Chesterfield County Vacation Packages 2026 from $557

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 County flight + hotel vacation packages

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

Griffin Hotel, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$557

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Richmond (RIC)

A golf course, a full-service spa, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the express check-out and WiFi in public areas. You'll also find 6 outdoor tennis courts and an indoor pool.

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Save 100% on your flight

$1,137

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Richmond (RIC)

A full-service spa, 2 restaurants, and 6 outdoor tennis courts are all featured at this luxury hotel. You'll appreciate the indoor pool, bar/lounge, and concierge services.

Wedmore Place

$718

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Richmond (RIC)

This boutique hotel features an attached winery, a full-service spa, and a restaurant. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the gym and free perks like continental breakfast and free self parking.

The Commonwealth

Downtown Richmond

$810

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Nashville (BNA) 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 Berkeley Hotel

Downtown Richmond

$600

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Richmond (RIC)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Top Chesterfield County hotels deals

Four Points by Sheraton Richmond

9901 Midlothian Tpke Richmond VA

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$136 total

Jan 18 - Jan 19

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

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

2401 Willis Rd Richmond VA

Free Cancellation

$82 nightly

$95 total

Feb 8 - Feb 9

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

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

1301 Huguenot Road Midlothian VA

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$120 total

Jan 11 - Jan 12

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

Sleep Inn Richmond South

2321 Willis Rd Richmond VA

Free Cancellation

Reserve now, pay when you stay

$73 nightly

$85 total

Jan 11 - Jan 12

Total with taxes and fees

This hotel features WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A safe deposit box and free newspapers are also provided.

Breakfast included

Pet friendly

The Jefferson Hotel

101 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$295 nightly

$343 total

Jan 11 - Jan 12

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

Drury Plaza Hotel Richmond

11049 West Broad St Glen Allen VA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Jan 13 - Jan 14

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

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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.

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Frequently asked questions

How much are vacation packages to Chesterfield County?

Your travel fantasies can become reality in Chesterfield County for as little as $557. 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.