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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
  • Affordable Suburban hotel
Sleep Inn Grasonville : 101 Vfw Ave.
+1-888-305-3366
101 Vfw Ave., Grasonville, MD 21638 ~18.57 miles southwest of Chestertown
  • Our hotel comes with a pool
  • 2-star Resort hotel
Best Western Kent Narrows Inn : 3101 Main St. 3101 Main St., Grasonville, MD 21638 ~19.07 miles southwest of Chestertown
  • Pool in hotel: Indoor heated pool & jacuzzi open year around from 6am to 10pm.
  • Economy Resort hotel
  • Amenities are not the best
  • Easily accessible by car and has restaurants and bars nearby
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
  • Three Star Riverfront property
  • Almost all guests said rooms were clean
  • Nice rooms
From$124
Very Good 4.5 /5Review Score CallBookMore Details
Home2 Suites by Hilton Aberdeen - Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pool available: Indor Saline Pool Open Daily 9am - 10pm
  • Midscale Suburban property
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.
  • Mid-scale Suburban hotel
From$69
Average 3.5 /5Reviews CallBookMore Details
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • Pool in hotel
  • 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%
  • Two star Suburban property
Motel 6 Edgewood in Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • Our hotel comes with a pool
  • Economy Highway property
Holiday Inn Express 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • Has swimming pool
  • Pool is mediocre
  • Ordinary pool
  • Kids love the indoor pool
  • We enjoyed the pool
  • Pool tiny and dirty
  • Affordable Suburban property
From$119
Very Good 4.0 /5Latest Reviews CallBookMore Details
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
  • Two-star Suburban property
From$57
Very Good 4.0 /5Review Score CallBookMore Details
Homewood Suites by Hilton
+1-888-283-3404
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Includes a swimming pool
  • Pool is below average
  • Pool should be renewed
  • Swimming pool was cold
  • 3-star Suburban hotel
From$159
Very Good 4.5 /5Recent Reviews CallBookMore Details
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Has a pool!
  • Mid-scale Highway property
From$104
Very Good 4.0 /5Recent Reviews CallBookMore Details
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Pool available: Outdoor Pool, open Memorial Day - Labor Day
  • Affordable Rural hotel
Hampton Inn & Suites Edgewood / Aberdeen South : 2110 Emmorton Park Rd. 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.37 miles northwest of Chestertown
  • Pool details: Indoor Pool available 6AM to 10PM
  • Pool area comfortable
  • Excellent pool
  • Great pool
  • Mid-scale Suburban property
Historic Kent Manor Inn 500 Kent Manor Dr., Stevensville, MD 21666 ~21.59 miles southwest of Chestertown
  • Includes a pool
  • 4 star Riverfront hotel
From$190
Very Good 4.5 /5Reviews CallBookMore Details
Holiday Inn Express Aberdeen in Aberdeen 1007 Beards Hill Rd., Aberdeen, MD 21001 ~22.54 miles north of Chestertown
  • Has swimming pool: 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.
  • 3-star Highway hotel
From$110
Average 3.5 /5Reviews CallBookMore Details
La Quinta Inn Aberdeen 793 West Bel Air Ave., Aberdeen, MD 21001 ~22.67 miles north of Chestertown
  • Our hotel comes with a pool
  • Economy Rural property
Travelodge Hotel : 820 West Bel Air Ave. 820 West Bel Air Ave., Aberdeen, MD 21001 ~22.70 miles north of Chestertown
  • Pool in hotel: Seasonal Outdoor PoolMay to September
  • Great pool
  • Excellent pool
  • Economy Downtown property
Comfort Inn & Suites Aberdeen - Aberdeen 980 Hospitality Way, Aberdeen, MD 21001 ~22.79 miles north of Chestertown
  • Pool details: Seasonal Outdoor Pool
  • Midscale Highway hotel
Courtyard Aberdeen at Ripken Stadium in Aberdeen 830 Long Dr., Aberdeen, MD 21001 ~23.33 miles north of Chestertown
  • Has swimming pool: Indoor Pool
  • 3-star Suburban hotel
From$119
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hilton Garden Inn White Marsh in Baltimore 5015 Campbell Blvd., Baltimore, MD 21236 ~23.78 miles west of Chestertown
  • Pool available: Indoor PoolOpened Mon-Thursday Evenings 5pm - 10pmFri-Sun 9am - 10pm
  • Affordable Suburban property
From$99
Very Good 4.5 /5Read Reviews CallBookMore Details
Hampton Inn in Nottingham 8225 Town Center Dr., Nottingham, MD 21236 ~23.80 miles west of Chestertown
  • Pool in hotel: Outdoor Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with Fire Pit available for guests to use.
  • Affordable Suburban property
From$95
Very Good 4.5 /5Read Reviews CallBookMore Details
Residence Inn Baltimore White Marsh 4980 Mercantile Rd., White Marsh, MD 21236 ~23.88 miles west of Chestertown
  • Our hotel comes with a pool
  • Mid-scale Suburban hotel
From$103
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Country Inn & Suites Baltimore North 8825 Yellow Brick Rd., Baltimore, MD 21237 ~23.92 miles west of Chestertown
  • Pool details: 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
  • Affordable Suburban hotel
From$149
Very Good 4.0 /5Recent Reviews CallBookMore Details
Fairfield Inn & Suites - Baltimore 8477 Cordon Way, Baltimore, MD 21236 ~23.94 miles west of Chestertown
  • Includes a swimming pool
  • Mid-scale Suburban hotel
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