Chesterfield County Vacations & Trips from $478
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Your Chesterfield County Vacation
Make planning your next big getaway simple with a Chesterfield County vacation package. Whether it's nature, history or something else entirely that lures you to this destination, our package deals will help you discover it all. During your trip to Chesterfield County, you'll want to tick off some of its most popular cities. What shouldn't you miss? Brandermill. From the instant you book your Chesterfield County vacation to when you get back home, Expedia will be with you each step of the way.
Top destinations in Chesterfield County
Chesterfield
Moseley
The Latest Chesterfield County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Hotel & Suites Williamsburg-Historic Gateway by IHG
Price was $669, price is now $478 per person
$478
per person
Jul 12 - Jul 18
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9/10 Wonderful! (1,005 reviews)
Hot tub and vending machines have been removed. Dinner menu is extremely minimal. Staff was friendly and room was clean.
Reviewed on May 1, 2026
Westgate Historic Williamsburg Resort
Midtown
Save 100% on your flight
Price was $944, price is now $586 per person
$586
per person
Jul 12 - Jul 18
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.6/10 Excellent! (1,002 reviews)
We got a great deal on this property through Expedia and were very happy with the property. It’s feel like historic Williamsburg with great location close to William & Mary and shops/restaurants on Richmond Hwy. The staff was super friendly and while the room was in older side - it was clean and worked fine for our 2 night stay. I was bummed not to use outdoor pool and hot tub (a little chilly - early May stay) but my husband and I enjoyed playing mini golf. I would recommend this hotel/resort!!
Reviewed on May 3, 2026
Griffin Hotel, an official Colonial Williamsburg Hotel
Colonial Williamsburg
Save 100% on your flight
Price was $771, price is now $539 per person
$539
per person
Jul 12 - Jul 18
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (806 reviews)
Wonderful stay. The only difficulty would be finding the building at night. Poor lighting of the surrounding property. But the staff in the main building was very helpful and addressed the problem immediately.
Reviewed on Apr 27, 2026
Club Wyndham Governor’s Green
Save 100% on your flight
Price was $1,132, price is now $816 per person
$816
per person
Jul 12 - Jul 18
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.2/10 Wonderful! (249 reviews)
Wonderful experience once again. Indoor pool was ice cold due to a broken thermostat. Hopefully it will be fixed when we return.
Reviewed on May 5, 2026
Wedmore Place
Save 100% on your flight
Price was $1,026, price is now $741 per person
$741
per person
Jul 12 - Jul 18
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.4/10 Exceptional! (1,008 reviews)
Beautiful grounds, super friendly staff, nice selection for breakfast. Just an all around beautiful place to stay and enjoy everything that the area has to offer
Reviewed on May 1, 2026
Find the Best Chesterfield County Vacation Packages
Chesterfield County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Richmond Intl. Airport (RIC) |
Top Sights | River City Sportsplex, Metro Richmond Zoo and Pocahontas State Park |
Chesterfield County Hotel Deals
Hyatt Place Richmond/Arboretum
201 Arboretum Place Richmond VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from May 17 to May 18
$128 total
May 17 - May 18
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
Would be nice if there was water available all day instead of just at breakfeast.
Reviewed on May 6, 2026
La Quinta Inn & Suites by Wyndham Richmond-Midlothian
1301 Huguenot Road Midlothian VA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $127 total per night from May 25 to May 26
$127 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (1,479 reviews)
I didn't have the breakfast. And the parking was great.
Reviewed on May 4, 2026
Country Inn & Suites by Radisson, Richmond I-95 South, VA
2401 Willis Rd Richmond VA
Fully refundable
$98 nightly
The price is $114 total per night from May 31 to Jun 1
$114 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,448 reviews)
Clean room
Reviewed on May 7, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
