Caroline County Vacations & Trips from $138

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Your Caroline County Vacation

Book a vacation package to Caroline County and make travel planning easy. With all the details organized before you depart, you can focus on enjoying every second in this interesting destination. Wondering where to go during your trip to Caroline County? Denton is a leading city you can't miss. Expedia has hotels, flights, car rentals and more to help you curate your dream Caroline County vacation today.

Top destinations in Caroline County

The Latest Caroline County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
Eurostars Saint Gregory Dupont Circle Georgetown
Sofitel Washington DC Lafayette Square
Home2 Suites By Hilton Ashburn, Va
Embassy Suites by Hilton Washington D.C. – Convention Center

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find the Best Caroline County Vacation Packages

Caroline County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Top Sights
Martinak State Park, Adkins Arboretum and Martinak State Park

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
$83 nightly
The price is $90 total per night from Dec 4 to Dec 5
$90 total
Dec 4 - Dec 5
Total with taxes and fees
8.6/10 Excellent! (3,259 reviews)
Room was clean, front desk personnel very nice.

Reviewed on Nov 26, 2025

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
$201 nightly
The price is $229 total per night from Dec 2 to Dec 3
$229 total
Dec 2 - Dec 3
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Great amenities, excellent spa and service, friendly staff and great food.

Reviewed on Nov 26, 2025

Hyatt Regency Chesapeake Bay
Microtel Inn & Suites by Wyndham Milford

Microtel Inn & Suites by Wyndham Milford

2.5 out of 5
106 Silicato Parkway Milford DE
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Dec 2 to Dec 3
$83 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (648 reviews)
this was a very nice place to stay. The staff was very helpful. It was very clean. The breakfast was very good.

Reviewed on Nov 18, 2025

Microtel Inn & Suites by Wyndham Milford
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.