Hotels in Cheswold
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Check prices for these dates
Where to stay in Cheswold?
Budget hotels in Cheswold and vicinity
7.6 out of 10, Good, (1001)
7.6/10
Good
(1001)
The price is $69
$69
$76 total
includes taxes & fees
Jan 22 - Jan 23, 2026
8.8 out of 10, Excellent, (3295)
8.8/10
Excellent
(3295)
The price is $69
$69
$96 total
includes taxes & fees
Dec 28 - Dec 29
7.4 out of 10, Good, (1002)
7.4/10
Good
(1002)
The price is $70
$70
$78 total
includes taxes & fees
Dec 25 - Dec 26
8.0 out of 10, Very Good, (1001)
8.0/10
Very Good
(1001)
The price is $71
$71
$79 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn & Suites by Marriott Dover
Fairfield Inn & Suites by Marriott Dover2.5 star property
Dover
8.6 out of 10, Excellent, (515)
8.6/10
Excellent
(515)
The price is $77
$77
$85 total
includes taxes & fees
Jan 4 - Jan 5, 2026
7.2 out of 10, Good, (1002)
7.2/10
Good
(1002)
The price is $89
$89
$99 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn & Suites Dover near Speedway
Comfort Inn & Suites Dover near Speedway2.5 star property
Dover
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $91
$91
$101 total
includes taxes & fees
Jan 13 - Jan 14, 2026
7.6 out of 10, Good, (317)
7.6/10
Good
(317)
The price is $85
$85
$94 total
includes taxes & fees
Dec 25 - Dec 26
8.6 out of 10, Excellent, (997)
8.6/10
Excellent
(997)
The price is $89
$89
$99 total
includes taxes & fees
Jan 1 - Jan 2, 2026
7.8 out of 10, Good, (92)
7.8/10
Good
(92)
The price is $80
$80
$89 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sleep Inn & Suites Dover University Area
Sleep Inn & Suites Dover University Area2.5 star property
Dover
8.4 out of 10, Very Good, (1000)
8.4/10
Very Good
(1000)
The price is $85
$85
$95 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Holiday Inn Express & Suites Middletown by IHG
Holiday Inn Express & Suites Middletown by IHG2.5 star property
Middletown
9.2 out of 10, Wonderful, (651)
9.2/10
Wonderful
(651)
The price is $95
$95
$105 total
includes taxes & fees
Jan 4 - Jan 5, 2026
7.2 out of 10, Good, (169)
7.2/10
Good
(169)
The price is $104
$104
$115 total
includes taxes & fees
Dec 25 - Dec 26
8.2 out of 10, Very Good, (657)
8.2/10
Very Good
(657)
The price is $94
$94
$104 total
includes taxes & fees
Dec 25 - Dec 26
8.8 out of 10, Excellent, (866)
8.8/10
Excellent
(866)
The price is $95
$95
$106 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.8 out of 10, Excellent, (1000)
8.8/10
Excellent
(1000)
The price is $106
$106
$117 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express Hotel & Suites Dover by IHG
Holiday Inn Express Hotel & Suites Dover by IHG2.5 star property
Dover
8.8 out of 10, Excellent, (1004)
8.8/10
Excellent
(1004)
The price is $107
$107
$119 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott Middletown2.5 star property
Middletown
9.2 out of 10, Wonderful, (324)
9.2/10
Wonderful
(324)
The price is $108
$108
$120 total
includes taxes & fees
Dec 28 - Dec 29
9.0 out of 10, Wonderful, (449)
9.0/10
Wonderful
(449)
The price is $114
$114
$127 total
includes taxes & fees
Dec 30 - Dec 31
8.8 out of 10, Excellent, (686)
8.8/10
Excellent
(686)
The price is $110
$110
$122 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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.
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.
Go beyond your typical stay in Cheswold
Pet friendly
Family friendly
Learn more about Cheswold
The region around Cheswold is home to attractions such as Dover Mall and Dover Downs Casino.
Check out reviews of Cheswold hotels guests love
Hampton Inn Middletown
10/10 Excellent
"Amazing stay"
Microtel Inn & Suites by Wyndham Dover
10/10 Excellent
"The room was neat, clean and well-stocked with the essentials. The front desk staff was friendly and professional. We stay here every year!the location is quiet and convenient. "
Fairfield Inn & Suites by Marriott Middletown
10/10 Excellent
"The room was new and clean. The pool was small but did the trick. Staff was kind "
Holiday Inn Express Hotel & Suites Dover by IHG
10/10 Excellent
"We had a wonderful stay. Thanks "
Hampton Inn Dover
10/10 Excellent
"Great sleep 👍👍"
Quality Inn
10/10 Excellent
"Very pleasant experience.
"
Springhill Suites By Marriott Frederica
10/10 Excellent
"Very clean and comfy "
Wyndham Garden Dover
10/10 Excellent
"Always a restful stay."
Bally's Dover Casino Resort
10/10 Excellent
"Clean Room and Large Bathroom"
Frequently asked questions
What hotels do travelers recommend in Cheswold?
Can I book refundable accommodations in Cheswold?
If you need the flexibility to change your plans to Cheswold, most accommodations offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Cheswold be like during my trip?
The warmest months in Cheswold are usually July and August with an average temp of 73°F. January and February are the chilliest months when the average temp is 39°F. The rainiest months are August and October.
Why should I book my Cheswold hotel through Hotels.com?
There are plenty of reasons to book your Cheswold travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.