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Chestertown Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Chestertown Md : 150 Scheeler Rd. 150 Scheeler Rd., Chestertown, MD 21620
  • Includes a pool: Indoor heated pool. Open 8am-10pm
  • Affordable Suburban hotel
Sleep Inn Grasonville - Grasonville 101 Vfw Ave., Grasonville, MD 21638 ~18.54 miles southwest of Chestertown
  • Includes a pool
  • 2 star Resort property
Holiday Inn Express Annapolis East / Kent Island in Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.94 miles southwest of Chestertown
  • Has swimming pool
  • Midscale Rural hotel
From$180
Very Good 4.0 /5Reviews CallBookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638 ~19.04 miles southwest of Chestertown
  • Pool available: Indoor heated pool, sauna & jacuzzi open year around from 6am to 10pm.
  • 2-star Resort property
  • Tasty breakfast
  • Friendly service
Hilton Garden Inn Kent Island - Grasonville 3206 Main St., Grasonville, MD 21638 ~19.08 miles southwest of Chestertown
  • Pool details: Indoor pool open daily 6 AM-10PM
  • Affordable Riverfront hotel
  • Near Shopping
  • The breakfast buffet is a must
From$139
Very Good 4.5 /5Recent Reviews CallBookMore Details
Home2 Suites by Hilton Aberdeen - Aberdeen 20 Newton Rd., Aberdeen, MD 21001 ~20.59 miles north of Chestertown
  • Includes a pool: Indor Saline Pool Open Daily 9am - 10pm
  • Three Star Suburban property
From$104
Very Good 4.0 /5Recent Reviews CallBookMore Details
Wingate by Wyndham in Belcamp 1326 Poilicy Dr., Belcamp, MD 21017 ~20.97 miles northwest of Chestertown
  • Has swimming pool: Indoor Heated Pool. Open from 8am - 10pm daily.
  • Mid-scale Suburban property
Holiday Inn : 1326 Policy Dr. 1326 Policy Dr., Belcamp, MD 21017 ~21.02 miles northwest of Chestertown
  • Pool available: Indoor Heated Pool. Open from 8am - 10pm daily.
  • Three Star Suburban hotel
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.05 miles northwest of Chestertown
  • Has a pool!
  • 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%
  • Economy Suburban property
From$54
Very Good 4.0 /5Read Reviews CallBookMore Details
Motel 6 Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.09 miles northwest of Chestertown
  • Has a pool!
  • Low priced Highway property
Comfort Inn & Suites Edgewood Aberdeen in Edgewood 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.26 miles northwest of Chestertown
  • Pool in hotel: Indoor Heated Open Daily 6AM-10PM
  • Cheap Suburban property
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Homewood Suites by Hilton in Bel Air
+1-866-221-8581
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.26 miles northwest of Chestertown
  • We have a pool
  • Pool is below average
  • Pool should be renewed
  • Swimming pool was cold
  • Affordable Suburban property
From$159
Very Good 4.5 /5Latest Reviews CallBookMore Details
Springhill Suites by Marriott Edgewood Aberdeen 1420 Handlir Dr., Bel Air, MD 21015 ~21.27 miles northwest of Chestertown
  • Pool in hotel
  • Three Star Highway hotel
From$109
Very Good 4.0 /5Reviews CallBookMore Details
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 in Bel Air 1435 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • Includes a pool: Outdoor Pool, open Memorial Day - Labor Day
  • Three Star Rural property
Hampton Inn & Suites Edgewood / Aberdeen South 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.35 miles northwest of Chestertown
  • Pool details: Indoor Pool available 6AM to 10PM
  • Pool area comfortable
  • Excellent pool
  • Great pool
  • Three Star Suburban hotel
From$89
Very Good 4.5 /5Read Reviews CallBookMore Details
Historic Kent Manor Inn : 500 Kent Manor Dr. 500 Kent Manor Dr., Stevensville, MD 21666 ~21.55 miles southwest of Chestertown
  • Our hotel comes with a pool
  • Four-star Riverfront hotel
From$190
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Holiday Inn Express Aberdeen - Aberdeen 1007 Beards Hill Rd., Aberdeen, MD 21001 ~22.51 miles north of Chestertown
  • Pool in hotel: 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 property
From$145
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Days Inn Aberdeen in Aberdeen 783 West Bel Air Ave., Aberdeen, MD 21001 ~22.53 miles north of Chestertown
  • Includes a pool: We have Outdoor Pool. Opens from Memorial day to labor day
  • Cheap Highway property
Hampton Inn & Suites Aberdeen : 795 West Bel Air Ave. 795 West Bel Air Ave., Aberdeen, MD 21001 ~22.63 miles north of Chestertown
  • Pool details: Indoor pool
  • Economical Highway hotel
From$99
Excellent 5.0 /5Review Score CallBookMore Details
Travelodge Hotel 820 West Bel Air Ave., Aberdeen, MD 21001 ~22.67 miles north of Chestertown
  • Pool in hotel: Seasonal Outdoor PoolMay to September
  • Great pool
  • Excellent pool
  • Low Cost Downtown property
Comfort Inn & Suites Aberdeen 980 Hospitality Way, Aberdeen, MD 21001 ~22.76 miles north of Chestertown
  • Pool available: Seasonal Outdoor Pool
  • Affordable Highway hotel
Courtyard Aberdeen at Ripken Stadium 830 Long Dr., Aberdeen, MD 21001 ~23.30 miles north of Chestertown
  • Pool details: Indoor Pool
  • Affordable Suburban property
From$107
Very Good 4.0 /5Review Score CallBookMore Details
Hilton Garden Inn White Marsh : 5015 Campbell Blvd. 5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pool in hotel: Indoor PoolOpened Mon-Thursday Evenings 5pm - 10pmFri-Sun 9am - 10pm
  • Affordable Suburban property
From$78
Very Good 4.5 /5Read Reviews CallBookMore Details
Hampton Inn in Nottingham 8225 Town Center Dr., Nottingham, MD 21236 ~23.79 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.
  • Mid-scale Suburban property
From$79
Very Good 4.0 /5Read Reviews CallBookMore Details
Country Inn & Suites Baltimore North : 8825 Yellow Brick Rd. 8825 Yellow Brick Rd., Baltimore, MD 21237 ~23.90 miles west of Chestertown
  • Includes a 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 /5Reviews CallBookMore Details
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