Chesterfield County Vacation Packages 2026 from $561

Search vacation packages deals in Chesterfield County's top destinations

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

Chesterfield

Vacations

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

Moseley

Vacations

Chesterfield County flight + hotel vacation packages

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

The Commonwealth

Downtown Richmond

$561

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) 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.

The Colonies at Williamsburg

$610

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Richmond (RIC)

2 outdoor tennis courts, an indoor pool, and a lazy river are all featured at this smoke-free hotel. Bring the family and enjoy the free water park, children's pool, and playground. Enjoy the gym and perks like free self parking.

The Berkeley Richmond, Outset Collection by Hilton

Downtown Richmond

$947

per person

Nov 24 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Richmond (RIC)

This hotel features free WiFi in public areas, concierge services, and valet parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. A terrace, a computer station, and luggage storage are also on offer.

Linden Row Inn

Downtown Richmond

$955

per person

Nov 24 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) 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.

Vacation Village At Williamsburg

$635

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Richmond (RIC)

A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial aparthotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.

Top Chesterfield County hotels deals

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

1301 Huguenot Road Midlothian VA

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$110 total

Sep 20 - Sep 21

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

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$126 total

Sep 13 - Sep 14

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.

Pool

Pet friendly

Hyatt Place Richmond/Arboretum

201 Arboretum Place Richmond VA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Sep 9 - Sep 10

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

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

2401 Willis Rd Richmond VA

Free Cancellation

$89 nightly

$104 total

Oct 4 - Oct 5

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

Omni Richmond Hotel

100 S 12th St Richmond VA

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$194 total

Sep 7 - Sep 8

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.

Pool

Pet friendly

The Jefferson Hotel

101 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$295 nightly

$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

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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 $561. 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.