Caroline County Vacation Packages 2026 from $328

Caroline County flight + hotel vacation packages

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

Arlo Washington DC

Northwest

Save 100% on your flight

$328

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

The hotel's 24-hour gym, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free WiFi. Self parking, a coffee shop, and dry cleaning are also offered.

InterContinental Washington D.C. - The Wharf by IHG

Southwest

Save 100% on your flight

$593

per person

Jun 14 - Jun 17

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.

Historic Inns of Annapolis

Historic District

Save 100% on your flight

$446

per person

Jun 26 - Jun 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 DC Downtown

Downtown Washington D.C.

$629

per person

Jun 5 - Jun 8

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This smoke-free hotel features 5 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a garden are also offered.

Hilton Washington DC Capitol Hill

Northwest

Save 100% on your flight

$354

per person

May 8 - May 11

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a snack bar/deli, and luggage storage are also offered.

Top Caroline County hotels deals

Bally's Dover Casino Resort

1131 N Dupont Hwy Dover DE

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$107 total

Apr 5 - Apr 6

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

100 Heron Blvd Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$262 nightly

$297 total

Apr 16 - Apr 17

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 Dover

1703 E Lebanon Rd Dover DE

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$84 total

Apr 8 - Apr 9

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Hyatt Place Kent Narrows & Marina

3028 KENT NARROW WAY S Grasonville MD

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$165 total

Apr 5 - Apr 6

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 24-hour gym and perks like free self parking.

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$110 total

Apr 12 - Apr 13

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.

Pool

Hot Tub

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$635 nightly

$699 total

Apr 5 - Apr 6

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.

Pool

Hot Tub

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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

Browse Caroline County vacation photos for more inspiration

Aerial view of the Choptank River in Maryland, with calm waters and vibrant greenery

Frequently asked questions

How much are vacation packages to Caroline County?

Packages, which provide both flights and hotels in Caroline County, start at just $328. 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).