Chesterfield County Vacations & Trips from $368
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Your Chesterfield County Vacation
Make planning your next big getaway simple with a Chesterfield County vacation package. Whether it's nature, history or something else entirely that lures you to this destination, our package deals will help you discover it all. During your trip to Chesterfield County, you'll want to tick off some of its most popular cities. What shouldn't you miss? Brandermill. From the instant you book your Chesterfield County vacation to when you get back home, Expedia will be with you each step of the way.
Top destinations in Chesterfield County
Chesterfield
Moseley
The Latest Chesterfield County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Griffin Hotel, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Price was $521, price is now $368 per person
$368
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
8.8/10 Excellent! (828 reviews)
Location, location, location with an amazing view of the pond. Loved interacting with the horses.
Reviewed on Jul 13, 2026
Westgate Historic Williamsburg Resort
Midtown
Save 100% on your flight
Price was $919, price is now $453 per person
$453
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
8.6/10 Excellent! (1,001 reviews)
I had an absolute blast here. The rooms are beautiful and impeccably clean. Staff is excellent and very helpful. We came for a staycation and will be back!
Reviewed on Jul 12, 2026
The Colonies at Williamsburg
Save 100% on your flight
Price was $759, price is now $485 per person
$485
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Richmond (RIC)
9/10 Wonderful! (1,008 reviews)
This was an amazing place and was priced very reasonably.
Reviewed on Jul 13, 2026
Find the Best Chesterfield County Vacation Packages
Chesterfield County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Richmond Intl. Airport (RIC) |
Top Sights | River City Sportsplex, Metro Richmond Zoo and Pocahontas State Park |
Chesterfield County Hotel Deals
Four Points by Sheraton Richmond
9901 Midlothian Tpke Richmond VA
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $136 total per night from Jul 22 to Jul 23
$136 total
Jul 22 - Jul 23
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)
"Good, ubicación."
Reviewed on Jul 11, 2026
Hyatt Place Richmond/Arboretum
201 Arboretum Place Richmond VA
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $129 total per night from Jul 26 to Jul 27
$129 total
Jul 26 - Jul 27
Total with taxes and fees
8/10 Very Good! (1,013 reviews)
"It was a great experience. The facility was clean and the staff was very helpful. I would definitely stay there again"
Reviewed on Jul 12, 2026
La Quinta Inn & Suites by Wyndham Richmond-Midlothian
1301 Huguenot Road Midlothian VA
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $116 total per night from Jul 26 to Jul 27
$116 total
Jul 26 - Jul 27
Total with taxes and fees
8.2/10 Very Good! (1,435 reviews)
"We loved the huge size of the suite. This property was well maintained and the breakfast was delicious. There was plenty of nearby shopping and restaurants. We will definitely stay here again and recommend this property to others."
Reviewed on Jul 12, 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.
Stay near popular Chesterfield County attractions
What to do in Chesterfield County
Richmond: Guided Hike in James River Park
$35
per adult
100% of travellers recommend
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour
$10
per traveler
80% of travellers recommend
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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.
