Book Hotels in Cheswold, DE

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Top Cheswold hotels

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

3 out of 5
411 MERRIMAC AVENUE Middletown DE
$104 nightly
The price is $115 total per night from May 31 to Jun 1
$115 total
May 31 - Jun 1
Total with taxes and fees
An indoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box. Enjoy the free continental breakfast each morning. Staff ...
Good value.

Reviewed on Apr 29, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Middletown
Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
$86 nightly
The price is $94 total per night from May 7 to May 8
$94 total
May 7 - May 8
Total with taxes and fees
A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public ...
The front desk was very helpful especially Robert when we checked in and need 5 rooms on the same floor

Reviewed on May 5, 2026

Opens in a new windowBally's Dover Casino Resort
Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway

2.5 out of 5
764 Dover Leipsic Road Dover DE
$86 nightly
The price is $96 total per night from May 31 to Jun 1
$96 total
May 31 - Jun 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A business center, free WiFi in public ...
No body wash or hair shampoo in the bathroom but everything else was great.

Reviewed on Apr 28, 2026

Opens in a new windowComfort Inn & Suites Dover near Speedway
Fairfield Inn & Suites by Marriott Dover

Fairfield Inn & Suites by Marriott Dover

3 out of 5
655 N Dupont Hwy Dover DE
$89 nightly
The price is $99 total per night from May 26 to May 27
$99 total
May 26 - May 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free self parking, and a free casino shuttle. Traveling on business? Take advantage ...
Very clean and comfortable room. Well worth the price.

Reviewed on Apr 24, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Dover
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
$78 nightly
The price is $84 total per night from May 10 to May 11
$84 total
May 10 - May 11
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the ...
No

Reviewed on May 4, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham Dover
MainStay Suites Dover

MainStay Suites Dover

2.5 out of 5
201 Stover Blvd Dover DE
$93 nightly
The price is $103 total per night from Jun 3 to Jun 4
$103 total
Jun 3 - Jun 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour ...
The staff was friendly and the room clean

Reviewed on Apr 30, 2026

Opens in a new windowMainStay Suites Dover
Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

2 out of 5
652 N Dupont Hwy Dover DE
$75 nightly
The price is $84 total per night from May 7 to May 8
$84 total
May 7 - May 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
The room smelled like cigarettes. Filled out a survey and complained to the front desk said it would be taken care of by cleaning crew and it still smelled the next day

Reviewed on May 4, 2026

Opens in a new windowRed Roof Inn & Suites Dover Downtown
MHO Hotel Dover

MHO Hotel Dover

2.5 out of 5
348 N Dupont Hwy Dover DE
$70 nightly
The price is $78 total per night from May 7 to May 8
$78 total
May 7 - May 8
Total with taxes and fees
This hotel features a garden, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Dry cleaning is provided and the ...
The place just seem very old and is in a need updated. they might want to hire more staff to keep the rooms clean and

Reviewed on May 5, 2026

Opens in a new windowMHO Hotel Dover
Days Inn by Wyndham Dover Downtown

Days Inn by Wyndham Dover Downtown

2 out of 5
272 N Dupont Hwy Dover DE
$67 nightly
The price is $75 total per night from May 20 to May 21
$75 total
May 20 - May 21
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and ...
I'm not a picky person at all but this might actually be the worst hotel ive even stay at. Besides the sheets and towels nothing was clean. The bath tub looked like someone waa murdered in it. The double beds sat on queen or king frames. TV didnt work at all. Microwave worked but was disgusting and ...

Reviewed on May 5, 2026

Opens in a new windowDays Inn by Wyndham Dover Downtown
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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.

Frequently asked questions

What are the top kid-friendly hotels in Cheswold?
From well-designed amenities to more room to move, kid-friendly hotels come with features that can help transform a regular family vacation into a sensational one. These Cheswold options make getting away with your youngsters a breeze: The entire crew will enjoy their time at Sleep Inn And Suites. A swimming pool and complimentary breakfast are just a few of the things that help make this hotel an appealing option. Also consider Holiday Inn Express Hotel & Suites Dover, an IHG Hotel. It offers a swimming pool, complimentary breakfast and plenty of opportunities for precious family time.
Where can I find cheap hotels in Cheswold?
At Travelocity you'll find really nice hotels in Cheswold at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cheswold rather than in Cheswold. We may find you even better rates, too.
How do I find the best Cheswold hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cheswold then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cheswold?
The cheapest hotel in Cheswold is $75. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cheswold?
There are 133 hotels in Cheswold on Travelocity.
What are the best hotels in Cheswold?
Cheswold has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cheswold for you!
When is the best time to visit Cheswold?
If you want the joy of a fun-filled trip in peak season, visit Cheswold during March, May and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Cheswold?
Based on historic data is usually the cheapest month to visit Cheswold. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cheswold?
There are multiple hotels in Cheswold that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cheswold. We have plenty of kid-friendly hotels in Cheswold to choose from on Travelocity!
Why book a hotel in Cheswold through Travelocity?
Because we have the top hotels in Cheswold! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cheswold on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cheswold hotel reviews by fellow wanderers

Wyndham Garden Dover

Wyndham Garden Dover

2 out of 5
Posted 10 hours ago
Travelocity Verified Review
"My room card did not work, had to walk back to the front desk to have it re-keyed, no remote or microwave, towel had dirty splattered on it, i was moved to a new room and the hallway smelled of cigarette smoke and none of the vending machines worked"
A verified traveler stayed at Wyndham Garden Dover
Wyndham Garden Dover

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