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 & SuitesHoliday Inn Express & Suites
+1-800-230-4134
$87+

150 Scheeler Rd., Chestertown, MD 21620
  • Includes a pool: Indoor heated pool. Open 8am-10pm
  • 3 star Suburban property
Exterior of Best Western Kent Narrows InnBest Western Kent Narrows Inn : 3101 Main St.
+1-800-997-5148
$75+

3101 Main St., Grasonville, MD 21638
  • Pool details: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Cheap Resort hotel
~19.10 Miles from Chestertown
Exterior of Hilton Garden Inn Kent IslandHilton Garden Inn Kent Island - Grasonville
+1-800-997-5149
$164+

3206 Main St., Grasonville, MD 21638
  • Has swimming pool: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront hotel
~19.11 Miles from Chestertown
Image of Wingate by WyhdhamWingate by Wyhdham
+1-800-230-4134
$75+

1326 Policy Dr., Belcamp, MD 21017
  • Pool details: Indoor Heated Pool. Open from 8am - 10pm daily.
  • Midscale Suburban hotel
~20.98 Miles from Chestertown
Photo of Sleep Inn & SuitesSleep Inn & Suites : 1807 Edgewood Rd.
+1-800-997-5148
$65+

1807 Edgewood Rd., Edgewood, MD 21040
  • Our hotel comes with a pool
  • Economy Suburban hotel
~21.07 Miles from Chestertown
Photo of Comfort Inn & Suites Aberdeen Proving Grounds AreaComfort Inn & Suites Aberdeen Proving Grounds Area
+1-800-997-5149
$60+

2112a Emmorton Park Rd., Edgewood, MD 21040
  • Pool details: Hotel features an indoor pool
  • Economy Suburban property
~21.27 Miles from Chestertown
Image of Homewood Suites by HiltonHomewood Suites by Hilton
+1-800-230-4134
$129+

4170 Philadelphia Rd., Bel Air, MD 21015
  • We have a pool ready for use
  • 3 star Suburban hotel
~21.28 Miles from Chestertown
Photo of Springhill Suites by Marriott Edgewood AberdeenSpringhill Suites by Marriott Edgewood Aberdeen : 1420 Handlir Dr.
+1-800-997-5148
$99+

1420 Handlir Dr., Bel Air, MD 21015
  • We have a pool
  • 3-star Highway hotel
~21.29 Miles from Chestertown
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 : 1435 Handlir Dr.
+1-800-997-5149
$80+

1435 Handlir Dr., Bel Air, MD 21015
  • Includes a pool: Outdoor Pool, open Memorial Day - Labor Day
  • Three Star Rural property
~21.31 Miles from Chestertown
Hampton Inn & Suites Edgewood / Aberdeen South
+1-800-230-4134
$89+

2110 Emmorton Park Rd., Edgewood, MD 21040
  • Has swimming pool: Indoor Pool available 6AM to 10PM
  • Midscale Suburban property
~21.37 Miles from Chestertown
Holiday Inn Express Aberdeen in Aberdeen
+1-800-997-5148
$109+

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.
  • Affordable Highway property
~22.54 Miles from Chestertown
La Quinta Inn Aberdeen Md
+1-800-997-5149
$69+

793 West Bel Air Ave., Aberdeen, MD 21001
  • Our hotel comes with a pool
  • Economical Rural hotel
~22.67 Miles from Chestertown
Merit Hotel & Suites Aberdeen
+1-800-230-4134
$52+

980 Hospitality Way, Aberdeen, MD 21001
  • Has swimming pool: Seasonal
  • 3-star Highway hotel
~22.70 Miles from Chestertown
Travelodge Hotel
+1-800-997-5148
$41+

820 West Bel Air Ave., Aberdeen, MD 21001
  • Pool available: Seasonal Outdoor PoolMay to September
  • Low-priced Downtown hotel
~22.70 Miles from Chestertown
Hampton Inn
+1-800-997-5149
$119+

8225 Town Center Dr., Baltimore, MD 21236
  • Pool in hotel: 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 : 8825 Yellow Brick Rd.
+1-800-230-4134
$73+

8825 Yellow Brick Rd., Baltimore, MD 21237
  • Has swimming pool
  • Mid-scale Suburban hotel
~23.92 Miles from Chestertown
Fairfield Inn & Suites
+1-800-997-5148
$71+

8477 Cordon Way, Baltimore, MD 21236
  • We have a pool ready for use
  • Mid-scale Suburban hotel
~23.94 Miles from Chestertown
La Quinta Inn & Suites Baltimore North
+1-800-997-5149
$65+

4 Philadelphia Court, Baltimore, MD 21237
  • Includes a pool: Outdoor Pool open Memorial Day weekend through Labor Day weekend.
  • Affordable Suburban property
~24.40 Miles from Chestertown
Best Western Plus Hotel & Conference Center - Baltimore
+1-800-230-4134
$69+

5625 O'donnell St., Baltimore, MD 21224
  • Pool in hotel: Indoor heated pool with lifeguard on duty. Open 10 am - 10 pm, weekly.
  • Affordable Highway property
~26.14 Miles from Chestertown
Hilton Garden Inn Dover : 1706 North Dupont Highway
+1-800-997-5148
$89+

1706 North Dupont Highway, Dover, DE 19901
  • Pool in hotel
  • Midscale Suburban hotel
~27.43 Miles from Chestertown
Hampton Inn Dover
+1-800-997-5149
$50+

1568 North Dupont Highway, Dover, DE 19901
  • We have a pool ready for use
  • Low-priced Suburban property
~27.65 Miles from Chestertown
Harbourtowne Golf Resort : 9784 Martingham Dr.
+1-800-230-4134
$99+

9784 Martingham Dr., Saint Michaels, MD 21663
  • Has swimming pool: Memorial day to Labor day.Outdoor
  • Midscale Riverfront hotel
~28.37 Miles from Chestertown
The Westin Annapolis in Annapolis
+1-800-997-5148
$99+

100 Westgate Cir, Annapolis, MD 21401
  • Pool in hotel: indoor pool. lifeguard on duty. hours vary based upon season
  • Expensive Downtown hotel
~28.48 Miles from Chestertown
Comfort Inn & Suites : 764 Dover Leipsic Rd.
+1-800-997-5149
$85+

764 Dover Leipsic Rd., Dover, DE 19901
  • With a pool!
  • 3-star Suburban hotel
~28.83 Miles from Chestertown
Exterior of Hyatt Place Baltimore Inner Harbor EastHyatt Place Baltimore Inner Harbor East
+1-800-230-4134
$85+

511 South Central Ave., Baltimore, MD 21202
  • Pool available: Outdoor Pool - open from Memorial Day to Labor Day
  • Three Star Downtown hotel
~28.92 Miles from Chestertown



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