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

Exterior of Holiday Inn Express & Suites Holiday Inn Express & Suites in Chestertown
+1-800-230-4134Check Rates
150 Scheeler Rd., Chestertown, MD 21620
  • Has swimming pool: Indoor heated pool. Open 8am-10pm
  • Affordable Suburban hotel
Image of Best Western Kent Narrows Inn Best Western Kent Narrows Inn
+1-800-997-5148Check Rates
3101 Main St., Grasonville, MD 21638
  • Has swimming pool: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Midscale Resort hotel
~19.10 Miles from Chestertown
Photo of Hilton Garden Inn Kent Island Hilton Garden Inn Kent Island - Grasonville
+1-800-997-5149Check Rates
3206 Main St., Grasonville, MD 21638
  • Pool in hotel: Indoor pool open daily 6 AM-10PM
  • 3-star Riverfront property
~19.11 Miles from Chestertown
Image of Wingate by Wyhdham Wingate by Wyhdham
+1-800-230-4134Check Rates
1326 Policy Dr., Belcamp, MD 21017
  • Includes a pool: Indoor Heated Pool. Open from 8am - 10pm daily.
  • 3-star Suburban property
~20.98 Miles from Chestertown
Photo of Sleep Inn & Suites Sleep Inn & Suites in Edgewood
+1-800-997-5148Check Rates
1807 Edgewood Rd., Edgewood, MD 21040
  • We have a pool ready for use
  • Cheap Suburban property
~21.07 Miles from Chestertown
Image of Comfort Inn & Suites Aberdeen Proving Grounds Area Comfort Inn & Suites Aberdeen Proving Grounds Area - Edgewood
+1-800-997-5149Check Rates
2112a Emmorton Park Rd., Edgewood, MD 21040
  • Has swimming pool: Hotel features an indoor pool
  • Inexpensive Suburban property
~21.27 Miles from Chestertown
Photo of Homewood Suites by Hilton Homewood Suites by Hilton - Bel Air
+1-800-230-4134Check Rates
4170 Philadelphia Rd., Bel Air, MD 21015
  • Includes a swimming pool
  • Affordable Suburban property
~21.28 Miles from Chestertown
Image of Springhill Suites by Marriott Edgewood Aberdeen Springhill Suites by Marriott Edgewood Aberdeen - Bel Air
+1-800-997-5148Check Rates
1420 Handlir Dr., Bel Air, MD 21015
  • We have a pool
  • 3-star Highway property
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 - Bel Air
+1-800-997-5149Check Rates
1435 Handlir Dr., Bel Air, MD 21015
  • Has swimming pool
  • 3 star Rural hotel
~21.31 Miles from Chestertown
Hampton Inn & Suites Edgewood / Aberdeen South : 2110 Emmorton Park Rd.
+1-800-230-4134Check Rates
2110 Emmorton Park Rd., Edgewood, MD 21040
  • Includes a swimming pool
  • Three Star Suburban property
~21.37 Miles from Chestertown
Holiday Inn Express Aberdeen
+1-800-997-5148Check 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
+1-800-997-5149Check Rates
793 West Bel Air Ave., Aberdeen, MD 21001
  • We have a pool ready for use
  • Low Cost Rural property
~22.67 Miles from Chestertown
Clarion Aberdeen
+1-800-230-4134Check Rates
980 Hospitality Way, Aberdeen, MD 21001
  • With a pool!
  • Mid-scale Highway property
~22.70 Miles from Chestertown
Travelodge Hotel
+1-800-997-5148Check Rates
820 West Bel Air Ave., Aberdeen, MD 21001
  • Pool available: Seasonal Outdoor Pool May to September
  • Economy Downtown property
~22.70 Miles from Chestertown
Home2 Suites by Hilton Baltimore / White Marsh - White Marsh
+1-800-997-5149Check Rates
10465 Philadelphia Rd., White Marsh, MD 21162
  • Pool in hotel: 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.
  • Affordable Suburban hotel
~23.00 Miles from Chestertown
Hampton Inn in Baltimore
+1-800-230-4134Check 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.
  • Mid-scale Downtown property
~23.91 Miles from Chestertown
Country Inn & Suites Baltimore North
+1-800-997-5148Check Rates
8825 Yellow Brick Rd., Baltimore, MD 21237
  • Has a pool!
  • Mid-scale Suburban hotel
~23.92 Miles from Chestertown
Fairfield Inn & Suites : 8477 Cordon Way
+1-800-997-5149Check Rates
8477 Cordon Way, Baltimore, MD 21236
  • Has swimming pool
  • 3 star Suburban hotel
~23.94 Miles from Chestertown
La Quinta Inn & Suites Baltimore North - Baltimore
+1-800-230-4134Check 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 Plus Hotel & Conference Center
+1-800-997-5148Check Rates
5625 O'donnell St., Baltimore, MD 21224
  • Pool details: Indoor heated pool with lifeguard on duty. Open 10 am - 10 pm, weekly.
  • 3 star Highway hotel
~26.14 Miles from Chestertown
Hilton Garden Inn Dover - Dover
+1-800-997-5149Check Rates
1706 North Dupont Highway, Dover, DE 19901
  • With a pool!
  • 3-star Suburban hotel
~27.43 Miles from Chestertown
Hampton Inn Dover
+1-800-230-4134Check Rates
1568 North Dupont Highway, Dover, DE 19901
  • Has swimming pool
  • Cheap Suburban property
~27.65 Miles from Chestertown
Harbourtowne Golf Resort in Saint Michaels
+1-800-997-5148Check Rates
9784 Martingham Dr., Saint Michaels, MD 21663
  • Has swimming pool: Memorial day to Labor day. Outdoor
  • Mid-scale Riverfront property
~28.37 Miles from Chestertown
The Westin Annapolis - Annapolis
+1-800-997-5149Check Rates
100 Westgate Cir, Annapolis, MD 21401
  • Includes a swimming pool
  • 4-star Downtown hotel
~28.48 Miles from Chestertown
Comfort Inn & Suites in Dover
+1-800-230-4134Check Rates
764 Dover Leipsic Rd., Dover, DE 19901
  • We have a pool ready for use
  • 3 star Suburban property
~28.83 Miles from Chestertown

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