Deals on vacations and trips to Chesterfield County

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Two cannons in a grassy field with trees and a fence in the background.

Chesterfield

Vacations
Chesterfield
A traditional half-timbered house surrounded by a wooden fence and lush greenery.

Moseley

Vacations
Moseley

Chesterfield County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was $452, price is now $313 per person
$313
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Families will appreciate the arcade/game room and barbecue grills. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $1,209, price is now $745 per person
$745
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
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.
Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

3 out of 5
Laurel
Save 100% on your flight
Price was $638, price is now $466 per person
$466
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
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.
avid hotel Richmond North - Ashland by IHG

avid hotel Richmond North - Ashland by IHG

2.5 out of 5
Save 100% on your flight
Price was $788, price is now $581 per person
$581
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Save 100% on your flight
Price was $895, price is now $670 per person
$670
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. A picnic area, express check-out, and luggage storage are also 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
$95 nightly
The price is $111 total per night
$111 total
Sep 3 - Sep 4
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.
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
$108 nightly
The price is $126 total per night
$126 total
Aug 30 - Aug 31
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.
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
$110 nightly
The price is $128 total per night
$128 total
Aug 30 - Aug 31
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.
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
$92 nightly
The price is $107 total per night
$107 total
Sep 13 - Sep 14
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.
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
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St Richmond VA
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $231 total per night
$231 total
Aug 23 - Aug 24
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.
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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 Chesterfield County attractions

A river surrounded by dense green trees, a person paddling a green kayak, and a small boat with people on the shore.

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.
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Photos of local treasures

Browse Chesterfield County vacation photos for more inspiration

A pathway through tall grass with the sun setting in the background.
A large red brick building with a central portico and a clock tower.
A rustic wooden house with a white door and windows, a chimney, and a small garden area.
A cityscape with a sunset sky, tall buildings, and a busy street with light trails.
A lakeside with canoes docked on a wooden pier, surrounded by trees and a calm water body.

Frequently asked questions

How much are vacation packages to Chesterfield County?
Your travel fantasies can become reality in Chesterfield County for as little as $313. 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.

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