Chesterfield Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Chesterfield Vacation Packages

Chesterfield Hotel Deals

Regency Inn Richmond
Regency Inn Richmond
2 out of 5
1500 Eastridge Road, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is SAR 218 per night from Apr 8 to Apr 9
SAR 218
SAR 254 total
includes taxes & fees
8 Apr - 9 Apr
6.2/10 (1,017 reviews)
"The room itself was fine, if a little shabby (not bad), but the exterior (staircases, walkways) are sketchy. I needed an affordable place to stay and the Regency was satisfactory."

Reviewed on 31 March 2025

Regency Inn Richmond
The Commonwealth
The Commonwealth
4 out of 5
901 Bank St, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is SAR 567 per night from Apr 6 to Apr 7
SAR 567
SAR 660 total
includes taxes & fees
6 Apr - 7 Apr
8.8/10 Excellent! (1,234 reviews)
Nice downtown Richmond spot.
"It is a nice hotel. Older but pretty updated. I was only there one night and did not use any of the facilities or restaurant."

Reviewed on 27 March 2025

The Commonwealth
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 SAR 597 per night from Apr 20 to Apr 21
SAR 597
SAR 694 total
includes taxes & fees
20 Apr - 21 Apr
8.8/10 Excellent! (1,122 reviews)
"Had a great stay!"

Reviewed on 31 March 2025

Omni Richmond Hotel
See all 939 properties in Chesterfield
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 vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. However, how much your vacation to Chesterfield costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Chesterfield?
Plan your getaway for the low season and you’re likely to find cheap Chesterfield vacation packages. Bear in mind that school vacation periods and major local events can impact prices, so do a little research before booking.
How to find the best Chesterfield package deals?
Begin your search for a Chesterfield package deal by entering your destination and preferred trip dates under our “Packages” tab. Then apply a few filters, like “Property type” and “Popular locations,” to tailor the results to your exact needs. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the perfect Chesterfield package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chesterfield getaway off to a flying start.
Is it cheaper to book a Chesterfield vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can tailor your Chesterfield getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Chesterfield?
Secure incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Chesterfield vacation.
How to plan a trip to Chesterfield?

  1. Pick your travel dates: What you’d like to do in Chesterfield and your preferred season will help you decide when to go.
  2. Set your budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Chesterfield. Then, pick a hotel that matches your budget, whether that’s an economical stay or a high-end getaway.
  3. Decide how long to go for: Now that you know more about Chesterfield, you can figure out the right length of your vacation. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you’ve nailed down your trip dates and duration, lock in the right Chesterfield vacation package for you.

Discover the most popular places to visit in Chesterfield

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.

Pocahontas State Park

4/5(29 reviews)

You can take time to visit Pocahontas State Park during your travels to Chesterfield. Attend a sporting event in this family-friendly area.

Pocahontas State Park

Castlewood

4/5(1 review)

You can find out about the history of Chesterfield Court House with a stop at Castlewood. Stroll along the riverfront or attend a sporting event in the area.

Castlewood

Oasis Sports Park

Enjoy a round of golf in Woodlake at Oasis Sports Park. While in this family-friendly area, find time to visit its shops.

Oasis Sports Park