Caroline County Vacations & Trips

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Top destinations in Caroline County

FlightsFlightsHotelsHotels

Preston

Preston
Cute, well cared for, and very uncrowded state park in Maryland. Rent a canoe and paddle up into the creeks that feed the lake for views of abundant plants and wildlife.
FlightsFlightsHotelsHotels

Ridgely

Ridgely

Caroline 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 NT$1,947 per night from Feb 24 to Feb 25
NT$1,947
NT$2,756 total
Feb 24 - Feb 25
includes taxes & fees
8.6/10 Excellent! (3,395 reviews)
Clean room. Pleasant staff. Check in help very helpful

Reviewed on 2026/2/14

Bally's Dover Casino Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is NT$5,830 per night from Feb 23 to Feb 24
NT$5,830
NT$7,515 total
Feb 23 - Feb 24
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Nice stay, but a little too crowded.

Reviewed on 2026/1/30

Hyatt Regency Chesapeake Bay
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 NT$2,688 per night from Mar 2 to Mar 3
NT$2,688
NT$2,984 total
Mar 2 - Mar 3
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Wonderful stay !!!

Reviewed on 2026/2/17

Comfort Inn & Suites Dover near Speedway
See all 659 properties in Caroline 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.

Frequently asked questions

How much does a Caroline County vacation package cost?
The most affordable Caroline County package is , so your dream getaway can become a reality — without the high price tag. Combine flights, hotels and car rentals to custom build a package suited to your traveling style.
How do I get a cheap travel package to Caroline County?
Creating your own Caroline County vacation package with Expedia is an easy way to save. We have more than 550 partner airlines and 1,000,000 properties around the world. With such a fabulous range to select from, you'll have no difficulty putting together your perfect adventure.
What are the top hotels in Caroline County?
Best Western Denton Inn and Turnbridge Manor know how to make their guests feel at home in Denton. If you also plan to get to Preston, have a look at Turnbridge Manor and Private Townhouse For The Entire Family Easy Commute To The Bay And Beaches. Both are very popular with travelers.
How far in advance should I book my Caroline County vacation?
You'll be rewarded with the biggest variety and the lowest prices by booking your adventure to Caroline County early. Airlines generally sell flight tickets around 12 months prior to departure, so start locking things in ASAP. That said, Expedia is committed to giving you the best bargains around, so it's never a bad time to book your dream vacation!
What does an Expedia Caroline County travel package include?
That depends on you. You can choose from a range of Caroline County bundles, such as a rental car, hotel and flight. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your ideal Caroline County trip looks like, get ready to save!
What should I know before booking a Caroline County travel package?
So many places to travel to, so many things to experience. With a travel package, you can cross more of them off your list. Bundle your flights, rental cars and hotels and score big savings.
Can I choose my airline with a Caroline County Expedia vacation package?
Yes, you sure can. Expedia has access to more than 550 airline partners all over the world, so fly with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Caroline County vacation package?
It is possible to cancel your Caroline County booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.