Book Hotels in Cheswold, DE
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Cheswold hotels

Fairfield Inn & Suites by Marriott Middletown
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

Holiday Inn Express & Suites Middletown by IHG
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

Bally's Dover Casino Resort
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

Comfort Inn & Suites
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

Holiday Inn Express Hotel & Suites Dover by IHG
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

Hilton Garden Inn Dover
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

Microtel Inn & Suites by Wyndham Dover
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

Red Roof Inn & Suites Dover Downtown
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

Comfort Suites Dover
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
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.
Hotels in Cheswold with star-rating
Check Cheswold Hotels by Star Rating

2 Star Hotels
26 properties
Frequently asked questions
Recent Cheswold hotel reviews by fellow wanderers

Home2 Suites by Hilton Dover, DE
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Front desk staff superb"
A verified traveler stayed at Home2 Suites by Hilton Dover, DE
Explore More Ways to Travel with Travelocity
- Hotels near Air Mobility Command Museum
- Hotels near Delaware State Police Museum and Education Center
- Hotels near Museum of Small Town Life
- Hotels near Great Geneva
- Hotels near Delaware State Visitor Center
- Farmstay in Delaware
- Apartments in Delaware
- B&B in Delaware
- Cabins in Delaware
- Condos in Delaware
- Cottages in Delaware
- Extended Stay Hotels in Delaware
- Guest Houses in Delaware
- Hostels in Delaware
- Houseboats in Delaware
- Motels in Delaware
- Vacation Homes in Delaware
- Villas in Delaware
- Beach Resorts & in Delaware
- Boutique Hotels in Delaware
- Kid Friendly Hotels in Delaware
- Golf Resorts & in Delaware
- Historic Hotels in Delaware
- Hotels with a Lazy River in Delaware
- Hotels with Balconies in Delaware
- Hotels with Bar in Delaware
- Hotels with Hot Tubs in Delaware
- Hotels with an Indoor Pool in Delaware
- Hotels with Kitchenettes in Delaware
- Hotels with smoking rooms in Delaware
- Hotels with Waterslides in Delaware
- Pet Friendly Hotels in Delaware
- Romantic Getaways & Hotels in Delaware
- Ski Resorts and in Delaware
- Spa Resorts & in Delaware
- Waterpark Hotels and Resorts in Delaware
- Hotel Wedding Venues Hotels in Delaware
- Delaware Hotels
- Hotels near Spence's Bazaar
- Hotels near Bay Court Plaza Shopping Center
- Hotels near Dover Downs Casino
- Apartments in Kenton
- Kenton Hotels
- Hotels near Gateway West Shopping Center
- Little Creek Hotels
- Hotels near Dover Commons Shopping Center
- Hotels near Dover Air Force Base
- Hotels near Dover International Speedway
- Hotels near Eden Hill
- Hotels near Blue Hen Mall
- Hotels near Dover Mall
- Hotels near Firefly Music Festival
- Hotels near Biggs Museum of American Art
- Hotels near Saulsbury Road Park
- Hotels near Delaware State University
- Hotels near Carrolls Center Shopping Center
- Smyrna Hotels
- Apartments in Dover
- B&B in Dover
- Condos in Dover
- Cottages in Dover
- Extended Stay Hotels in Dover
- Beach Resorts & in Dover
- Hotels with Suites in Dover
- Hotels with Hot Tubs in Dover
- Hotels with an Indoor Pool in Dover
- Hotels with smoking rooms in Dover
- Luxury Hotels in Dover
- Pet Friendly Hotels in Dover
- Spa Resorts & in Dover
- Dover Hotels
- Motels in Dover
- Vacation Homes in Dover
- Wyoming Hotels
- Camden Hotels
- Hotels near Dover Street Park
- Hotels near Wheel of Fortune
- Hotels near Rodney Village Shopping Center






