Deals on vacations and trips to Caroline County

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Caroline County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $507, price is now $247 per person
$247
per person
Feb 15 - Feb 19
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 4 onsite conference rooms. A gym is on site, and self parking and a 24-hour front desk are also offered.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was $552, price is now $331 per person
$331
per person
Jan 10 - Jan 17
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Washington (DCA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and limo/town car service are also offered.
Home2 Suites By Hilton Ashburn, Va

Home2 Suites By Hilton Ashburn, Va

3 out of 5
Save 100% on your flight
Price was $571, price is now $342 per person
$342
per person
Jan 16 - Jan 19
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel features a gym and a seasonal outdoor pool. Guests will appreciate freebies like buffet breakfast and free self parking.
Kent Island Resort

Kent Island Resort

3.5 out of 5
Save 100% on your flight
Price was $411, price is now $250 per person
$250
per person
Jan 11 - Jan 14
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace are also on offer.
The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Save 100% on your flight
Price was $524, price is now $328 per person
$328
per person
Jan 17 - Jan 20
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Make the most of the gym and a rooftop terrace, and relax with drinks at one of the 3 bars/lounges.

Top Caroline County hotels deals

Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $96 total per night
$96 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking.
Parking included
Free WiFi
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$201 nightly
The price is $229 total per night
$229 total
Dec 15 - Dec 16
Total with taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.
On private beach
Pool
Comfort Inn & Suites Dover near Speedway

Comfort Inn & Suites Dover near Speedway

2.5 out of 5
764 Dover Leipsic Road Dover DE
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Dec 22 - Dec 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A business center, free WiFi in public areas, and express check-out are also on offer.
Pool
Hot Tub
Tru by Hilton Georgetown

Tru by Hilton Georgetown

2.5 out of 5
301 College Park Lane Georgetown DE
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $92 total per night
$92 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Rodeway Inn Milford

Rodeway Inn Milford

2 out of 5
1036 N. Walnut Street Milford DE
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $80 total per night
$80 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features free WiFi in public areas, concierge services, and free self parking. Free continental breakfast is served. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Pet friendly
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
3206 Main St Grasonville MD
$103 nightly
The price is $115 total per night
$115 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Caroline County
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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.

Photos of local treasures

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Caroline County
Caroline County
Photo by Marie
Photo by Marie
Photo by KM Moore
Photo by KM Moore

Frequently asked questions

How much are vacation packages to Caroline County?
Packages, which provide both flights and hotels in Caroline County, start at just $247. Make your travel dreams come true and secure your trip with Travelocity today.
Where can I get the best vacation package deals for Caroline County?
No matter how you like to travel, Travelocity can help you score an unbeatable Caroline County package deal. The only thing you need to do is select a combination from our 400 airlines and 1,000,000 properties worldwide.
Why should I purchase my Caroline County vacation bundle via Travelocity?
We've got destinations and experiences to suit every type of traveler, top-quality service and 24/7 customer support. To top that off, we'll match any better price you come across with our Price Match Guarantee.
Will I save money on my Caroline County car rental if I combine it with hotels and flights?
Certainly. And our Caroline County vacation packages are the ideal way to do it. In only a few clicks you can save money as well as time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Searching for things to do? Add some activities or experiences to your package and save on those too.
Which airport is best for Caroline County?
Your Caroline County trip will likely start at Baltimore Washington Intl. Thurgood Marshall Airport (BWI) or Salisbury - Ocean City Wicomico Regional Airport (SBY).

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