MD 21224
  • Pool details: 10am - 10pm / WeeklyIndoor heated pool with lifeguard on duty.
  • Mid-scale Highway hotel
~26.14 Miles from Chestertown
Holiday Inn Express Hotel & Suites Dover
+1-800-997-5149Check Rates
1780 North Dupont Highway, Dover, DE 19901
  • We have a pool ready for use
  • 3-star Suburban hotel
~27.40 Miles from Chestertown
Sleep Inn & Suites : 1784 North Dupont Highway
+1-800-230-4134Check Rates
1784 North Dupont Highway, Dover, DE 19901
  • Pool in hotel
  • Low Cost Highway hotel
~27.40 Miles from Chestertown



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