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Chestertown Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Chestertown Md 150 Scheeler Rd., Chestertown, MD 21620
  • Pool available: Indoor heated pool. Open 8am-10pm
  • Three Star Suburban hotel
From$115
Very Good 4.0 /5Latest Reviews Call
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~19.10 miles southwest of Chestertown
  • Pool details: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Two star Resort property
From$74
Average 3.5 /5Reviews Call
Hilton Garden Inn Kent Island : 3206 Main St. 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Pool available: Indoor pool open daily 6 AM-10PM
  • Midscale Riverfront property
From$132
Very Good 4.5 /5Review Score Call
Home2 Suites by Hilton Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pool details: Indor Saline Pool Open Daily 9am - 10pm
  • Midscale Suburban property
From$99
Very Good 4.5 /5Review Score Call
Wingate by Wydham : 1326 Poilicy Dr. 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Pool in hotel: Indoor Heated Pool. Open from 8am - 10pm daily.
  • 3 star Suburban hotel
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • We have a pool
  • Inexpensive Suburban hotel
Comfort Inn & Suites Edgewood Aberdeen Bel Air 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Pool in hotel: Indoor Heated Open Daily 6AM-10PM
  • 2-star Suburban hotel
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-888-690-5281
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • We have a pool ready for use
  • Midscale Suburban hotel
From$124
Very Good 4.5 /5Latest Reviews Call
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • With a pool!
  • Midscale Highway hotel
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Includes a pool: Outdoor Pool, open Memorial Day - Labor Day
  • Affordable Rural hotel
Hampton Inn & Suites Edgewood / Aberdeen South 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.37 miles northwest of Chestertown
  • Has swimming pool: Indoor Pool available 6AM to 10PM
  • Affordable Suburban property
Holiday Inn Express Aberdeen 1007 Beards Hill Rd., Aberdeen, MD 21001 ~22.54 miles north of Chestertown
  • Pool details: 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
Travelodge Hotel
+1-800-881-1523
820 West Bel Air Ave., Aberdeen, MD 21001 ~22.70 miles north of Chestertown
  • Pool details: Seasonal Outdoor PoolMay to September
  • Economy Downtown property
Comfort Inn & Suites Aberdeen - Aberdeen 980 Hospitality Way, Aberdeen, MD 21001 ~22.79 miles north of Chestertown
  • Includes a pool: Seasonal Outdoor Pool
  • 3-star Highway hotel
Residence Inn Baltimore White Marsh
+1-888-690-5281
4980 Mercantile Rd., White Marsh, MD 21236 ~23.88 miles west of Chestertown
  • Our hotel comes with a pool
  • 3-star Suburban property
From$103
Very Good 4.0 /5Hotel Reviews Call
Hampton Inn : 8225 Town Center Dr. 8225 Town Center Dr., Baltimore, MD 21236 ~23.91 miles west of Chestertown
  • Pool available: Outdoor Heated Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with gas grill available for guests to use.
  • Three Star Downtown hotel
From$103
Very Good 4.5 /5Recent Reviews Call
Country Inn & Suites Baltimore North - Baltimore 8825 Yellow Brick Rd., Baltimore, MD 21237 ~23.92 miles west of Chestertown
  • Pool in hotel
  • 3-star Suburban property
From$149
Very Good 4.0 /5Read Reviews Call
Fairfield Inn & Suites in Baltimore 8477 Cordon Way, Baltimore, MD 21236 ~23.94 miles west of Chestertown
  • Pool in hotel
  • Affordable Suburban hotel
La Quinta Inn & Suites Baltimore North in Baltimore 4 Philadelphia Court, Baltimore, MD 21237 ~24.40 miles west of Chestertown
  • Pool in hotel: Outdoor Pool open Memorial Day weekend through Labor Day weekend.
  • Affordable Suburban property
Best Western Plus Hotel & Conference Center 5625 O'donnell St., Baltimore, MD 21224 ~26.14 miles west of Chestertown
  • Has swimming pool: Indoor heated pool with lifeguard on duty. Open 10 am - 10 pm, weekly.
  • Affordable Highway property
Hilton Garden Inn Dover 1706 North Dupont Highway, Dover, DE 19901 ~27.43 miles east of Chestertown
  • We have a pool ready for use
  • 3 star Suburban property
Hampton Inn Dover 1568 North Dupont Highway, Dover, DE 19901 ~27.65 miles east of Chestertown
  • Includes a pool
  • Two-star Suburban hotel
Harbourtowne Golf Resort & Conference Center : 9784 Martingham Dr. 9784 Martingham Dr., Saint Michaels, MD 21663 ~28.37 miles south of Chestertown
  • Pool details: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • Mid-scale Riverfront property
Dover Downs Hotel & Casino - Dover 1131 North Dupont Highway, Dover, DE 19901 ~28.41 miles east of Chestertown
  • Pool in hotel: Open Daily 7:00 AM to 10:00 PMIn-door Heated Pool
  • 4-star Resort hotel
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~28.48 miles southwest of Chestertown
  • Pool details: indoor pool. lifeguard on duty. hours vary based upon season
  • Expensive Downtown property
From$109
Very Good 4.0 /5Review Score Call
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