Chesterfield Holidays

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Top hotels in Chesterfield

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 €68 per night from 28 Jun to 29 Jun
€68
28 Jun - 29 Jun
includes taxes & fees
7/10 Good! (1,003 reviews)
"I love staying here and it’s quiet and peaceful"

Reviewed on 16 Jun 2025

Regency Inn 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 €159 per night from 20 Jul to 21 Jul
€159
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (1,129 reviews)
"Customer service was beyond excellent. Only issue was the bedding was not soft at all. Sheets were rough. I was surprised by that."

Reviewed on 24 Jun 2025

Omni Richmond Hotel
Red Roof Inn Richmond South
Red Roof Inn Richmond South
2 out of 5
4350 Commerce Rd, Richmond, VA
Fully refundableReserve now, pay when you stay
The price is €63 per night from 29 Jun to 30 Jun
€63
29 Jun - 30 Jun
includes taxes & fees
6.4/10 (1,003 reviews)
"Always nice and friendly when I come here"

Reviewed on 23 Jun 2025

Red Roof Inn Richmond South
See all 963 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 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.

What to do in Chesterfield

Historic Trolley Tour

Historic Trolley Tour

€37
per adult
Historic Trolley Tour
Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

€25
per adult
Richmond: Guided Hike in James River Park
“Our guide was awesome, kind and very knowledgeable about the area and each restaurant. I highly recommend this company and we will be taking the other tours they offer.” - River City Food Tours guest

Arts District Food Tour in Richmond with Discover Richmond

€82
per adult
Arts District Food Tour in Richmond with Discover Richmond
See all activities in Chesterfield
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.