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.
Virginia Crossings Hotel, Tapestry Collection by Hilton

Virginia Crossings Hotel, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.8/10 Excellent! (1,000 reviews)
OMG The estate is huge and hidden. Beautiful and quiet area. Amazing property.

Reviewed on Jul. 18, 2025

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.2/10 Wonderful! (1,070 reviews)
The staff is lovely, The area is convenient and nice, The hotel is clean, a bit in need of updates. There is no food, no snack, nothing but coffee and a shared water container at the front lobby. BYO! Any food is a 7 minute walk. I felt safe and comfortable.

Reviewed on Jul. 25, 2025

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.8/10 Excellent! (1,246 reviews)
The property was nice, room great, parking valet only!

Reviewed on Jul. 25, 2025

Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

2.5 out of 5
Short Pump
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.6/10 Excellent! (1,751 reviews)
What was clean quiet

Reviewed on Jul. 26, 2025

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.4/10 Very Good! (1,320 reviews)
Only one elevator was working during the entire stay, there were no ice or vending available on any floors, and the room was not made up or serviced. Otherwise this hotel was great, I think they were just having a tough week!

Reviewed on Jul. 18, 2025

Chesterfield County Hotel Deals

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 $135 per night from Aug 3 to Aug 4
CA $135
CA $160 total
Aug 3 - Aug 4
includes taxes & fees
8/10 Very Good! (1,414 reviews)
"We stayed here for two nights and had a great experience. The hotel has excellent facilities—everything was clean and comfortable. It’s located in a great area, with restaurants, shops, and other attractions all within walking distance, which made it very convenient for us. What really stood out ..."

Reviewed on Jul. 24, 2025

La Quinta Inn & Suites by Wyndham Richmond-Midlothian
Extended Stay America Suites North Chesterfield Arboretum

Extended Stay America Suites North Chesterfield Arboretum

2.5 out of 5
241 Arboretum Pl, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Aug 3 to Aug 4
CA $117
CA $136 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,310 reviews)
"very well cleaned"

Reviewed on Jul. 25, 2025

Extended Stay America Suites North Chesterfield Arboretum
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

3 out of 5
201 Arboretum Place, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jul 31 to Aug 1
CA $156
CA $181 total
Jul 31 - Aug 1
includes taxes & fees
7.8/10 Good! (1,018 reviews)
"Courteous staff member. Comfortable beds. Clean rooms and bathroom."

Reviewed on Jul. 25, 2025

Hyatt Place Richmond/Arboretum
See all 1,027 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 $679. 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.