Caroline County Vacations & Trips from $470
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Your Caroline County Vacation
Set off on your next epic adventure with a Caroline County vacation package, and leave relaxed knowing the finer details are taken care of. Plus with the ability to tailor your escape, it'll be one you won't forget. You'll have a long to-do list during your trip to Caroline County. One top city you'll want to spend some time in is Bowling Green. Expedia has hotels, flights, car rentals and more to help you organize your dream Caroline County vacation today.
Top destinations in Caroline County
Ruther Glen
The Latest Caroline County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was $635, price is now $470 per person
$470
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.8/10 Excellent! (1,682 reviews)
Room was clean and comfortable and very nice, Beds were a little small, full size, queen size would have been way better, but they were comfortable. Staff was super helpful, we were checking our oil in the car and a staff member drove uo to ask if we were ok and needed help. Very nice gentleman to talk to.
Reviewed on Apr 10, 2026
Griffin Hotel, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Save 100% on your flight
Price was $865, price is now $575 per person
$575
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.8/10 Excellent! (796 reviews)
Beautiful room and grounds. Walk to Colonial Williamsburg is super easy.
Reviewed on Apr 4, 2026
Club Wyndham Governor’s Green
Price was $733, price is now $536 per person
$536
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9.2/10 Wonderful! (248 reviews)
The rooms were clean, and the layout of the resort is really nice. The front desk staff and concierge have excellent customer service skills. We ran into a situation at the resort that left my family with no water pressure which became an inconvenience for approximately 12 hours. Overall, I would recommend.
Reviewed on Mar 13, 2026
Kingsmill Resort
Kingsmill
Price was $923, price is now $693 per person
$693
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,002 reviews)
Resort is very nice
Room was FULL of mosquitos
Could use some upgrades
Towels were threadbare
Reviewed on Apr 9, 2026
Club Wyndham Kingsgate
Price was $634, price is now $476 per person
$476
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
8.8/10 Excellent! (1,006 reviews)
Pool was closed due to glass broken. Maybe wouldn’t have happened if they had better supervision on property. Kids are running around the area, climbing on the rocks by the waterfall,etc. furniture it’s very dated and uncomfortable as a rock! Golf carts are constantly going and very loud! Checking in I told the gal my husband had a heart condition and she put us on the second floor and NOT walking distance to the pool/ammenties!!
Reviewed on Apr 6, 2026
Find the Best Caroline County Vacation Packages
Caroline County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Richmond Intl. Airport (RIC) |
Top Sights | Mattaponi Springs Golf Club and Pendleton Golf Club |
Caroline County Hotel Deals
Omni Richmond Hotel
100 S 12th St Richmond VA
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $197 total per night from Apr 12 to Apr 13
$197 total
Apr 12 - Apr 13
Total with taxes and fees
9/10 Wonderful! (1,396 reviews)
Our room was clean and furnished as described.
Reviewed on Apr 10, 2026
Graduate by Hilton Richmond
301 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $171 total per night from Apr 19 to Apr 20
$171 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (1,354 reviews)
Great hotel
Reviewed on Apr 10, 2026
The Jefferson Hotel
101 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
$315 nightly
The price is $366 total per night from May 3 to May 4
$366 total
May 3 - May 4
Total with taxes and fees
9.8/10 Exceptional! (1,003 reviews)
We have to push to get room cleaned I am a Platinum member yet I had to request benefits that in the past were readily provided
Reviewed on Apr 8, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.