Chesterfield County Vacations & Trips from $469
Book a Hotel + Flight or Car together to unlock savings
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.
The Commonwealth
Downtown Richmond
$533
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Richmond (RIC)
8.8/10 Excellent! (1,406 reviews)
This was a great spot when it opened but the management company and ownership have not invested in maintenance, upkeep, or professional staff. I am never one to complain but do yourself a favor and stay anywhere else but here. I mean this place is such a joke that they have plexiglass coverings for the windows because the windows are not sealed properly and thus significant amounts of mold has grown in the windowsills
Reviewed on Oct 2, 2026
Club Wyndham Governor’s Green
$800
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Richmond (RIC)
9.2/10 Wonderful! (263 reviews)
Beautiful place with several pools, hot tubs, mini-golf. It was very nice and the room was great. Able to have the whole family stay together.
Reviewed on Sep 27, 2026
Wedmore Place
$802
per person
Nov 25 - Nov 29
found 17 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Richmond (RIC)
9.2/10 Wonderful! (1,000 reviews)
This is one of my all time favorite places! The hotel is so beautiful and unique! So many indoor and outdoor places to relax! The Gabriel Archer Tavern is a short walk from the hotel and has delicious food and drinks!
Reviewed on Sep 26, 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
La Quinta Inn & Suites by Wyndham Richmond-Midlothian
1301 Huguenot Road Midlothian VA
Fully refundableReserve now, pay when you stay
$98 nightly
$114 total
Oct 18 - Oct 19
Total with taxes and fees
8.2/10 Very Good! (1,414 reviews)
"…"
Reviewed on Oct 2, 2026
Four Points by Sheraton Richmond
9901 Midlothian Tpke Richmond VA
Fully refundableReserve now, pay when you stay
$99 nightly
$115 total
Oct 19 - Oct 20
Total with taxes and fees
Hyatt Place Richmond/Arboretum
201 Arboretum Place Richmond VA
Fully refundableReserve now, pay when you stay
$110 nightly
$128 total
Oct 13 - Oct 14
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"The hotel was a very nice hotel clean in the lobby. Overall, the only concern I had was the housekeeping staff they never came and cleaned my room for two days. I was there. We needed fresh towels we needed our trash dumped in our beds made up."
Reviewed on Oct 2, 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
Chesterfield Towne Center
8.4/10 (110 reviews)
You can browse for the perfect souvenirs at Chesterfield Towne Center during your trip to Richmond. Amble around this family-friendly area's picturesque gardens or attend a sporting event.
Pocahontas State Park
8.4/10 (31 reviews)
You can take time to visit Pocahontas State Park during your travels to Chesterfield. Attend a sporting event in this family-friendly area.
Metro Richmond Zoo
8.0/10 (6 reviews)
See the exotic and native animals who live at Metro Richmond Zoo during your travels in Moseley. Attend a sporting event in this family-friendly area.
Robious Landing Park
7.8/10 (26 reviews)
You can take time to visit Robious Landing Park during your travels to Midlothian. Amble within picturesque gardens or visit the shops in this family-friendly area.
River City Sportsplex
9.4/10 (31 reviews)
Catch an event at River City Sportsplex during your trip to Midlothian. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
Rogers Stadium
7.4/10 (27 reviews)
Catch an event at Rogers Stadium during your trip to Petersburg. While you're in the area, stroll along the riverfront.
Civilian Conservation Corps Museum
You can spend an afternoon browsing the exhibits at Civilian Conservation Corps Museum in Chesterfield. Take in the live music in this family-friendly area.
Rockwood Park
You can take time to visit Rockwood Park during your travels to Richmond. Attend a sporting event in this family-friendly area.
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
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Chesterfield County
- Vacations and getaways similar to Chesterfield County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.