
Deals on vacations and trips to Chesterfield
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Chesterfield flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Westgate Historic Williamsburg Resort
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
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
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
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
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
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
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
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
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
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
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
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.
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.
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