Caroline County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Caroline County

Coastal tidal wetlands on a Sunny Day
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Denton

Denton
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.
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Ridgely

Ridgely

Top hotels in Caroline County

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 1.852.724 ₫ per night from 2 Mar to 3 Mar
1.852.724 ₫
2.551.626 ₫ total
2 Mar - 3 Mar
includes taxes & fees
8.8/10 Excellent! (3,416 reviews)
The hot water did not work this morning. It was an inconvenience. Other than that the hotel was nice.

Reviewed on 1 Mar 2026

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 4.846.788 ₫ per night from 8 Mar to 9 Mar
4.846.788 ₫
6.246.884 ₫ total
8 Mar - 9 Mar
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The staff was very nice and helpful. The room was clean but cold. Even though we had the thermostat set to 74, it was still cold. All the amenities were great. It would have been nice if the room beds had been made and if fresh towels had been left in the room. Housekeeping didn't show up until 5:30 ...

Reviewed on 22 Feb 2026

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 2.351.735 ₫ per night from 2 Mar to 3 Mar
2.351.735 ₫
2.610.426 ₫ total
2 Mar - 3 Mar
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Wonderful stay !!!

Reviewed on 17 Feb 2026

Comfort Inn & Suites Dover near Speedway
See all 661 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 holiday 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 travelling style.
How do I get a cheap travel package to Caroline County?
Creating your own Caroline County holiday package with Expedia is an easy way to save. We have more than 550 partner airlines and 1null000null000 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 travellers.
How far in advance should I book my Caroline County holiday?
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 holiday!
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 holiday 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 holiday 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.