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
$119 nightly
The price is $132 total per night from Nov 1 to Nov 2
$132 total
Nov 1 - Nov 2
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 ...
"Hotel was great. Really nice. loved having doormen considering area is not great. Just wished"

Reviewed on Oct 14, 2026

Opens in a new windowFairfield Inn & Suites by Marriott 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
$74 nightly
The price is $80 total per night from Nov 2 to Nov 3
$80 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
"No faults found. The room and property were very clean. Everything worked. The staff was professional, courteous and very helpful. The breakfast area was very sanitary and stocked with everything needed for a quick cold breakfast with a few warm/hot items like coffee/tea, oatmeal, and toasted bread ..."

Reviewed on Oct 15, 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
$70 nightly
The price is $78 total per night from Nov 1 to Nov 2
$78 total
Nov 1 - Nov 2
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 ...
"Great. Just an overnight stay"

Reviewed on Oct 13, 2026

Opens in a new windowRed Roof Inn & Suites Dover Downtown
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
$110 nightly
The price is $120 total per night from Oct 18 to Oct 19
$120 total
Oct 18 - Oct 19
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 ...
Opens in a new windowBally's Dover Casino Resort
Comfort Suites Dover University Area

Comfort Suites Dover University Area

2.5 out of 5
1654 N Dupont Hwy Dover DE
Fully refundable
$77 nightly
The price is $85 total per night from Nov 8 to Nov 9
$85 total
Nov 8 - Nov 9
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 ...
Opens in a new windowComfort Suites Dover University Area
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
$86 nightly
The price is $96 total per night from Nov 5 to Nov 6
$96 total
Nov 5 - Nov 6
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
Quality Inn Smyrna

Quality Inn Smyrna

2.5 out of 5
190 Stadium St, Gateway North Plaza Smyrna DE
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Oct 25 to Oct 26
$104 total
Oct 25 - Oct 26
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 ...
Opens in a new windowQuality Inn Smyrna
Springhill Suites By Marriott Frederica

Springhill Suites By Marriott Frederica

2.5 out of 5
208 Dominus Drive Frederica DE
Fully refundable
$127 nightly
The price is $141 total per night from Nov 1 to Nov 2
$141 total
Nov 1 - Nov 2
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
Wyndham Garden Dover

Wyndham Garden Dover

3 out of 5
561 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Oct 18 to Oct 19
$80 total
Oct 18 - Oct 19
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 ...
Opens in a new windowWyndham Garden Dover
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See all available properties in Cheswold
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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 145 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

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"No faults found. The room and property were very clean. Everything worked. The staff was professional, courteous and very helpful. The breakfast area was very sanitary and stocked with everything needed for a quick cold breakfast with a few warm/hot items like coffee/tea, oatmeal, and toasted bread or bagels. There were no eggs of any kind or meats, but we did not miss that. The room was well appointed with microwave, small refrigerator and even a pull-out sofa bed that we did not use. We did use the laundry room on the 3rd floor. Only 1 washer and 1 dryer, but no one else needed it for the hour that we used it. Very reasonable at $1.75 for a large front loader washer @ the medium wash cycle and $1.50 for a 45-minute drying cycle. We were totally pleased with our experience"
A verified traveler stayed at Microtel Inn & Suites by Wyndham Dover
Microtel Inn & Suites by Wyndham Dover

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