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Hotel Name
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Amenities

Chestertown Hotels with Outdoor or Indoor Pools

Holiday Inn Express & Suites Chestertown Md 150 Scheeler Rd., Chestertown, MD 21620
  • Pool available: Indoor heated pool. Open 8am-10pm
  • Affordable Suburban property
From$95
Very Good 4.0 /5 Latest Reviews Call
Sleep Inn in Grasonville
+1-800-230-4134
101 Vfw Ave., Grasonville, MD 21638 ~18.60 miles southwest of Chestertown
  • We have a pool
  • 2 star Resort hotel
From$75
Average 3.5 /5 Reviews Call
Holiday Inn Express Annapolis East / Kent Island 1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.98 miles southwest of Chestertown
  • With a pool!
  • 3 star Rural property
From$180
Very Good 4.0 /5 Recent Reviews Call
Best Western Kent Narrows Inn 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.
  • Economical Resort hotel
  • 3 rooms none
  • Terrific location
From$67
Average 3.5 /5 Hotel Reviews Call
Hilton Garden Inn Kent Island - Grasonville 3206 Main St., Grasonville, MD 21638 ~19.11 miles southwest of Chestertown
  • Has swimming pool: Indoor pool open daily 6 AM-10PM
  • Mid-scale Riverfront hotel
  • Friendly service
  • Almost all guests said rooms were clean
From$124
Very Good 4.5 /5 Read Reviews Call
Home2 Suites by Hilton Aberdeen in 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
From$99
Very Good 4.0 /5 Reviews Call
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.
  • Affordable Suburban property
From$69
Average 3.5 /5 Hotel Reviews Call
Sleep Inn & Suites 1807 Edgewood Rd., Edgewood, MD 21040 ~21.07 miles northwest of Chestertown
  • With 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%
  • Two-star Suburban property
From$65
Very Good 4.0 /5 Guest Reviews Call
Motel 6 Edgewood - Edgewood 1709 Edgewood Rd., Edgewood, MD 21040 ~21.11 miles northwest of Chestertown
  • We have a pool
  • Cheap Highway property
Holiday Inn Express 2118 Emmorton Park Rd., Edgewood, MD 21040 ~21.23 miles northwest of Chestertown
  • With a pool!
  • Pool is mediocre
  • Ordinary pool
  • Kids love the indoor pool
  • We enjoyed the pool
  • Pool tiny and dirty
  • Mid-scale Suburban property
From$119
Very Good 4.0 /5 Guest Reviews Call
Comfort Inn & Suites Edgewood Aberdeen Bel Air in Edgewood 2112a Emmorton Park Rd., Edgewood, MD 21040 ~21.27 miles northwest of Chestertown
  • Includes a pool: Indoor Heated Open Daily 6AM-10PM
  • Low priced Suburban property
From$57
Very Good 4.5 /5 Latest Reviews Call
Homewood Suites by Hilton - Bel Air
+1-888-690-5247
4170 Philadelphia Rd., Bel Air, MD 21015 ~21.28 miles northwest of Chestertown
  • Has swimming pool
  • Pool is below average
  • Pool should be renewed
  • Swimming pool was cold
  • Affordable Suburban hotel
From$159
Very Good 4.5 /5 Guest Reviews Call
Springhill Suites by Marriott Edgewood Aberdeen in Bel Air 1420 Handlir Dr., Bel Air, MD 21015 ~21.29 miles northwest of Chestertown
  • With a pool!
  • 3-star Highway hotel
From$96
Very Good 4.0 /5 Hotel Reviews Call
Country Inn & Suites Bel Air E. (Aberdeen) at I 95 - Bel Air 1435 Handlir Dr., Bel Air, MD 21015 ~21.31 miles northwest of Chestertown
  • Includes a pool: Outdoor Pool, open Memorial Day - Labor Day
  • Affordable Rural property
From$75
Very Good 4.5 /5 Guest Reviews Call
Hampton Inn & Suites Edgewood / Aberdeen South in Edgewood 2110 Emmorton Park Rd., Edgewood, MD 21040 ~21.37 miles northwest of Chestertown
  • Has swimming pool: Indoor Pool available 6AM to 10PM
  • Pool area comfortable
  • Excellent pool
  • Great pool
  • Midscale Suburban property
From$89
Very Good 4.5 /5 Latest Reviews Call
Historic Kent Manor Inn : 500 Kent Manor Dr. 500 Kent Manor Dr., Stevensville, MD 21666 ~21.59 miles southwest of Chestertown
  • Our hotel comes with a pool
  • Four-star Riverfront property
From$285
Very Good 4.5 /5 Reviews Call
Holiday Inn Express Aberdeen 1007 Beards Hill Rd., Aberdeen, MD 21001 ~22.54 miles north of Chestertown
  • Pool available: 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 Read Reviews Call
La Quinta Inn Aberdeen Md (Temp Closed) 793 West Bel Air Ave., Aberdeen, MD 21001 ~22.67 miles north of Chestertown
  • Has a pool!
  • Inexpensive Rural property
From$69
Average 3.0 /5 Guest Reviews Call
Travelodge Hotel
+1-800-997-5148
820 West Bel Air Ave., Aberdeen, MD 21001 ~22.70 miles north of Chestertown
  • Includes a pool: Seasonal Outdoor Pool May to September
  • Great pool
  • Excellent pool
  • Two star Downtown hotel
From$48
Average 3.0 /5 Latest Reviews Call
Comfort Inn & Suites Aberdeen 980 Hospitality Way, Aberdeen, MD 21001 ~22.79 miles north of Chestertown
  • Pool available: Seasonal Outdoor Pool
  • Mid-scale Highway property
From$69
Very Good 4.0 /5 Latest Reviews Call
Courtyard Aberdeen at Ripken Stadium - Aberdeen 830 Long Dr., Aberdeen, MD 21001 ~23.33 miles north of Chestertown
  • Pool in hotel: Indoor Pool
  • Midscale Suburban property
From$119
Very Good 4.0 /5 Guest Reviews Call
Hampton Inn - Nottingham 8225 Town Center Dr., Nottingham, MD 21236 ~23.80 miles west of Chestertown
  • Pool details: Outdoor Pool Opened Seasonally Memorial Day thru Labor Day. Beautiful patio with Fire Pit available for guests to use.
  • Three Star Suburban property
From$102
Very Good 4.5 /5 Read Reviews Call
Residence Inn Baltimore White Marsh : 4980 Mercantile Rd. 4980 Mercantile Rd., White Marsh, MD 21236 ~23.88 miles west of Chestertown
  • With a pool!
  • 3-star Suburban hotel
From$103
Very Good 4.0 /5 Hotel Reviews Call
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
  • Pool should be renewed
  • Indoor pool seems a bit dirty
  • Horrible pool
  • Pool was small
  • Basic rooms, breakfast buffet, indoor pool
  • Midscale Suburban hotel
From$149
Very Good 4.0 /5 Latest Reviews Call
Fairfield Inn & Suites - Baltimore 8477 Cordon Way, Baltimore, MD 21236 ~23.94 miles west of Chestertown
  • We have a pool ready for use
  • Midscale Suburban hotel
From$84
Very Good 4.0 /5 Latest Reviews Call
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