Deals on vacations and trips to Chesterfield County

Save when you book Chesterfield County, VA package deals

Choose two or more items and save on your trip:

Search vacation packages deals in Chesterfield County's top destinations

While hiking with my wife in Pocahontas State Park in Virginia we came across this doll left on the trail. I thought it would make for a cool photo.

Chesterfield

Vacations
Chesterfield

Chesterfield County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Turnpike Motel

Turnpike Motel

2.5 out of 5
Midlothian
Price was $508, price is now $430 per person
$430
per person
Mar 7 - Mar 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A fireplace in the lobby is also provided.
Comfort Inn & Suites Ashland – Richmond North

Comfort Inn & Suites Ashland – Richmond North

2.5 out of 5
Price was $628, price is now $495 per person
$495
per person
Mar 7 - Mar 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Country Inn & Suites by Radisson, Richmond I-95 South, VA

Country Inn & Suites by Radisson, Richmond I-95 South, VA

2.5 out of 5
Bellwood
Price was $619, price is now $517 per person
$517
per person
Mar 7 - Mar 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

3 out of 5
Price was $632, price is now $549 per person
$549
per person
Mar 7 - Mar 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was $530, price is now $461 per person
$461
per person
Mar 7 - Mar 11
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Richmond (RIC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top Chesterfield County hotels deals

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

3 out of 5
1301 Huguenot Road Midlothian VA
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $121 total per night
$121 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

4 out of 5
1021 Koger Center Blvd Richmond VA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $173 total per night
$173 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi
Country Inn & Suites by Radisson, Richmond I-95 South, VA

Country Inn & Suites by Radisson, Richmond I-95 South, VA

2.5 out of 5
2401 Willis Rd Richmond VA
Free Cancellation
$83 nightly
The price is $97 total per night
$97 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Free WiFi
Extended Stay America Suites North Chesterfield Arboretum

Extended Stay America Suites North Chesterfield Arboretum

2.5 out of 5
241 Arboretum Pl Richmond VA
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $115 total per night
$115 total
Dec 30 - Dec 31
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A picnic area and a safe deposit box are also provided.
Breakfast included
Pet friendly
Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

3.5 out of 5
9901 Midlothian Tpke Richmond VA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $118 total per night
$118 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

3 out of 5
201 Arboretum Place Richmond VA
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $122 total per night
$122 total
Dec 28 - Dec 29
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 and free WiFi in public areas. Enjoy the seasonal outdoor pool and free buffet breakfast each morning.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Chesterfield County
View all properties
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 Chesterfield County vacation photos for more inspiration

Photo by Jocey Hurt
Photo by Jocey Hurt
Photo by Corey Dargan
Photo by Corey Dargan
Photo by Sharon Frazier
Photo by Sharon Frazier
Photo by Crystal Davidson
Photo by Crystal Davidson
Photo by Nick Pagano
Photo by Nick Pagano

Frequently asked questions

How much are vacation packages to Chesterfield County?
Your travel fantasies can become reality in Chesterfield County for as little as $430. Our packages include flights and hotels, so you'll find booking is a breeze. The only thing you'll need to worry about is having an incredible time.
Where can I get the best vacation package deals for Chesterfield County?
It's simple — look no further than Travelocity. With as many as 400 airlines and 1,000,000 properties worldwide, it's a breeze to find a Chesterfield County package deal that ticks all your boxes.
Why should I purchase my Chesterfield County vacation package via Travelocity?
We've got 24/7 customer support, high-quality service and a Price Match Guarantee. Life is all about the journey — and we have incredible destinations for you to journey to all around the world. Roam with us and your wallet will thank you for it.
Can I save money on my Chesterfield County car rental if I combine it with hotels and flights?
Absolutely. And our Chesterfield County vacation packages are the perfect way to do it. In only a few clicks you can save money as well as time by bundling your bookings. Pick up the keys to your rental car then chart your own course. Looking for things to do? Add some tours or experiences to your package and save on those too.
Which airport is best for Chesterfield County?
Richmond Intl. Airport (RIC) is where most travelers jetting to Chesterfield County hop off the plane.
What is there to do in Chesterfield County?
A diverse and exciting destination, Chesterfield County offers some wonderful tourist attractions. River City Sportsplex and Metro Richmond Zoo are some of the favorites.

Explore More Ways to Travel with Travelocity