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Search Hotels with Pool in Chestertown

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Check availability on Chestertown Hotels with Pool

Top Chestertown Hotels with Pool

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
  • Pool loungers
8.6 out of 10, Excellent, (843)
Poolside relaxation awaits with sun loungers and umbrellas surrounding the seasonal outdoor oasis. After swimming, guests can enjoy the fitness centre, savour a free full breakfast, or explore nearby Washington College and River Arts.
The price is Rp1.702.380
Rp1.889.642 total
includes taxes & fees
11 Nov - 12 Nov
Comfort Inn & Suites Chestertown

The Lodge at Great Oak Landing

3.5 star property
Chestertown
  • Pool loungers
  • Private beach access
8.0 out of 10, Very good, (75)
Splash into summer fun at the seasonal outdoor pool, complete with loungers and umbrellas for all-day relaxation. Beyond the water, this lodge offers a private beach, 9-hole golf course, and delicious dining at Fairlee's restaurant.
The price is Rp1.652.310
Rp1.889.086 total
includes taxes & fees
10 Nov - 11 Nov
The Lodge at Great Oak Landing

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 star property
Edgewood
  • Indoor pool
9.4 out of 10, Exceptional, (1001)
Swimmers splash into the warmth of a pristine indoor pool, accessible from early morning until evening. Beyond aquatic pleasures, guests enjoy a comprehensive health club, 24-hour service, and peaceful accommodation praised for exceptional cleanliness.
The price is Rp1.361.904
Rp1.525.334 total
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn & Suites Edgewood/Aberdeen-South

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
Middletown
  • Indoor pool
9.2 out of 10, Wonderful, (301)
Swimming enthusiasts cherish the pristine indoor pool, a centrepiece amenity complemented by exceptional staff service and continental breakfast. Situated near restaurants and attractions, this well-maintained Fairfield Inn & Suites delivers comfort in a convenient location.
The price is Rp1.802.520
Rp2.000.797 total
includes taxes & fees
16 Nov - 17 Nov
Fairfield Inn & Suites by Marriott Middletown

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

3.0 star property
Bel Air
  • Pool umbrellas
8.8 out of 10, Excellent, (1001)
Seasonal outdoor umbrellas dot the crystal-clear pool, creating idyllic shaded retreats for sun-soaked afternoons. Guests appreciate immaculately clean rooms with premium bedding after invigorating fitness centre workouts at this eco-certified Maryland hotel.
The price is Rp1.487.079
Rp1.665.529 total
includes taxes & fees
28 Nov - 29 Nov
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Holiday Inn Express & Suites Middletown by IHG

2.5 star property
Middletown
  • Indoor pool
9.2 out of 10, Wonderful, (638)
Splash into the pristine indoor pool, accessible from morning to night, after exploring nearby Dutch Country Farmers Market. Immaculate rooms with pillow menus await, complemented by a complimentary breakfast buffet that guests consistently praise as delicious and varied.
The price is Rp1.735.760
Rp1.926.693 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express & Suites Middletown by IHG

Quality Inn

2.5 star property
Smyrna
  • Outdoor pool
7.6 out of 10, Good, (1001)
Swimming enthusiasts splash into the inviting outdoor pool, a refreshing centrepiece after workouts in the fitness centre. Friendly staff ensure exceptional service throughout the hotel, complemented by comfortable, clean accommodation just steps from local dining options.
The price is Rp1.134.920
Rp1.259.761 total
includes taxes & fees
9 Dec - 10 Dec
Quality Inn

Hampton Inn & Suites Baltimore/Aberdeen

2.5 star property
Aberdeen
  • Indoor pool
9.0 out of 10, Wonderful, (588)
Splash into holiday mode at the pristine indoor swimming pool after enjoying the complimentary breakfast buffet. Clean, comfortable accommodation and exceptionally friendly staff create a peaceful retreat complete with fitness centre and tennis courts.
The price is Rp1.508.776
Rp1.689.696 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn & Suites Baltimore/Aberdeen

Best Western Kent Narrows Inn

2.5 star property
Grasonville
  • Indoor pool
  • Hot tub
8.0 out of 10, Very good, (1003)
Sparkling waters await in the pristine indoor swimming pool, complemented by a rejuvenating hot tub and sauna. Active travellers appreciate the nearby hiking trails while enjoying spotless accommodation with 49-inch TVs and refrigerators.
The price is Rp1.535.814
Rp1.704.754 total
includes taxes & fees
16 Nov - 17 Nov
Best Western Kent Narrows Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chestertown Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Chestertown?
Comfort Inn & Suites Chestertown: Features full, a seasonal outdoor pool and free self parking. Red Roof Inn & Suites Chestertown: Provides 3 bars, a seasonal outdoor pool and free self parking. The Lodge at Great Oak Landing: Hotel located near Baltimore Inner Harbor Marina. Offers 2 bars, a seasonal outdoor pool and spa services. Historic Inns of Annapolis: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Pendry Baltimore: Hotel located near Baltimore Cruise Terminal. Provides buffet, an indoor pool and free self parking.
What is there to see and do in Chestertown?
Surround yourself with nature at Chesapeake Bay and Chestertown Dog Park. Discover sights such as Historical Society of Kent County Maryland, Rolphs Wharf Marina and Garfield Center for the Arts at the Prince Theater during your stay.
When is the best time to book a hotel with a pool in Chestertown?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Chestertown in the hottest months of July, August or June, when the average temperature is 23°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 4°C.