Chesterfield County Vacation Packages

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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 Chesterfield County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Turnpike Motel Richmond VA by Hotel O US 60

Turnpike Motel Richmond VA by Hotel O US 60

2.5 out of 5
Midlothian
Price was CA $1,434, price is now CA $1,190 per person
CA $1,190
per person
May 15 - May 22
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Richmond (RIC)
6.4/10 (92 reviews)
It was great for a quick overnight stay. Smoking room and clean was key for me. I will there were a couple of burn marks on things like people don't know how to use an ashtray. Other than that no problems. Also great customer service!

Reviewed on Mar 1, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $2,033, price is now CA $1,651 per person
CA $1,651
per person
May 4 - May 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.8/10 Excellent! (1,007 reviews)
Breakfast was wonderful, great variety.

Reviewed on Apr 1, 2026

A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was CA $1,556, price is now CA $1,277 per person
CA $1,277
per person
May 15 - May 22
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Richmond (RIC)
9.6/10 Exceptional! (107 reviews)
It was skeptical at first. I didn’t know what we were getting ourselves into, then I met who also was staying there, it was not all that bad. I had a good time. We were not there as much. Pinball is great if you know how to play. Thank you.

Reviewed on Mar 29, 2026

Capitol Inn by Belvilla Richmond Airport VA

Capitol Inn by Belvilla Richmond Airport VA

2.5 out of 5
Price was CA $1,455, price is now CA $1,213 per person
CA $1,213
per person
May 15 - May 22
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Richmond (RIC)
6.2/10 (82 reviews)
I just love Harry and Mr.Patel Very caring about his customers and very well monitored. Address any issues immediately with thr best professional service.

Reviewed on Sep 5, 2025

Eagle Inn by Hotel O Richmond Midlothian Turnpike

Eagle Inn by Hotel O Richmond Midlothian Turnpike

2.5 out of 5
Midlothian
Price was CA $1,453, price is now CA $1,219 per person
CA $1,219
per person
May 15 - May 22
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Richmond (RIC)
6.6/10 (10 reviews)

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 CA $138 per night from Apr 29 to Apr 30
CA $138
CA $160 total
Apr 29 - Apr 30
includes taxes & fees
8.4/10 Very Good! (1,458 reviews)
Breakfast was good. My kids really enjoyed the waffle maker.. very friendly staff. My only complaint would be the air-conditioning unit ran very cold. I had to turn the heat on to get the temperature above 65, even though we had the thermostat set at 68. other than that, it was great. Comfortable ...

Reviewed on Mar 31, 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 CA $163 per night from Apr 8 to Apr 9
CA $163
CA $189 total
Apr 8 - Apr 9
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
It was an older hotel but they kept it very

Reviewed on Mar 30, 2026

Four Points by Sheraton Richmond
La Quinta Inn & Suites by Wyndham Richmond-Midlothian

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

3 out of 5
1301 Huguenot Road Midlothian VA
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Apr 7 to Apr 8
CA $153
CA $181 total
Apr 7 - Apr 8
includes taxes & fees
8.2/10 Very Good! (1,484 reviews)
The only reason we picked this hotel was location. The bathroom are dated, the staff work hard to keep it clean, but it smells old. The breakfast is not great, let’s say it’s ok. Do I stay again, if we have to! Nice gym!

Reviewed on Mar 29, 2026

La Quinta Inn & Suites by Wyndham Richmond-Midlothian
See all 1,116 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.
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Frequently asked questions

How much does a Chesterfield County vacation package cost?
Live it up in Chesterfield County from just CA $1,190. 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.