Cheswold Holidays

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Your Cheswold Holiday

Our Cheswold holiday packages let you customise your own adventure. Tailor your getaway to your style and interests and make the most of your time in this lively city. Any trip to Cheswold needs a well-thought-out itinerary. Fill yours with leading attractions like Dover International Speedway, Dover Downs Casino and Delaware State University. Your ultimate Cheswold holiday is just a few clicks away. Search flights, hotels and more on Expedia for a trip that's tailored to suit your style.

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
Stay at this 4-star business-friendly hotel in Dover. Enjoy free Wi-Fi, free parking and 5 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,788 reviews)
"The rooms were clean and the bathroom was very spacious. I liked the walk-in shower. Its a little outdated, but i didnt mind since everything was nice and clean. The restaurant was decent. The staff was friendly. We will stay again. We didn't use the casino."

Reviewed on 28 Jun 2025

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
Stay at this business-friendly hotel in Dover. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,008 reviews)
"The bed was not made well"

Reviewed on 30 Jun 2025

Microtel Inn & Suites by Wyndham Dover
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
Stay at this business-friendly hotel in Dover. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,003 reviews)
"Wonderful service and very clean room."

Reviewed on 29 Jun 2025

Holiday Inn Express Hotel & Suites Dover by IHG
See all 125 properties in Cheswold
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Cheswold travel package cost?
Our Cheswold travel packages, which start at just , are the perfect way to save. Select your favourite flights, hotels and rental cars to create your ideal trip.
If I'm not able to travel, can I cancel my Cheswold travel package?
Because we understand life is full of surprises, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you've booked your Cheswold travel package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Cheswold?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars --- we've got everything you need. Pick the combination that suits your style and see your savings stack up. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 properties across the world, which lets you customize your Cheswold adventure.
Does Expedia offer Book Now, Pay Later Cheswold holidays?
Expedia has partnered with online lender Klarna to make your next break easier on the purse strings. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.

Where should I stay in Cheswold?
A holiday in Cheswold isn't complete without checking out Dover Mall, Delaware State Police Museum and Education Centre and Fork Branch Nature Preserve. Spend your nights near these top sights and make sightseeing simple.
What are the top hotels in Cheswold?
Reserve a room at Sheraton Suites Wilmington Downtown. It's one of the neighbourhood's most popular properties. Another top option in Cheswold is Atlantic Sands Hotel & Conference Centre.
How far in advance should I book my Cheswold holiday?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you're booking at the last minute, don't worry. Budget prices appear from time to time within a few weeks of departure dates.
What does an Expedia Cheswold travel package include?
Flights, hotels and rental cars --- you'll discover them all here. With Expedia, you can create your Cheswold package the way you like it. All you have to do is decide what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the bigger your savings!
What should I know before booking a Cheswold travel package?
A travel package can be customized for your circumstances and is a great way to stretch your dollars further. How little or much you include is completely up to you. Hotels, rental cars and flights --- come up with a combination that works with your plans.
Can I choose my airline with a Cheswold Expedia travel package?
Yes, you're in control. We offer more than 550 airlines around the world, so you can design your Cheswold holiday according to your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.