Caroline County Vacations & Trips from $180

Book a Hotel + Flight or Car together to unlock savings

Photo by KM Moore
  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
InterContinental Washington D.C. - The Wharf by IHG
Pendry Baltimore
Hilton Washington DC Capitol Hill
The Normandy Hotel
Baltimore executive Furnished rentals

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
$88 nightly
The price is $96 total per night from Jan 15 to Jan 16
$96 total
Jan 15 - Jan 16
Total with taxes and fees
8.6/10 Excellent! (3,331 reviews)
Very nice hotel

Reviewed on Jan 8, 2026

Bally's Dover Casino Resort
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
$203 nightly
The price is $231 total per night from Jan 20 to Jan 21
$231 total
Jan 20 - Jan 21
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Great rooms, amenities, staff

Reviewed on Dec 29, 2025

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
$90 nightly
The price is $100 total per night from Jan 19 to Jan 20
$100 total
Jan 19 - Jan 20
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Staff was courteous, accommodating and helpful!

Reviewed on Jan 3, 2026

Comfort Inn & Suites Dover near Speedway
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.