Book Hotels in Cheswold, DE

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Top Cheswold hotels

Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $119 total per night from Aug 24 to Aug 25
$119 total
Aug 24 - Aug 25
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 ...
"Overall good experience. Needs a little updating in the rooms but wasn’t bad at all. I’d stay again. Spa was broken during our stay which was disappointing but wouldn’t keep me from staying again."

Reviewed on Aug 10, 2026

Opens in a new windowBally's Dover Casino Resort
Holiday Inn Express Hotel & Suites Dover by IHG

Holiday Inn Express Hotel & Suites Dover by IHG

2.5 out of 5
1780 N Dupont Hwy Dover DE
Fully refundable
$102 nightly
The price is $113 total per night from Sep 9 to Sep 10
$113 total
Sep 9 - Sep 10
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Upon arrival, the staff was very welcoming and helpful. We check-in process was smooth and informative. The room was spotless and the breakfast was perfect. Thank you for our stay."

Reviewed on Aug 10, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Dover by IHG
Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

2 out of 5
652 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Sep 8 to Sep 9
$83 total
Sep 8 - Sep 9
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 ...
"Continental breakfast consisted of cornflakes, fruit and onion bagels. Small serving room very small. Beds were god awful hard and uncomfortable. Furniture in lobby was torn and rundown. Homeless hung out in parking lot. Bathroom light never brighten. No accommodation for late check out, then staff ..."

Reviewed on Aug 9, 2026

Opens in a new windowRed Roof Inn & Suites Dover Downtown
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $86 total per night from Aug 16 to Aug 17
$86 total
Aug 16 - Aug 17
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 ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Dover
MHO Hotel Dover

MHO Hotel Dover

2.5 out of 5
348 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Aug 11 to Aug 12
$99 total
Aug 11 - Aug 12
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 ...
Opens in a new windowMHO Hotel Dover
Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway

2.5 out of 5
764 Dover Leipsic Road Dover DE
Fully refundable
$83 nightly
The price is $92 total per night from Sep 2 to Sep 3
$92 total
Sep 2 - Sep 3
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 ...
Opens in a new windowComfort Inn & Suites Dover near Speedway
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

3 out of 5
411 MERRIMAC AVENUE Middletown DE
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $132 total per night from Aug 16 to Aug 17
$132 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an indoor pool and a gym. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A safe deposit box is provided ...
Opens in a new windowFairfield Inn & Suites by Marriott Middletown
Springhill Suites By Marriott Frederica

Springhill Suites By Marriott Frederica

2.5 out of 5
208 Dominus Drive Frederica DE
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $159 total per night from Aug 17 to Aug 18
$159 total
Aug 17 - Aug 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full ...
Opens in a new windowSpringhill Suites By Marriott Frederica
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr Middletown DE
Fully refundable
$101 nightly
The price is $112 total per night from Aug 16 to Aug 17
$112 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
Opens in a new windowHoliday Inn Express & Suites Middletown by IHG
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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 $83. 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 144 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

Bally's Dover Casino Resort

Bally's Dover Casino Resort

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Overall good experience. Needs a little updating in the rooms but wasn’t bad at all. I’d stay again. Spa was broken during our stay which was disappointing but wouldn’t keep me from staying again."
A verified traveler stayed at Bally's Dover Casino Resort
Bally's Dover Casino Resort

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