Book Hotels in Cheswold, DE

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Top Cheswold hotels

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
$116 nightly
The price is $129 total per night from Sep 30 to Oct 1
$129 total
Sep 30 - Oct 1
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. ...
"safe quiet easyparking"

Reviewed on Sep 17, 2025

Opens in a new windowHoliday Inn Express & Suites Middletown by IHG
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
$104 nightly
The price is $115 total per night from Oct 19 to Oct 20
$115 total
Oct 19 - Oct 20
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 ...
"Property outside was nice. Front desk staff ladies were amazing!! House keeping did not bring towels to my son room last name Luppino he and his fiancé had no towels for shower he had to leave the room and request cause it was not replaced the day before as they didn’t come to clean My room 204 we ..."

Reviewed on Sep 21, 2025

Opens in a new windowFairfield Inn & Suites by Marriott Middletown
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr, Middletown, DE
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $135 total per night from Sep 30 to Oct 1
$135 total
Sep 30 - Oct 1
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 bed was very uncomfortable"

Reviewed on Sep 9, 2025

Opens in a new windowHampton Inn 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
$88 nightly
The price is $96 total per night from Sep 29 to Sep 30
$96 total
Sep 29 - Sep 30
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 ...
"Short n sweet & a good nights sleep"

Reviewed on Sep 24, 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
$92 nightly
The price is $102 total per night from Oct 14 to Oct 15
$102 total
Oct 14 - Oct 15
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 ...
"Nothing"

Reviewed on Sep 19, 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
$105 nightly
The price is $117 total per night from Oct 5 to Oct 6
$117 total
Oct 5 - Oct 6
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 ...
"Had a quick emergency trip to my daughter college."

Reviewed on Sep 21, 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
$110 nightly
The price is $122 total per night from Oct 15 to Oct 16
$122 total
Oct 15 - Oct 16
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 ...
Weekend Getaway
"Staff was amazing. Room was very clean"

Reviewed on Sep 22, 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 Sep 30 to Oct 1
$93 total
Sep 30 - Oct 1
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 ...
"It’s nice and clean closed to Dover Airforce Base. They let us check in early it was wonderful and very considerate gesture."

Reviewed on Sep 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
$75 nightly
The price is $84 total per night from Sep 29 to Sep 30
$84 total
Sep 29 - Sep 30
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 staff professional"

Reviewed on Sep 15, 2025

Opens in a new windowRed Roof Inn & Suites 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 $84. 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 123 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 days ago
Travelocity Verified Review
"Short n sweet & a good nights sleep"
A verified traveler stayed at Bally's Dover Casino Resort
Bally's Dover Casino Resort
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