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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.
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
Price was $543, price is now $413 per person
$413
per person
May 15 - May 19
found 9 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
This resort features an outdoor pool and an indoor pool. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
Price was $627, price is now $444 per person
$444
per person
May 15 - May 19
found 9 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a free kid's club and mini golf, and supervised childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.
Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Save 100% on your flight
Price was $925, price is now $683 per person
$683
per person
May 15 - May 19
found 9 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $617, price is now $471 per person
$471
per person
May 15 - May 19
found 9 hours ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
This Colonial resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Bring the family and enjoy the mini golf, children's pool, and arcade/game room. Enjoy the indoor pool and perks like free self parking and free WiFi.
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $1,200, price is now $921 per person
$921
per person
Apr 23 - Apr 27
found 18 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.

Top Caroline County hotels deals

Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St Richmond VA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $187 total per night
$187 total
Mar 26 - Mar 27
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, 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 Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street Richmond VA
Free Cancellation
Reserve now, pay when you stay
$295 nightly
The price is $343 total per night
$343 total
Mar 8 - Mar 9
Total with taxes and fees
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
Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

3 out of 5
11049 West Broad St Glen Allen VA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $138 total per night
$138 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
301 West Franklin Street Richmond VA
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $171 total per night
$171 total
Mar 16 - Mar 17
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.
Pet friendly
Free WiFi
Motel 6 Sandston, VA - Richmond, Va

Motel 6 Sandston, VA - Richmond, Va

2 out of 5
5704 Williamsburg Rd Sandston VA
Free Cancellation
Reserve now, pay when you stay
$54 nightly
The price is $62 total per night
$62 total
Apr 1 - Apr 2
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Pool
Pet friendly
Regency Inn Richmond

Regency Inn Richmond

2 out of 5
1500 Eastridge Road Richmond VA
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $76 total per night
$76 total
Mar 17 - Mar 18
Total with taxes and fees
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
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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

Monument to Richard Rowland Kirkland in Fredericksburg, Virginia. Known as The Angel of Marye's Heights.; Shutterstock ID 634323863; PO: SP-526; Order: Things to do/Virginia; Client: Local Expert; Oth
Monument to Richard Rowland Kirkland in Fredericksburg, Virginia. Known as The Angel of Marye's Heights.; Shutterstock ID 634323863; PO: SP-526; Order: Things to do/Virginia; Client: Local Expert; Oth
Richmond_VirginiaSportsComplex_553248621532661517_05
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.

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 $413. 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.

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