Chesterfield Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Chesterfield Vacation Packages

Chesterfield Hotel Deals

The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is ₩395,999 per night from Aug 11 to Aug 12
₩395,999
₩460,470 total
Aug 11 - Aug 12
includes taxes & fees
9.8/10 Exceptional! (1,012 reviews)
"Simply the best. Huge rooms, Molton Brown soaps, great value. We just love staying here."

Reviewed on Jul 31, 2025

The Jefferson Hotel
Studio 6 Richmond, VA - Airport

Studio 6 Richmond, VA - Airport

2 out of 5
580 Trampton Road, Sandston, VA
Fully refundableReserve now, pay when you stay
The price is ₩105,586 per night from Sep 1 to Sep 2
₩105,586
₩122,788 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (187 reviews)
"Comfy bed. Big room. Kitchenette."

Reviewed on Aug 1, 2025

Studio 6 Richmond, VA - Airport
Omni Richmond Hotel

Omni Richmond Hotel

4 out of 5
100 S 12th St, Richmond, VA
The price is ₩210,088 per night from Aug 17 to Aug 18
₩210,088
₩244,289 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,147 reviews)
"Staff was very friendly."

Reviewed on Jul 31, 2025

Omni Richmond Hotel
See all 973 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 many days is enough for Chesterfield?
Generally, a handful of days is enough to visit the main attractions during your Chesterfield vacation. However, if you prefer to have some time to kick back or go on day trips, think about extending your itinerary.
Is it worth booking a vacation package to Chesterfield?
From cool attractions such as Castlewood and Magnolia Grange to its epic history, a Chesterfield vacation guarantees an unforgettable adventure. With so much to do and see, find out for yourself why Chesterfield is such a good vacation destination.
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.

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