Cheswold Holidays

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Your Cheswold Holiday

With a Cheswold holiday package, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before you depart, so you can get on with experiencing this lively city. You'll want to take in the sights during your trip to Cheswold. Find time for big-name attractions such as Dover International Speedway, Delaware State University and Dover Downs Casino. Don't put off your visit to this destination any longer. The perfect Cheswold holiday is a couple of clicks away with Expedia.

Cheswold Holiday

Cheswold Essential Information

Language
English
Currency
U.S dollars
Population
1,400
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Woodland Beach, Air Mobility Command Museum and Hoppin Good Time

Our pick of the best Cheswold Hotel Deals

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
The price is AU$142 per night from 22 Apr to 23 Apr
AU$142
22 Apr - 23 Apr
includes taxes & fees
8.8/10 Excellent! (3,465 reviews)
Clean room

Reviewed on 3 Apr 2026

Bally's Dover Casino Resort
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
The price is AU$122 per night from 15 Apr to 16 Apr
AU$122
15 Apr - 16 Apr
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Everything was great. Staff was very helpful and polite and friendly. Room and bathroom were definitely clean. Beds were very comfortable. Wi-Fi was great..

Reviewed on 25 Mar 2026

Microtel Inn & Suites by Wyndham Dover
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

3 out of 5
411 MERRIMAC AVENUE Middletown DE
The price is AU$174 per night from 4 May to 5 May
AU$174
4 May - 5 May
includes taxes & fees
9.2/10 Wonderful! (364 reviews)
Pool seemed over chlorinated. Had to go out and buy goggles

Reviewed on 21 Mar 2026

Fairfield Inn & Suites by Marriott Middletown
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.