Chesterfield Vacation Packages 2026 from $549

Chesterfield flight + hotel vacation packages

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

Turnpike Motel

Midlothian

$549

per person

Mar 21 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Nassau (NAS) 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.

Graduate by Hilton Richmond

Downtown Richmond

$887

per person

Mar 21 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Nassau (NAS) to Richmond (RIC)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.

The Virginia Cliffe Inn

$898

per person

Mar 21 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Nassau (NAS) to Richmond (RIC)

This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Capitol Inn by Belvilla Richmond Airport VA

$556

per person

Mar 21 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Nassau (NAS) to Richmond (RIC)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. Staff at the 24-hour front desk can provide around-the-clock assistance.

OYO Hotel Doswell Kings Dominion

$574

per person

Mar 21 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Nassau (NAS) 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 hotels deals

The Jefferson Hotel

101 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$295 nightly

$343 total

Feb 8 - Feb 9

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

100 S 12th St Richmond VA

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$187 total

Feb 22 - Feb 23

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

Drury Plaza Hotel Richmond

11049 West Broad St Glen Allen VA

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$128 total

Feb 8 - Feb 9

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.

Regency Inn Richmond

1500 Eastridge Road Richmond VA

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$75 total

Feb 20 - Feb 21

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A restaurant and free parking are also offered on site.

Pet friendly

Parking included

Microtel Inn & Suites by Wyndham Richmond Airport

6000 Audubon Dr Sandston VA

Free Cancellation

Reserve now, pay when you stay

$51 nightly

$59 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Graduate by Hilton Richmond

301 West Franklin Street Richmond VA

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$171 total

Feb 10 - Feb 11

Total with taxes and fees

Pet friendly

Free WiFi

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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.

Popular places to visit

Pocahontas State Park

You can take time to visit Pocahontas State Park during your travels to Chesterfield. Attend a sporting event in this family-friendly area.

Rowing trail on Lake Jarun or rowing trails on Jarun's Lake, Zagreb - Croatia (Veslačka staza na jezeru jarun ili veslačke staze jarunskog jezera

Oasis Sports Park

Enjoy a round of golf in Woodlake at Oasis Sports Park. While in this family-friendly area, find time to visit its shops.

Castlewood

You can find out about the history of Chesterfield Court House with a stop at Castlewood. Stroll along the riverfront or attend a sporting event in the area.

Frequently asked questions

How much are vacation packages to Chesterfield?

Packages, which include flights and hotels in Chesterfield, start from as little as $549. Make your travel dreams come true and secure your dream vacation with Travelocity today.

Where can I get the best vacation package deals for Chesterfield?

Travelocity will be able to help you snap up a great Chesterfield package deal. With no less than 400 partner airlines and 1,000,000 properties across the world, you're sure to find one that works for you.

Why should I book my Chesterfield vacation package with Travelocity?

Because we believe in creating special travel experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to make sure you'll never roam alone. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've scored the best deal around.

Can I save on my Chesterfield car rental if I combine it with my hotel or flight?

Sure can — combine your hotel, flight and car into a Chesterfield vacation package and you'll save plenty. With so much to see and do in Chesterfield, that rental vehicle will make it easy to explore. Once you've slid into the driver's seat, crank up the music and head to White House, a top attraction roughly 110 mi from Chesterfield.

Which airport is best for Chesterfield?

There are two choices for landing at Chesterfield, the first being Richmond Intl. Airport (RIC). It's roughly 13 mi from the center of the city, while Newport News - Williamsburg Intl. Airport (PHF) is 60 mi away from central Chesterfield.

What is there to do in Chesterfield?

While veering off the tourist trail is rewarding, you shouldn't miss the popular attractions that make a destination famous. Pocahontas State Park and Castlewood are a couple of them in Chesterfield.

Where should I stay when visiting Chesterfield?

Many visitors spend their nights at the Private bedroom and bath!. It's an excellent base for your Chesterfield vacation.