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Skyline Drive is a 105-mile road that runs the entire length of the National Park Service's Shenandoah National Park in the Blue Ridge Mountains of Virginia, generally along the ridge of the mountains. We started in VA Port Royal and traveled through to The Smokey Mountains TN. This is a farm house on the Ridge.

Port Royal

Vacations
Port Royal

Caroline County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
This hotel features a gym and a seasonal outdoor pool. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.
Williamsburg Inn, an official Colonial Williamsburg Hotel

Williamsburg Inn, an official Colonial Williamsburg Hotel

5 out of 5
Colonial Williamsburg
Save 100% on your flight
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
A full-service spa, 3 restaurants, and 6 outdoor tennis courts are all featured at this luxury hotel. You'll appreciate the indoor pool, bar/lounge, and concierge services.
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
A golf course, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the express check-out and WiFi in public areas. You'll also find 6 outdoor tennis courts and an indoor pool.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and free self parking.

Top Caroline County hotels deals

Days Inn by Wyndham Ruther Glen Kings Dominion Area

Days Inn by Wyndham Ruther Glen Kings Dominion Area

2 out of 5
24320 Rogers Clark Blvd, Ruther Glen, VA
Free Cancellation
Reserve now, pay when you stay
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A seasonal 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 picnic area, express check-out, and free newspapers are also on offer.
Pool
Breakfast included
Regency Inn Richmond

Regency Inn Richmond

2 out of 5
1500 Eastridge Road, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
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This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A restaurant and free parking are also offered on site.
Pet friendly
Parking included
Studio 6 Richmond, VA - Airport

Studio 6 Richmond, VA - Airport

2 out of 5
580 Trampton Road, Sandston, VA
Free Cancellation
Reserve now, pay when you stay
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A gym is featured at this motel, along with laundry facilities. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pet friendly
Free WiFi
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
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This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and wedding services.
Pool
Pet friendly
The Commonwealth

The Commonwealth

4 out of 5
901 Bank St, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-out, and a computer station are also on offer.
Pet friendly
Free WiFi
The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
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This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 2 bars/lounges and enjoy perks like a free area shuttle.
Pool
Spa
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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.

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Photo by Patricia Knorr
Photo by Patricia Knorr

Frequently asked questions

How much are vacation packages to Caroline County?
With a Travelocity vacation package, you could live it up in Caroline County for only $309. Hotels, flights and experiences --- we've got you. You'll save loads just for combining your bookings. And with all that taken care of before you go, you don't have to worry about a thing.
Where can I get the best vacation package deals for Caroline County?
It's simple --- browse Travelocity. With no less than 400 airlines and 1,000,000 properties worldwide, it's a breeze to put together a Caroline County package deal that suits your needs.
Why should I purchase my Caroline County vacation package via Travelocity?
By booking your flights, hotel, car rental and activities all in the one place, you'll save time and money. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you're always getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book that dream vacation today and start packing!
Will I save money on my Caroline County car rental if I bundle it with hotels and flights?
Sure can. And our Caroline County vacation packages are the best way to do it. With just a few clicks you can save cash and time by combining your bookings. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Add a few tours to your package and save on those too.
Which airport is best for Caroline County?
You'll see there are three main options for anyone flying in and out of Caroline County --- Ronald Reagan Washington National Airport (DCA), Richmond Intl. Airport (RIC) and Charlottesville-Albemarle Airport (CHO).
What is there to do in Caroline County?
A vibrant and lively destination, Caroline County offers some incredible landmarks. Virginia Sports Complex and Pendleton Golf Club are just a couple of the top picks.