Chesterfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chesterfield Vacation

Lock in a Chesterfield vacation package that includes everything you need and no unnecessary extras. Great for nightlife, cafes and festivals, think about basing yourself in the neighborhood of Downtown Richmond. A trip to Chesterfield is a wonderful opportunity to see the sights. Be sure to stop by big-name attractions such as Pocahontas State Park, Castlewood and Magnolia Grange. Expedia has what you need to escape your daily routine. Tailor your vacation to Chesterfield to suit your style of travel, whatever that may look like.

Top Chesterfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Hotel by Wyndham Williamsburg I-64
Whispering Pines by Hotel O Whitestone VA
Kingsmill Resort
Baymont By Wyndham Williamsburg I-64
Warner Hall

Ready to book your vacation to Chesterfield?

 

Choose your dates

Chesterfield Hotel Deals

Studio 6 Richmond Airport

Studio 6 Richmond Airport

2 out of 5
580 Trampton Road Sandston VA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jun 7 to Jun 8
CA $123
CA $143 total
Jun 7 - Jun 8
includes taxes & fees
8.4/10 Very Good! (719 reviews)
"The room was clean and the staff was pleasantl."

Reviewed on May 28, 2026

Studio 6 Richmond Airport
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
301 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 11 to Jun 12
CA $203
CA $236 total
Jun 11 - Jun 12
includes taxes & fees
8.4/10 Very Good! (1,361 reviews)
"Had a fire alarm and had to wait outside in the cold. Also my room was not ready when I arrived. Love this property but was a little disappointed this time."

Reviewed on May 27, 2026

Graduate by Hilton Richmond
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St Richmond VA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Jun 7 to Jun 8
CA $248
CA $288 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (1,432 reviews)
"Believe me, the Omni in Richmond is a wonderful hotel. I’ll just say that if you’re looking for a luxurious top tier level of hotel, it isn’t all the way there. You’ll notice some little things top hotels don’t let slide. The walls are super thin. I felt like I could have a conversation with our ..."

Reviewed on May 26, 2026

Omni Richmond Hotel
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.

Discover the most popular places to visit in Chesterfield

What to do in Chesterfield

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.