Chesterfield Holidays

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Chesterfield Holiday

Our pick of the best 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 NZ$559 per night from 17 Aug to 18 Aug
NZ$559
17 Aug - 18 Aug
includes taxes & fees
9.8/10 Exceptional! (1,009 reviews)
"I really enjoyed my stay at The Jefferson. The staff were super friendly and accommodating to me and my family. I will certainly be back the next time I am in Richmond."

Reviewed on 5 Aug. 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 NZ$149 per night from 1 Sept to 2 Sept
NZ$149
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (201 reviews)
Nice
"The place was super clean and quiet."

Reviewed on 4 Aug. 2025

Studio 6 Richmond, VA - Airport
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 NZ$296 per night from 17 Aug to 18 Aug
NZ$296
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,150 reviews)
"The staff was efficient and kind. I do a l"

Reviewed on 4 Aug. 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.

Discover the most popular places to visit in Chesterfield

Pocahontas State Park

Pocahontas State Park

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

Chesterfield Historical Society of Virginia

You can learn about the history of Chesterfield Court House with a visit to Chesterfield Historical Society of Virginia. Stroll along the riverfront or attend a sporting event in the area.

Chesterfield Historical Society of Virginia

What to do in Chesterfield

Historic Trolley Tour

Historic Trolley Tour

NZ$70
per adult
100% of travellers recommend
Historic Trolley Tour
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

NZ$18
per traveller
80% of travellers recommend
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour
See all activities in Chesterfield

Frequently asked questions

How much does a Chesterfield holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday 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 holiday packages. Bear in mind that school holiday 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 holiday. 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 holiday package to Chesterfield?
From cool attractions such as Castlewood and Magnolia Grange to its epic history, a Chesterfield holiday guarantees an unforgettable adventure. With so much to do and see, find out for yourself why Chesterfield is such a good holiday 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 holiday as a package?
An Expedia holiday 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 holiday 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 holiday.
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 holiday. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the right Chesterfield holiday package for you.

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