Kent County Vacation Packages

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Your Kent County Vacation

When adventure calls, answer it with a tailor-made vacation package to Kent County. Wherever it is you're going and whatever you plan to do, get ready to discover a destination that'll make you feel alive. Your trip to Kent County wouldn't be complete without spending some time in its most well-known cities, starting with Harrington. Some of the most popular attractions here include DE Turf Sports Complex and Delaware State Fairgrounds. Smyrna should also be on the itineraries of all Kent County travellers. Visitors to this city enjoy Dover Downs Casino and Bombay Hook National Wildlife Refuge. Whether you're planning to travel for a couple of days or a couple of weeks, Expedia are here to help you tailor-make your next dream Kent County vacation.

Top vacation destinations in Kent County

Delaware which includes a lake or waterhole
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Dover

Dover
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Felton

Felton

Top Kent County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
Price was CA $761, price is now CA $730 per person
CA $730
per person
Apr 10 - Apr 14
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
7.2/10 Good! (415 reviews)
Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish.

Reviewed on Jan 16, 2026

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

3.5 out of 5
Price was CA $1,166, price is now CA $1,111 per person
CA $1,111
per person
May 15 - May 17
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Wilmington (ILG)
8/10 Very Good! (1,002 reviews)
Clean room, great amenities, quick and smooth check-in and check-out

Reviewed on Feb 16, 2026

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was CA $1,283, price is now CA $1,259 per person
CA $1,259
per person
Apr 10 - Apr 14
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (1,000 reviews)
Nice stay, but a little too crowded.

Reviewed on Jan 30, 2026

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 out of 5
Price was CA $1,063, price is now CA $1,044 per person
CA $1,044
per person
Apr 10 - Apr 14
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9.2/10 Wonderful! (921 reviews)
Clean room, I enjoy staying here every time I'm in the area

Reviewed on Feb 4, 2026

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Kent County 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 CA $85 per night from Feb 22 to Feb 23
CA $85
CA $120 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (3,394 reviews)
Room was very clean and the Staff members were courteous

Reviewed on Feb 12, 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 CA $97 per night from Mar 3 to Mar 4
CA $97
CA $107 total
Mar 3 - Mar 4
includes taxes & fees
8/10 Very Good! (1,004 reviews)
yes

Reviewed on Feb 9, 2026

Microtel Inn & Suites by Wyndham Dover
Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway

2.5 out of 5
764 Dover Leipsic Road Dover DE
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Mar 2 to Mar 3
CA $116
CA $129 total
Mar 2 - Mar 3
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Clean room, friendly staff, great Continental breakfast, loved the hot tub and pool!

Reviewed on Feb 11, 2026

Comfort Inn & Suites Dover near Speedway
See all 4,925 properties in Kent County
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Kent County vacation package cost?
From as little as CA $730, you can build your own Kent County vacation package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Kent County?
Bundle your flight and hotel bookings, add extras such as a rental car or activities, and save with a Kent County vacation package. You won't just walk away with superb discounts on your escape — you'll have a world of choice at your fingertips too. When you book through Expedia, you can select from more than 550 partner airlines and 1,000,000 properties around the globe. Your next grand adventure begins right here, right now!
What are the top hotels in Kent County?
When it comes to properties in Smyrna, Microtel Inn & Suites by Wyndham Dover and Microtel Inn & Suites by Wyndham Milford are a couple of favorites. If you're also heading to Houston, Bally's Dover Casino Resort and Red Roof Inn & Suites Dover Downtown look forward to welcoming you.
How far in advance should I book my Kent County vacation?
It depends on the airline, but you can usually browse through international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky travelers occasionally score a cheaper ticket just weeks prior to departure dates.
What does an Expedia Kent County travel package include?
It comes down to what you're looking for. If you're traveling by yourself, you might decide to bundle flights and hotels. Taking the entire family to Kent County? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility to build your own travel package.
What should I know before booking a Kent County travel package?
Booking all the parts of your trip together is an excellent way to save. Combine your car rentals, flights and hotels into a neat package. But you're not limited to hotels. Expedia has all kinds of properties, including vacation rentals like beachfront villas and short-term homes. You've got choices galore!
Can I choose my airline with a Kent County Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Just choose the carrier that suits you and craft the perfect Kent County escape.
If I'm not able to travel, can I cancel my Kent County vacation package?
You can cancel your Kent County booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.