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Chestertown Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Chestertown Md - Chestertown 150 Scheeler Rd., Chestertown, MD 21620
  • Includes a pool: Indoor heated pool. Open 8am-10pm
  • Affordable Suburban property
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sleep Inn Grasonville
+1-888-305-3366
101 Vfw Ave., Grasonville, MD 21638 ~18.57 miles southwest of Chestertown
  • We have a pool ready for use
  • Low-priced Resort property
From$60
Average 3.5 /5 Review Score Call BookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638 ~19.10 miles southwest of Chestertown
  • Pool in hotel: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Two-star Resort property
  • Fantastic service
  • The majority of guests complained about the bathroom
From$67
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Pool in hotel: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront property
  • Good restaurants & bars in the area
  • Spacious rooms
From$124
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Aberdeen : 20 Newton Rd. 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Includes a pool: Indor Saline Pool Open Daily 9am - 10pm
  • Three Star Suburban hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wingate by Wyndham 1326 Poilicy Dr., Belcamp, MD 21017 ~20.99 miles northwest of Chestertown
  • Has swimming pool: Indoor Heated Pool. Open from 8am - 10pm daily.
  • 3-star Suburban property
From$69
Average 3.5 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • We have a pool ready for use
  • Pool should be renewed
  • Horrible pool
  • No working phone in the pool area
  • Pool water was cold
  • Pool in need of cleaning
  • Dirty pool, said 89%
  • Cheap Suburban property
From$65
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Includes a swimming pool
  • Inexpensive Highway property
From$43
Poor 2.5 /5 Reviews Call BookMore Details
Holiday Inn Express : 2118 Emmorton Park Rd. 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • Pool in hotel
  • Pool is mediocre
  • Ordinary pool
  • Kids love the indoor pool
  • We enjoyed the pool
  • Pool tiny and dirty
  • Three Star Suburban hotel
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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
  • 2 star Suburban hotel
From$57
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton : 4170 Philadelphia Rd.
+1-888-283-3404
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Our hotel comes with a pool
  • Pool is below average
  • Pool should be renewed
  • Swimming pool was cold
  • Mid-scale Suburban hotel
From$159
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Has a pool!
  • 3 star Highway property
From$96
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 : 1435 Handlir Dr. 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Includes a pool: Outdoor Pool, open Memorial Day - Labor Day
  • 3-star Rural property
From$75
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites Edgewood / Aberdeen South - Edgewood 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.37 miles northwest of Chestertown
  • Pool in hotel: Indoor Pool available 6AM to 10PM
  • Pool area comfortable
  • Excellent pool
  • Great pool
  • Midscale Suburban hotel
From$89
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Historic Kent Manor Inn 500 Kent Manor Dr., Stevensville, MD 21666 ~21.59 miles southwest of Chestertown
  • Pool in hotel
  • High end Riverfront hotel
From$200
Very Good 4.5 /5 Read Reviews Call BookMore Details
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 salt water pool. The pool is located on the first floor and has direct access to our outdoor patio area. Pool is open daily from 8am-10pm.
  • Midscale Highway hotel
From$110
Average 3.5 /5 Recent Reviews Call BookMore Details
La Quinta Inn Aberdeen in Aberdeen 793 West Bel Air Ave., Aberdeen, MD 21001 ~22.67 miles north of Chestertown
  • Has swimming pool
  • 2-star Rural property
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Travelodge Hotel - Aberdeen 820 West Bel Air Ave., Aberdeen, MD 21001 ~22.70 miles north of Chestertown
  • Has swimming pool: Seasonal Outdoor Pool May to September
  • Great pool
  • Excellent pool
  • Economical Downtown property
From$48
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Aberdeen 980 Hospitality Way, Aberdeen, MD 21001 ~22.79 miles north of Chestertown
  • Pool available: Seasonal Outdoor Pool
  • Three Star Highway hotel
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard Aberdeen at Ripken Stadium - Aberdeen 830 Long Dr., Aberdeen, MD 21001 ~23.33 miles north of Chestertown
  • Pool details: Indoor Pool
  • 3 star Suburban property
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn 8225 Town Center Dr., Nottingham, MD 21236 ~23.80 miles west of Chestertown
  • Pool available: Outdoor Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with Fire Pit available for guests to use.
  • Affordable Suburban hotel
From$95
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn Baltimore White Marsh 4980 Mercantile Rd., White Marsh, MD 21236 ~23.88 miles west of Chestertown
  • Pool in hotel
  • Midscale Suburban hotel
From$103
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites Baltimore North : 8825 Yellow Brick Rd. 8825 Yellow Brick Rd., Baltimore, MD 21237 ~23.92 miles west of Chestertown
  • Has swimming pool: Indoor Pool hours: Sunday-Friday 5pm-10pm Saturday 10am-1pm & 5pm-10pm
  • Pool should be renewed
  • Indoor pool seems a bit dirty
  • Horrible pool
  • Pool was small
  • Basic rooms, breakfast buffet, indoor pool
  • Mid-scale Suburban hotel
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites : 8477 Cordon Way 8477 Cordon Way, Baltimore, MD 21236 ~23.94 miles west of Chestertown
  • We have a pool
  • Midscale Suburban property
From$84
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites Baltimore North : 4 Philadelphia Court 4 Philadelphia Court, Baltimore, MD 21237 ~24.40 miles west of Chestertown
  • Includes a pool: Outdoor Pool open Memorial Day weekend through Labor Day weekend.
  • Mid-scale Suburban property
From$65
Average 3.5 /5 Latest Reviews Call BookMore Details
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