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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.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $518, price is now $435 per person
$435
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Richmond (RIC)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game room and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Downtown Richmond
Price was $721, price is now $574 per person
$574
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Richmond (RIC)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.
Delta Hotels by Marriott Richmond Downtown

Delta Hotels by Marriott Richmond Downtown

3.5 out of 5
Downtown Richmond
Price was $801, price is now $673 per person
$673
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Richmond (RIC)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $766, price is now $647 per person
$647
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Richmond (RIC)
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.
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
Price was $688, price is now $584 per person
$584
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Richmond (RIC)
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 self-serve breakfast and free self parking.

Top Caroline County hotels deals

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
Feb 1 - Feb 2
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
$110 nightly
The price is $128 total per night
$128 total
Jan 29 - Jan 30
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
Regency Inn Richmond

Regency Inn Richmond

2 out of 5
1500 Eastridge Road Richmond VA
Free Cancellation
Reserve now, pay when you stay
$61 nightly
The price is $71 total per night
$71 total
Jan 25 - Jan 26
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
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
Feb 22 - Feb 23
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
Microtel Inn & Suites by Wyndham Richmond Airport

Microtel Inn & Suites by Wyndham Richmond Airport

2 out of 5
6000 Audubon Dr Sandston VA
Free Cancellation
Reserve now, pay when you stay
$52 nightly
The price is $60 total per night
$60 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
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
$132 nightly
The price is $153 total per night
$153 total
Feb 8 - Feb 9
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
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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 $435. 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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