Book Hotels in Cheswold, DE

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Top Cheswold hotels

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE, Middletown, DE
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Nov 16 to Nov 17
$120 total
Nov 16 - Nov 17
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 ...
Clean; friendly staff; noisy floor above during the night

Reviewed on Oct 12, 2025

Opens in a new windowFairfield Inn & Suites by Marriott Middletown
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
$119 nightly
The price is $132 total per night from Nov 16 to Nov 17
$132 total
Nov 16 - Nov 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. ...
Worked out perfectly.

Reviewed on Oct 19, 2025

Opens in a new windowHoliday Inn Express & Suites Middletown by IHG
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 Oct 26 to Oct 27
$107 total
Oct 26 - Oct 27
Total with taxes and fees
A casino, 5 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free ...
Great stay

Reviewed on Oct 18, 2025

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

Comfort Inn & Suites

2.5 out of 5
764 Dover Leipsic Road, Dover, DE
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $100 total per night from Oct 30 to Oct 31
$100 total
Oct 30 - Oct 31
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 ...
Great stay

Reviewed on Oct 17, 2025

Opens in a new windowComfort Inn & Suites
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
$103 nightly
The price is $114 total per night from Nov 23 to Nov 24
$114 total
Nov 23 - Nov 24
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 ...
Good

Reviewed on Oct 9, 2025

Opens in a new windowHoliday Inn Express Hotel & Suites Dover by IHG
Hilton Garden Inn Dover

Hilton Garden Inn Dover

3 out of 5
1706 N Dupont Hwy, Dover, DE
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $129 total per night from Nov 3 to Nov 4
$129 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet ...
Staff was very friendly and the room was very clean

Reviewed on Oct 19, 2025

Opens in a new windowHilton Garden Inn Dover
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
$86 nightly
The price is $93 total per night from Oct 26 to Oct 27
$93 total
Oct 26 - Oct 27
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 ...
The room was very exceptionally clean, my only drawback is there is no Iron in the room just a steamer. I prefer an Iron.

Reviewed on Oct 16, 2025

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, I-95 To Exit #4-a, Dover, DE
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Oct 26 to Oct 27
$78 total
Oct 26 - Oct 27
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 ...
A lot of trash on the outside of the building. Around the walkway.

Reviewed on Oct 21, 2025

Opens in a new windowRed Roof Inn & Suites Dover Downtown
Comfort Suites Dover

Comfort Suites Dover

2.5 out of 5
1654 N Dupont Hwy, Dover, DE
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Oct 26 to Oct 27
$90 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Clean and comfortable and walking distance for food options

Reviewed on Oct 11, 2025

Opens in a new windowComfort Suites 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 $78. 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 121 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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