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Search Hotels with Pool in Chestertown

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Top Chestertown Hotels with Pool

The Lodge at Great Oak Landing

3.5 star property
8.0 out of 10, Very good, (57)
"Great little gem in the middle of nowhere….beautiful
pool
….private beach…great restaurant….free golf course on the property too!!…what else can you ask for….10 stars😀"
Stephen
The price is Rp2.164.957
Rp2.403.103 total
includes taxes & fees
31 Jul - 1 Aug
The Lodge at Great Oak Landing

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (787)
"Great stay. Sorry
pool
was closed "
Anita
The price is Rp1.801.963
Rp2.000.179 total
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn & Suites Chestertown

Quality Inn

2.5 star property
7.6 out of 10, Good, (1000)
"Well I have to start by saying that the check in was fast and easy the front clerk was a young man very polite and nice so the greeting was welcoming. The room was nice and clean and smelled good. My kids so very much enjoyed the
pool
that was also clean e ended booking the hotel another nite. The breakfast was simple but good. I have to say I'm very pleased and impressed with the hotel and thank you to the young clerk who was attentive and accommodating to my family. Will be coming again."
Evelyn
The price is Rp1.636.400
Rp1.816.404 total
includes taxes & fees
3 Aug - 4 Aug
Quality Inn

Hampton Inn Middletown

2.5 star property
8.8 out of 10, Excellent, (818)
"Great hotel!
Pool
and hot tub was fabulous! Free breakfast which had fruit, cereal, bacon, potatoes, waffels, yogurt and much more! Would come again!"
lisa
The price is Rp2.093.952
Rp2.324.287 total
includes taxes & fees
18 Aug - 19 Aug
Hampton Inn Middletown

Holiday Inn Express And Suites Middletown by IHG

2.5 star property
9.2 out of 10, Wonderful, (596)
"All staff were soo kind and cheery! They were helpful and we felt welcome when we came and went at the hotel. Place was very clean, super accommodating. Kids loved the
indoor pool
. "
Aidenn
The price is Rp1.898.224
Rp2.107.029 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express And Suites Middletown by IHG

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (255)
"Clean, quiet, friendly staff, great complimentary breakfast. All around a great hotel."
Clarissonia
The price is Rp1.837.808
Rp2.039.967 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Middletown

Quality Inn

2.5 star property
7.8 out of 10, Good, (794)
"Everything was clean despite a weird odor in the hallway of the first floor. The staff was nice and the
pool
was good. Breakfast was nothing special, but it was good and had a good variety. "
Samantha
The price is Rp1.644.091
Rp1.824.940 total
includes taxes & fees
3 Aug - 4 Aug
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (969)
"The rooms were very comfortable. We had a great view from our balcony. The staff were amazing. We loved the
pool
. The food at the grill could use some improvement. It was a very comfortable and enjoyable trip."
barbara
The price is Rp2.630.349
Rp2.919.687 total
includes taxes & fees
19 Aug - 20 Aug
Hilton Garden Inn Kent Island Marina
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?
Red Roof Inn & Suites Chestertown: Offers full, a seasonal outdoor pool and free self parking. Comfort 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: Hotel located near Baltimore Cruise Terminal. Offers buffet, an indoor pool and free self parking. Sagamore Pendry Baltimore: Offers buffet, an indoor pool and free self parking.
What is there to see and do in Chestertown?
Make a point to visit attractions such as Chestertown Dog Park and Crumpton Auction. 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.