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Chestertown Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Chestertown Md - Chestertown 150 Scheeler Rd., Chestertown, MD 21620
  • Pool available: Indoor heated pool. Open 8am-10pm
  • Three Star Suburban property
From$115
Very Good 4.0 /5Latest Reviews Call
Best Western Kent Narrows Inn 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.
  • Economical Resort hotel
From$80
Average 3.5 /5Reviews Call
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Pool available: Indoor pool open daily 6 AM-10PM
  • Midscale Riverfront hotel
From$137
Very Good 4.5 /5Hotel Reviews Call
Home2 Suites by Hilton Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pool in hotel: Indor Saline Pool Open Daily 9am - 10pm
  • 3 star Suburban hotel
From$99
Very Good 4.0 /5Read Reviews Call
Wingate by Wyndham 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 in Edgewood 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • With a pool!
  • Low-priced Suburban hotel
Motel 6 Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Pool in hotel
  • 2-star Highway property
Holiday Inn Express in Edgewood 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • We have a pool ready for use
  • Mid-scale Suburban property
From$119
Very Good 4.0 /5Read Reviews Call
Comfort Inn & Suites Edgewood Aberdeen Bel Air - Edgewood 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Pool available: Indoor Heated Open Daily 6AM-10PM
  • Cheap Suburban hotel
From$57
Very Good 4.5 /5Reviews Call
Homewood Suites by Hilton
+1-800-997-5148
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Our hotel comes with a pool
  • Affordable Suburban property
From$159
Very Good 4.5 /5Latest Reviews Call
Springhill Suites by Marriott Edgewood Aberdeen in Bel Air 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Pool in hotel
  • Three Star Highway hotel
From$99
Very Good 4.0 /5Review Score 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
  • Pool available: Outdoor Pool, open Memorial Day - Labor Day
  • Three Star Rural property
Travelodge Hotel
+1-800-881-1523
820 West Bel Air Ave., Aberdeen, MD 21001 ~22.70 miles north of Chestertown
  • Pool available: Seasonal Outdoor PoolMay to September
  • Two-star Downtown hotel
Comfort Inn & Suites Aberdeen : 980 Hospitality Way 980 Hospitality Way, Aberdeen, MD 21001 ~22.79 miles north of Chestertown
  • Pool details: Seasonal Outdoor Pool
  • 3-star Highway property
From$69
Very Good 4.0 /5Reviews Call
Courtyard Aberdeen at Ripken Stadium 830 Long Dr., Aberdeen, MD 21001 ~23.33 miles north of Chestertown
  • Pool in hotel: Indoor Pool
  • 3 star Suburban property
From$119
Very Good 4.0 /5Guest Reviews Call
Hampton Inn in Nottingham 8225 Town Center Dr., Nottingham, MD 21236 ~23.80 miles west of Chestertown
  • Has swimming pool: Outdoor Heated Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with gas grill available for guests to use.
  • Midscale Downtown hotel
From$102
Very Good 4.5 /5Recent Reviews Call
Residence Inn Baltimore White Marsh - White Marsh 4980 Mercantile Rd., White Marsh, MD 21236 ~23.88 miles west of Chestertown
  • Has a pool!
  • Three Star Suburban property
From$103
Very Good 4.0 /5Recent Reviews Call
Country Inn & Suites Baltimore North - Baltimore 8825 Yellow Brick Rd., Baltimore, MD 21237 ~23.92 miles west of Chestertown
  • Includes a swimming pool
  • Three Star Suburban hotel
From$149
Very Good 4.0 /5Recent Reviews Call
Fairfield Inn & Suites : 8477 Cordon Way 8477 Cordon Way, Baltimore, MD 21236 ~23.94 miles west of Chestertown
  • Pool in hotel
  • 3 star Suburban hotel
La Quinta Inn & Suites Baltimore North - Baltimore 4 Philadelphia Court, Baltimore, MD 21237 ~24.40 miles west of Chestertown
  • Pool details: Outdoor Pool open Memorial Day weekend through Labor Day weekend.
  • Affordable Suburban hotel
Best Western Denton Inn : 521 Fleetwood Rd. 521 Fleetwood Rd., Denton, MD 21629 ~25.41 miles southeast of Chestertown
  • Includes a pool
  • 3 star Highway hotel
From$70
Very Good 4.0 /5Reviews Call
Best Western Plus Hotel & Conference Center - Baltimore 5625 O'donnell St., Baltimore, MD 21224 ~26.14 miles west of Chestertown
  • Pool details: Indoor heated pool with lifeguard on duty. Open 10 am - 10 pm, weekly.
  • Three Star Highway property
Hilton Garden Inn Dover 1706 North Dupont Highway, Dover, DE 19901 ~27.43 miles east of Chestertown
  • Includes a pool: Indoor pool and hot tub open daily 6am-10pm
  • Midscale Suburban hotel
Hampton Inn Dover 1568 North Dupont Highway, Dover, DE 19901 ~27.65 miles east of Chestertown
  • Has a pool!
  • Economical Suburban hotel
From$65
Very Good 4.0 /5Reviews Call
Harbourtowne Golf Resort & Conference Center - Saint Michaels 9784 Martingham Dr., Saint Michaels, MD 21663 ~28.37 miles south of Chestertown
  • Pool details: May - SeptemberOlympic Size Outdoor Pool with Lifeguard
  • 3-star Riverfront hotel
From$99
Average 3.5 /5Reviews Call
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