Book Exclusive Caroline County Vacation Packages

Choose one or more items to build your trip:

Caroline County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Quincy, an Ascend Collection Hotel

The Quincy, an Ascend Collection Hotel

2.5 out of 5
Downtown Washington D.C.
Price was CA $1,028, price is now CA $794 per person
CA $794
per person
Dec 7 - Dec 10
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
Stay at this hotel in Washington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was CA $4,858, price is now CA $3,417 per person
CA $3,417
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Price was CA $2,075, price is now CA $1,611 per person
CA $1,611
per person
Dec 3 - Dec 8
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this family-friendly hotel in Oxon Hill. Enjoy free WiFi, an outdoor pool, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions MGM National Harbor Casino and Nationals Park are located nearby.
Kent Island Resort

Kent Island Resort

3.5 out of 5
Price was CA $1,555, price is now CA $1,225 per person
CA $1,225
per person
Dec 3 - Dec 8
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this golf hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Paul Reed Smith Guitars and Northern Chesapeake Bay are located nearby.
The Westin Annapolis

The Westin Annapolis

4 out of 5
Price was CA $1,945, price is now CA $1,537 per person
CA $1,537
per person
Dec 3 - Dec 8
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Annapolis City Dock and Maryland Hall for Creative Arts are located nearby.

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
The price is CA $113 per night
CA $113
CA $153 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Dover. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dover International Speedway and Dover Downs Casino are located nearby.
Parking included
Free WiFi
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
CA $125 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
Pool
Breakfast included
Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

2 out of 5
22297 Dupont Blvd Georgetown DE
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $132 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Georgetown Circle and Georgetown Speedway are located nearby.
Pool
Breakfast included
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
Free cancellation
Reserve now, pay when you stay
The price is CA $105 per night
CA $105
CA $116 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dover International Speedway and Blue Hen Mall are located nearby.
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
The price is CA $263 per night
CA $263
CA $339 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dorchester County Historical Society and Bay Country Shop are located nearby.
On private beach
Pool
Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

2 out of 5
652 N Dupont Hwy Dover DE
Free cancellation
Reserve now, pay when you stay
The price is CA $100 per night
CA $100
CA $111 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dover International Speedway and Delaware Agricultural Museum and Village are located nearby.
Breakfast included
Pet-friendly
Don't see what you're looking for?
See all available properties in Caroline County
View all properties
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.

Stay near popular Caroline County attractions

Martinak State Park

6.8/10 (6 reviews)
You can take time to visit Martinak State Park during your travels to Denton. While you're in the area, stroll along the white-sand beaches.
See properties

Photos of local treasures

Browse Caroline County vacation photos for more inspiration

A river with a green embankment and a boat.
A calm river with reflections of trees and a grassy bank.
A forest with tall trees and a sunset in the background.

Frequently asked questions

How much are vacation packages to Caroline County?
Packages, which provide both flights and hotels in Caroline County, start at just CA $794. 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).