Hotels with Pool & Resorts in Chesapeake City from AU$114

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake City Hotels with Pool

Our top choices for Chesapeake City hotels with a pool

Indoor pool
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (320)
"The room was spotless, courteous staff, and a wonderful breakfast to start my day "
United States
Alan
The price is AU$181
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott Middletown
Terrace/patio
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

Hilton Wilmington/Christiana
4.0 star property
Newark
8.8 out of 10, Excellent, (1004)
"Everything from staff to amenities are excellent "
United States
Johnny
The price is AU$173
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Wilmington/Christiana
Indoor pool, pool loungers
Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (228)
"Wonderful staff! So nice, clean and comfortable. Will definitely stay there again."
United States
Melissa
The price is AU$165
includes taxes & fees
9 Jan - 10 Jan 2026
Hilton Garden Inn Bel Air
Indoor pool
Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn

Best Western Plus Newark/Christiana Inn
2.5 star property
Bear
8.4 out of 10, Very good, (86)
"Clean room and convenient to highway."
United States
Richard
The price is AU$120
includes taxes & fees
25 Dec - 26 Dec
Best Western Plus Newark/Christiana Inn
Indoor pool
Hampton Inn Middletown

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (861)
"The breakfast was was very good with lots of options depending on your dietary needs."
United States
Terry
The price is AU$160
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Middletown
Desk, laptop workspace, iron/ironing board, free WiFi
Quality Inn Smyrna

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1000)
"Everything was great"
United States
Diane
The price is AU$114
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Smyrna
Indoor pool
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (650)
"The room was great and the staff was even better!"
United States
STEVEN
The price is AU$154
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Middletown by IHG
Indoor pool
Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (337)
"The breakfast menu was okay but not great. The overall hotel was very nice and the staff were friendly."
United States
Gregory
The price is AU$121
includes taxes & fees
10 Jan - 11 Jan 2026
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Lobby lounge
Residence Inn by Marriott Newark, DE

Residence Inn by Marriott Newark, DE

Residence Inn by Marriott Newark, DE
3.0 star property
Newark
9.0 out of 10, Wonderful, (14)
"Nice room, clean, big, and well appointed"
United States
Andrew
The price is AU$169
includes taxes & fees
28 Dec - 29 Dec
Residence Inn by Marriott Newark, DE
Indoor pool
Hilton Garden Inn Aberdeen

Hilton Garden Inn Aberdeen

Hilton Garden Inn Aberdeen
3.0 star property
Aberdeen
8.6 out of 10, Excellent, (633)
"Close to restaurants, friendly staff, nice room, food was great"
United States
Peggy
The price is AU$148
includes taxes & fees
26 Dec - 27 Dec
Hilton Garden Inn Aberdeen
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.
View all properties

Top Chesapeake City Hotel Reviews

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent
"Rumors immaculate and staff was very nice"
phillip 7-night trip
Posted 2 days ago
Embassy Suites by Hilton Newark Wilmington South

Frequently asked questions

What are some accommodation options with pools in Chesapeake City?
Inn At The Canal Bed & Breakfast: Hotel located near Christiana Mall. Offers free self parking, an indoor pool and complimentary wireless Internet access. Sonesta Select Newark Christiana Mall: Hotel located near University of Delaware. Features buffet, a pool and complimentary high-speed (wired) 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. Embassy Suites by Hilton Newark Wilmington South: Hotel located near Christiana Mall. Features a snack bar/deli, a seasonal outdoor pool and buffet. Hilton Wilmington/Christiana: Hotel located near Christiana Mall. Provides buffet, a seasonal outdoor pool and free self parking.
What is there to see and do in Chesapeake City?
Spend some time experiencing the great outdoors at Canal Wildlife Management Area. During your stay, visit sights such as C and D Canal Museum, Chesapeake Inn Marina and Chesapeake City Docks.
When is the best time to book a hotel with a pool in Chesapeake City?
You may want to consider accommodation that has an outdoor pool if you'll be visiting Chesapeake City in the hottest months of July, August or June, when the average temperature is 23°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 3°C.