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
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $115 total per night from Apr 5 to Apr 6
$115 total
Apr 5 - Apr 6
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 ...
Pool seemed over chlorinated. Had to go out and buy goggles

Reviewed on Mar 21, 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
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $107 total per night from Mar 24 to Mar 25
$107 total
Mar 24 - Mar 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 ...
They have some new system thats totaly screwed up. I bought two nights and had 2 comp nights and was told by front desk i was good til Saturday just to find they took my stuff our of my room and i had to get to the bottom of it. Pretty pist!! Im also pist that the idiots that own this place have ...

Reviewed on Mar 20, 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
Fully refundable
$94 nightly
The price is $104 total per night from Apr 8 to Apr 9
$104 total
Apr 8 - Apr 9
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 ...
The property was in the n process ot renovation

Reviewed on Mar 23, 2026

Opens in a new windowComfort Inn & Suites Dover near Speedway
Home2 Suites by Hilton Dover, DE

Home2 Suites by Hilton Dover, DE

3 out of 5
222 S Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Apr 13 to Apr 14
$145 total
Apr 13 - Apr 14
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Friendly staff, breakfast was better than I thought it would be it had different options every day. Room was pretty spacious. The only downside was people loud in the the room next to us and above us. They are very pet friendly and will even have treats for your dog at the check-in counter.

Reviewed on Feb 24, 2026

Opens in a new windowHome2 Suites by Hilton Dover, DE
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr Middletown DE
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $116 total per night from Mar 30 to Mar 31
$116 total
Mar 30 - Mar 31
Total with taxes and fees
This hotel features 20 restaurants, an indoor pool, and a hot tub. Enjoy a meal in one of the 3 coffee shops/cafes and perks like free buffet breakfast and free ...
The hotel was not worth the ratings reflected by n Expedia. When we arrived there was police activity at the hotel. We were woken up by people yelling in the hall way. The television did not work, some of the outlets did not work and the soap dispenser was empty. I chose the hotel because I expected ...

Reviewed on Mar 23, 2026

Opens in a new windowHampton Inn Middletown
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
$70 nightly
The price is $75 total per night from Apr 19 to Apr 20
$75 total
Apr 19 - Apr 20
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 ...
Room nice and clean ,lovely place

Reviewed on Mar 16, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham Dover
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 $84 total per night from Mar 24 to Mar 25
$84 total
Mar 24 - Mar 25
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 ...
Clean room with nice house keeper. Watch your rooms on camera and call if they think you have a visitor. Good breakfast . Reasonable prices.

Reviewed on Mar 22, 2026

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

Wyndham Garden Dover

3 out of 5
561 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $78 total per night from Mar 25 to Mar 26
$78 total
Mar 25 - Mar 26
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
Great shopping nearby

Reviewed on Mar 17, 2026

Opens in a new windowWyndham Garden 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
$59 nightly
The price is $65 total per night from Apr 1 to Apr 2
$65 total
Apr 1 - Apr 2
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 room was a mess you can tell there was no carpet the towels and washcloths were dirty and they just put them back the bed was so dirty i slept on top of the liner. The tub had dirt in it and there wasn’t even a remote for the tv on top of that i paid for a double bed and got 1 king bed and was ...

Reviewed on Mar 18, 2026

Opens in a new windowMHO Hotel Dover
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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 $65. 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 134 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.

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