Deals on vacations and trips to Chesterfield

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Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 10
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
This hotel features a gym and a seasonal outdoor pool. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

4 out of 5
Colonial Williamsburg
per person
Aug 7 - Aug 10
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and perks like a free area shuttle.
Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
per person
Aug 7 - Aug 10
found 24 hours ago
Roundtrip flight included
Boston (BOS) 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.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
per person
Aug 7 - Aug 10
found 24 hours ago
Roundtrip flight included
Boston (BOS) 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.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
per person
Aug 7 - Aug 10
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and free self parking.

Top Chesterfield hotels deals

Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $185 total per night
$185 total
Jul 20 - Jul 21
Total includes 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
Studio 6 Richmond, VA - Airport

Studio 6 Richmond, VA - Airport

2 out of 5
580 Trampton Road, Sandston, VA
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $77 total per night
$77 total
Aug 3 - Aug 4
Total includes taxes and fees
A gym is featured at this motel, along with laundry facilities. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pet friendly
Free WiFi
Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

3 out of 5
8008 W. Broad St, Richmond, VA
Free Cancellation
$105 nightly
The price is $123 total per night
$123 total
Jul 7 - Jul 8
Total includes 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
The Commonwealth

The Commonwealth

4 out of 5
901 Bank St, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $167 total per night
$167 total
Jul 13 - Jul 14
Total includes 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, free WiFi in public areas, and valet parking. A snack bar/deli, express check-out, and a computer station are also on offer.
Pet friendly
Free WiFi
Microtel Inn & Suites by Wyndham Richmond Airport

Microtel Inn & Suites by Wyndham Richmond Airport

2 out of 5
6000 Audubon Dr, Sandston, VA
Free Cancellation
Reserve now, pay when you stay
$56 nightly
The price is $65 total per night
$65 total
Jul 16 - Jul 17
Total includes 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.
Breakfast included
Pet friendly
Regency Inn Richmond

Regency Inn Richmond

2 out of 5
1500 Eastridge Road, Richmond, VA
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $80 total per night
$80 total
Jul 14 - Jul 15
Total includes 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
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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

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.

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.

Pocahontas State Park

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.

Castlewood

Magnolia Grange

You can browse the exhibits at Magnolia Grange, a museum with a storied past, during your travels to Chesterfield Court House. Amble around the area's riverfront or attend a sporting event.

Magnolia Grange

Frequently asked questions

How much are vacation packages to Chesterfield?
Packages, which include flights and hotels in Chesterfield, start from as little as $315. 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.

Photos of local treasures

Browse Chesterfield vacation photos for more inspiration

Photo by Nick Pagano
Photo by Nick Pagano