Deals on vacations and trips to Caroline County

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A black and white landscape with a hayfield, a barn, and a forested hill.

Port Royal

Vacations
Port Royal

Caroline County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was $344, price is now $273 per person
$273
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
This hotel features a gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room. Guests will appreciate free perks like free self parking and WiFi in public areas.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $805, price is now $587 per person
$587
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
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.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was $824, price is now $610 per person
$610
per person
Oct 8 - Oct 14
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
2 outdoor tennis courts, an indoor pool, and a lazy river are all featured at this smoke-free hotel. Bring the family and enjoy the free water park, children's pool, and playground. Enjoy the gym and perks like free self parking.
Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was $1,301, price is now $1,013 per person
$1,013
per person
Oct 8 - Oct 14
found 19 hours ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
This smoke-free resort features 2 outdoor pools, an indoor pool, and a restaurant. Bring the family and enjoy the free kid's club, bowling alley, and kid-friendly dining. Business travelers can take advantage of the business center.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was $686, price is now $563 per person
$563
per person
Oct 8 - Oct 14
found 19 hours ago
Roundtrip flight included
Orlando (MCO) 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

Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St Richmond VA
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $194 total per night
$194 total
Sep 7 - Sep 8
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
Sep 7 - Sep 8
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
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
Sep 13 - Sep 14
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
Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

4 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
Sep 13 - Sep 14
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
The Commonwealth

The Commonwealth

4 out of 5
901 Bank St Richmond VA
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $192 total per night
$192 total
Oct 1 - Oct 2
Total with taxes and fees
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
Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

3 out of 5
8008 W. Broad St Richmond VA
Free Cancellation
$101 nightly
The price is $117 total per night
$117 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
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.

Stay near popular Caroline County attractions

Meadow Event Park

8.4/10 (79 reviews)
Take the family on an outing to Meadow Event Park during your trip to Doswell. Experience the area's festivals or attend a sporting event.
See properties

Photos of local treasures

Browse Caroline County vacation photos for more inspiration

A statue of a soldier in a crouched position, surrounded by well-maintained hedges and trees in a park.
A baseball field with a chain-link fence, floodlights, a blue-roofed building, and a wooded area in the background.
A black and white landscape with a hayfield, a barn, and a forested hill.

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 $273. 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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