Chesterfield Vacation Packages 2025/2026 from $528

Chesterfield flight + hotel vacation packages

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

Wingate by Wyndham Richmond Short Pump

Short Pump

$528

per person

Nov 21 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

The Colonies at Williamsburg

Save 100% on your flight

$765

per person

Nov 21 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Holiday Inn Club Vacations Williamsburg Resort by IHG

$571

per person

Nov 21 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Richmond (RIC)

This smoke-free resort features 2 outdoor pools, an indoor pool, and a restaurant. There's fun for all ages with a free kid's club and a bowling alley, and families will appreciate the convenience store. Business travelers can take advantage of the business center.

Graduate by Hilton Richmond

Downtown Richmond

$542

per person

Nov 21 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Richmond (RIC)

This hotel features 2 restaurants and a 24-hour gym. 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.

Linden Row Inn

Downtown Richmond

$536

per person

Nov 21 - Nov 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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 hotels deals

Graduate by Hilton Richmond

301 West Franklin Street, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$190 total

Oct 22 - Oct 23

Total with taxes and fees

Pet friendly

Free WiFi

The Jefferson Hotel

101 West Franklin Street, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$285 nightly

$331 total

Nov 2 - Nov 3

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

$151 nightly

$176 total

Nov 9 - Nov 10

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

$112 nightly

$131 total

Oct 20 - Oct 21

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

Holiday Inn Hotel and Suites Richmond West End by IHG

8008 W. Broad St, Richmond, VA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$118 total

Oct 19 - Oct 20

Total with taxes and fees

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.

Pool

Parking included

Comfort Suites At Virginia Center Commons

10601 Telegraph Rd, Glen Allen, VA

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$93 total

Oct 26 - Oct 27

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub 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.

Popular places to visit

Pocahontas State Park

4/5(29 reviews)

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

Castlewood

4/5(1 review)

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.

Pocahontas State Park Museum

You can spend an afternoon browsing the exhibits at Pocahontas State Park Museum in Chesterfield. Take in the live music in this family-friendly area.

Frequently asked questions

How much are vacation packages to Chesterfield?

Packages, which include flights and hotels in Chesterfield, start from as little as $528. 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.