Chesterfield County Vacations & Trips

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Top destinations in Chesterfield County

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.
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Chesterfield

Chesterfield

Chesterfield County Hotel Deals

Country Inn & Suites by Radisson, Richmond I-95 South, VA

Country Inn & Suites by Radisson, Richmond I-95 South, VA

2.5 out of 5
2401 Willis Rd Richmond VA
Fully refundable
The price is ₩118,061 per night from Feb 15 to Feb 16
₩118,061
₩137,281 total
Feb 15 - Feb 16
includes taxes & fees
8.2/10 Very Good! (1,451 reviews)
The staff is friendly the place is so clean

Reviewed on Jan 11, 2026

Country Inn & Suites by Radisson, Richmond I-95 South, VA
Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

3.5 out of 5
9901 Midlothian Tpke Richmond VA
Fully refundableReserve now, pay when you stay
The price is ₩160,675 per night from Jan 25 to Jan 26
₩160,675
₩186,832 total
Jan 25 - Jan 26
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Stayed a weekend visiting family. Overall very good. Disappointed with the indoor pool temperature, very cold and not much heat in the pool space. Also, shower in the men’s room did not work, control handle broken off

Reviewed on Jan 7, 2026

Four Points by Sheraton Richmond
DoubleTree by Hilton Richmond - Midlothian

DoubleTree by Hilton Richmond - Midlothian

4 out of 5
1021 Koger Center Blvd Richmond VA
Fully refundableReserve now, pay when you stay
The price is ₩218,336 per night from Jan 16 to Jan 17
₩218,336
₩253,880 total
Jan 16 - Jan 17
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Thomas at the Front Desk was great and friendly! Jeannette in the dining room was very attentive to my requests. The Bartender was fast and attentive as well, even through the rush of patrons! Overall, I had a great stay! The team work is very evident, and you can tell that staff enjoyed their job! ...

Reviewed on Dec 31, 2025

DoubleTree by Hilton Richmond - Midlothian
See all 1,062 properties in Chesterfield County
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.

Frequently asked questions

How much does a Chesterfield County vacation package cost?
Live it up in Chesterfield County from just . Choose from a wonderful selection of flights, hotels and rental cars to suit your budget. You can score even more discounts when you add a few sightseeing tours to your vacation package.
How do I get a cheap travel package to Chesterfield County?
Crafting your own Chesterfield County vacation package with Expedia is a smart way to save. We have more than 550 partner airlines and 1,000,000 properties globally. With such a fantastic range to pick from, you'll have no worries pulling together your dream escape.
What are the top hotels in Chesterfield County?
For properties in Midlothian with cozy beds and friendly service, you can't go past La Quinta Inn & Suites by Wyndham Richmond-Midlothian and Hyatt Place Richmond/Arboretum. If you plan to visit Chesterfield as well, you can look forward to a wonderful night's sleep at Country Inn & Suites by Radisson, Richmond I-95 South, VA or DoubleTree by Hilton Richmond - Midlothian.
How far in advance should I book my Chesterfield County vacation?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to 12 months prior to departure dates. Typically, this is the cheapest time to book. If circumstances have left you booking late, last-minute deals to Chesterfield County will sometimes occur just weeks before departure.
What does an Expedia Chesterfield County travel package include?
Rental cars, hotels and flights, or any combination of them — the choice is all yours! Whether you're headed to Chesterfield County with the whole family or traveling by yourself, there's a package to suit your style and budget. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Chesterfield County travel package?
Whether it's relaxation or adventure you're after, a Chesterfield County vacation package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Chesterfield County Expedia vacation package?
With a vacation package, you're always in charge. Whether you'd prefer to fly to Chesterfield County in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Chesterfield County vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Locked in your Chesterfield County vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For further information, look up our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.