The Best Hotels with a Pool in Chesapeake City, MD from ￥14,899 in 2026

Q: What are some accommodations with pools in Chesapeake City?

Sonesta Select Newark Christiana Mall : Hotel located near Christiana Mall. Features free self parking, an indoor pool, and complimentary wireless internet access. Quality Inn Newark - Wilmington : Hotel located near Christiana Mall. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Red Roof Inn & Suites Newark - University : Hotel located near University of Delaware. Features buffet, a pool, and complimentary wired internet access. Great Wolf Lodge Perryville : Hotel located near Christiana Mall. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Hilton Wilmington/Christiana : Hotel located near Christiana Mall. Features complimentary wired internet access, an indoor pool, and free self parking.

Aerial panorama of Chesapeake City Maryland historic fishing town on the Chesapeake Delaware canal with private boats docked in the marina and the Chesapeake City Bridge over the back creek

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Our top choices for Chesapeake City hotels with a pool

Desk, laptop workspace, iron/ironing board, free WiFi

Quality Inn Smyrna

Smyrna

Dip into poolside bliss at this hotel with a sun-soaked outdoor pool and modern fitness center nearby.

￥15,935 total

includes taxes & fees

Jun 4 - Jun 5

Fairfield Inn & Suites by Marriott Middletown

Middletown

Dive into relaxation at this hotel's inviting indoor pool, a refreshing retreat with year-round swimming in Middletown.

￥21,954 total

includes taxes & fees

Jun 21 - Jun 22

Best Western Plus Newark/Christiana Inn

Bear

Hotel offers pristine indoor pool near Christiana Mall, with hiking trails and modern fitness center.

￥14,899 total

includes taxes & fees

Jun 11 - Jun 12

La Quinta Inn & Suites by Wyndham Aberdeen-APG

Aberdeen

Splash into summer at this hotel with a sparkling seasonal outdoor pool and tranquil landscaped grounds.

￥15,793 total

includes taxes & fees

Jun 9 - Jun 10

Holiday Inn Express & Suites Middletown by IHG

Middletown

Dive into year-round swimming at this hotel's inviting indoor pool, perfect for a refreshing Delaware getaway.

￥22,451 total

includes taxes & fees

Jun 14 - Jun 15

Residence Inn by Marriott Newark, DE

Newark

Unwind in this contemporary Newark hotel with a refreshing indoor pool and cozy terrace firepit for year-round enjoyment.

￥25,456 total

includes taxes & fees

Jun 16 - Jun 17

Hampton Inn Pennsville

Pennsville

Splash into summer at this refreshing hotel featuring a seasonal outdoor pool and serene surroundings, perfect for relaxation.

￥22,304 total

includes taxes & fees

Jun 14 - Jun 15

Sonesta Select Newark Christiana Mall

Newark

Dive into year-round swimming at this inviting hotel with a heated indoor pool and cozy firepit lounge.

￥20,362 total

includes taxes & fees

Jun 8 - Jun 9

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Choose what matters most at hotels with a pool in Chesapeake City

Breakfast included

Hot tub

Top Chesapeake City Hotel Reviews

Best Western Plus Newark/Christiana Inn

8/10 Good

"We really enjoyed our stay. It is a well maintained and beautiful property. The pool was cold the evening we checked in, but it warmed up by the next morning - so we were able to enjoy it then."

Sonesta ES Suites Wilmington - Newark

8/10 Good

"Very affordable for 2 bedroom/ 2 bathroom place. It is certainly not a 4 star place but the beds are awesome! You rarely see this level hotel care about bed quality. I am in the hospitality industry so I am pickier than most on beds. Stayed here twice for my son who attends Udel. Still 15-20 mins from campus but good enough."

Fairfield Inn & Suites Wilmington New Castle

6/10 Okay

"Staff and Hotel itself were great. The continental breakfast left a lot to be desired. The eggs had a funny taste and texture. The beds (if you like a hard bed, this is the hotel for you). However, I like a nice soft bed, so I was hurting all weekend. Overall tho, the hotel and staff were great, it was the breakfast and the bed that could use some work. The key system was broken, so we need escorts to our room, but the staff was so good about it."

Frequently asked questions

What are some accommodations with pools in Chesapeake City?

Sonesta Select Newark Christiana Mall: Hotel located near Christiana Mall. Features free self parking, an indoor pool, and complimentary wireless internet access. Quality Inn Newark - Wilmington: Hotel located near Christiana Mall. Offers a snack bar/deli, a seasonal outdoor pool, and complimentary wireless internet access. Red Roof Inn & Suites Newark - University: Hotel located near University of Delaware. Features buffet, a pool, and complimentary wired internet access. Great Wolf Lodge Perryville: Hotel located near Christiana Mall. Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Hilton Wilmington/Christiana: Hotel located near Christiana Mall. Features complimentary wired internet access, an indoor pool, and free self parking.

What is there to see and do in Chesapeake City?

Take a walk along the waterfront at Roachs Shore and North East Beach Area. During your stay, check out sights such as C and D Canal Museum, Chesapeake Inn Marina, and Bohemia Vista Marina.

When is the best time to book a hotel with a pool in Chesapeake City?

You may want to consider an accommodation with an outdoor swimming pool if you will be visiting Chesapeake City in the hottest months of July, August, or June when the average temperature is 73°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 38°F.

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