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Chestertown Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Chestertown Md in Chestertown 150 Scheeler Rd., Chestertown, MD 21620
  • Has swimming pool: Indoor heated pool. Open 8am-10pm
  • Mid-scale Suburban property
From$115
Very Good 4.0 /5 Reviews Call
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~19.10 miles southwest of Chestertown
  • Pool available: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Cheap Resort hotel
From$80
Average 3.5 /5 Read Reviews Call
Hilton Garden Inn Kent Island : 3206 Main St. 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Pool details: Indoor pool open daily 6 AM-10PM
  • 3 star Riverfront hotel
From$137
Very Good 4.5 /5 Reviews Call
Home2 Suites by Hilton Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pool available: Indor Saline Pool Open Daily 9am - 10pm
  • Three Star Suburban hotel
From$99
Very Good 4.5 /5 Hotel Reviews Call
Wingate by Wyndham : 1326 Poilicy Dr. 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Pool available: Indoor Heated Pool. Open from 8am - 10pm daily.
  • Affordable Suburban property
From$60
Average 3.5 /5 Guest Reviews Call
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • Has a pool!
  • Low priced Suburban hotel
From$65
Very Good 4.0 /5 Review Score Call
Motel 6 Edgewood : 1709 Edgewood Rd. 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Our hotel comes with a pool
  • Economical Highway hotel
Holiday Inn Express 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • We have a pool
  • Midscale Suburban property
From$119
Very Good 4.0 /5 Latest Reviews Call
Comfort Inn & Suites Edgewood Aberdeen Bel Air 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Pool available: Indoor Heated Open Daily 6AM-10PM
  • Two-star Suburban property
From$57
Very Good 4.0 /5 Review Score Call
Homewood Suites by Hilton
+1-800-997-5148
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Pool in hotel
  • Three Star Suburban property
From$159
Very Good 4.5 /5 Hotel Reviews Call
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • We have a pool
  • Three Star Highway hotel
From$99
Very Good 4.0 /5 Read Reviews Call
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Has swimming pool: Outdoor Pool, open Memorial Day - Labor Day
  • 3-star Rural hotel
From$75
Very Good 4.5 /5 Guest Reviews Call
Travelodge Hotel
+1-800-881-1523
820 West Bel Air Ave., Aberdeen, MD 21001 ~22.70 miles north of Chestertown
  • Pool details: Seasonal Outdoor Pool May to September
  • 2-star Downtown property
From$48
Average 3.0 /5 Recent Reviews Call
Comfort Inn & Suites Aberdeen in Aberdeen 980 Hospitality Way, Aberdeen, MD 21001 ~22.79 miles north of Chestertown
  • Has swimming pool: Seasonal Outdoor Pool
  • Midscale Highway property
From$69
Very Good 4.0 /5 Review Score Call
Courtyard Aberdeen at Ripken Stadium 830 Long Dr., Aberdeen, MD 21001 ~23.22 miles north of Chestertown
  • Pool available: Indoor Pool
  • 3-star Suburban hotel
From$95
Very Good 4.0 /5 Reviews Call
Hampton Inn 8225 Town Center Dr., Nottingham, MD 21236 ~23.80 miles west of Chestertown
  • Pool in hotel: Outdoor Heated Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with gas grill available for guests to use.
  • 3 star Downtown property
From$102
Very Good 4.5 /5 Latest Reviews Call
Residence Inn Baltimore White Marsh in White Marsh 4980 Mercantile Rd., White Marsh, MD 21236 ~23.88 miles west of Chestertown
  • Includes a swimming pool
  • Mid-scale Suburban property
From$103
Very Good 4.0 /5 Guest Reviews Call
Country Inn & Suites Baltimore North : 8825 Yellow Brick Rd. 8825 Yellow Brick Rd., Baltimore, MD 21237 ~23.92 miles west of Chestertown
  • Pool in hotel
  • Three Star Suburban hotel
From$149
Very Good 4.0 /5 Reviews Call
Fairfield Inn & Suites : 8477 Cordon Way 8477 Cordon Way, Baltimore, MD 21236 ~23.94 miles west of Chestertown
  • Pool in hotel
  • Mid-scale Suburban property
From$84
Very Good 4.0 /5 Guest Reviews Call
La Quinta Inn & Suites Baltimore North 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 hotel
From$65
Average 3.5 /5 Latest Reviews Call
Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629 ~25.41 miles southeast of Chestertown
  • Pool in hotel
  • Midscale Highway property
From$70
Very Good 4.0 /5 Read Reviews Call
Best Western Plus Hotel & Conference Center : 5625 O'donnell St. 5625 O'donnell St., Baltimore, MD 21224 ~26.14 miles west of Chestertown
  • Pool available: Indoor heated pool with lifeguard on duty. Open 10 am - 10 pm, weekly.
  • 3 star Highway hotel
From$78
Very Good 4.0 /5 Guest Reviews Call
Hilton Garden Inn Dover - Dover 1706 North Dupont Highway, Dover, DE 19901 ~27.43 miles east of Chestertown
  • We have a pool ready for use
  • Mid-scale Suburban hotel
From$79
Very Good 4.5 /5 Review Score Call
Hampton Inn Dover 1568 North Dupont Highway, Dover, DE 19901 ~27.65 miles east of Chestertown
  • Pool in hotel
  • Low priced Suburban hotel
From$65
Very Good 4.0 /5 Latest Reviews Call
Harbourtowne Golf Resort & Conference Center 9784 Martingham Dr., Saint Michaels, MD 21663 ~28.37 miles south of Chestertown
  • Pool available: May - September Olympic Size Outdoor Pool with Lifeguard
  • Three Star Riverfront hotel
From$99
Average 3.5 /5 Recent Reviews Call
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