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.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $1,001, price is now $634 per person
$634
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Baltimore (BWI)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
The Westin Annapolis

The Westin Annapolis

4 out of 5
Save 100% on your flight
Price was $1,071, price is now $677 per person
$677
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Baltimore (BWI)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and snack bar/deli.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Save 100% on your flight
Price was $1,465, price is now $947 per person
$947
per person
Sep 20 - Sep 25
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
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 express check-out are also offered.
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
Price was $2,070, price is now $1,401 per person
$1,401
per person
Aug 23 - Aug 30
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
2 hot tubs, an indoor pool, and a 24-hour gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free WiFi.
Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Save 100% on your flight
Price was $2,985, price is now $2,038 per person
$2,038
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
A full-service spa, 2 restaurants, and an indoor pool 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. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Top Caroline County hotels deals

Best Western Denton Inn

Best Western Denton Inn

2.5 out of 5
521 Fleetwood Rd Denton MD
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $129 total per night
$129 total
Jul 12 - Jul 13
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a lobby fireplace, and luggage storage are also on offer.
Pool
Breakfast included
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
$91 nightly
The price is $99 total per night
$99 total
Aug 3 - Aug 4
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
$322 nightly
The price is $366 total per night
$366 total
Aug 3 - Aug 4
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
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
$99 nightly
The price is $110 total per night
$110 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
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
$105 nightly
The price is $117 total per night
$117 total
Jul 20 - Jul 21
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
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
$97 nightly
The price is $107 total per night
$107 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.
Pool
Breakfast included
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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.

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 $634. 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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