Chesterfield Holidays

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Your Chesterfield Holiday

With plenty of highlights as well as hidden gems, this city is best experienced with a Chesterfield holiday package. Find a place to stay in Downtown Richmond, which is good for cafes, nightlife and festivals. Any trip to Chesterfield needs a well-thought-out itinerary. Fill yours with leading attractions like Pocahontas State Park, Castlewood and Pocahontas State Park Museum. Stop daydreaming and start doing. Check out the many options on Expedia today and finally put your Chesterfield holiday plans into motion!

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Richmond Intl. Airport (RIC)
Population
3,800
Max Temp Winter
10ºC
Max Temp Summer
32ºC
Top Sights
Pocahontas State Park, Uptown Alley and Pocahontas State Park Museum

Our pick of the best Chesterfield Hotel Deals

Wingate by Wyndham Richmond Short Pump
Wingate by Wyndham Richmond Short Pump
2.5 out of 5
13991 N Gayton Rd, Richmond, VA
Stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.4/10 Very Good! (1,667 reviews)
"My stay was great ,nice comfortable bed, nice size room. Only issue was the construction/banging in the early morning but theybare remodeling so i understood and would stay here again"

Reviewed on 30 Apr 2024

Wingate by Wyndham Richmond Short Pump
Drury Plaza Hotel Richmond
Drury Plaza Hotel Richmond
3 out of 5
11049 West Broad St, Glen Allen, VA
Stay at this 3-star business-friendly hotel in Glen Allen. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the pool in ...
9.6/10 Exceptional! (2,264 reviews)
"Clean and very spacious rooms. Friendly, helpful staff. Great breakfast"

Reviewed on 30 Apr 2024

Drury Plaza Hotel Richmond
Graduate Richmond
Graduate Richmond
4 out of 5
301 West Franklin Street, Richmond, VA
Stay at this 4-star business-friendly hotel in Richmond. Enjoy free WiFi, an outdoor pool and a rooftop terrace. Our guests praise the restaurant and the helpful ...
8.2/10 Very Good! (1,119 reviews)
Great property
"Great overnight stay! Very clean with excellent front desk service. Love all the details that make this property unique."

Reviewed on 28 Apr 2024

Graduate Richmond
See all 903 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Chesterfield travel package cost?
Our Chesterfield packages, which start from as low as , are the best way to save money. Choose your preferred hotels, flights and more to create your perfect itinerary.
If I'm not able to travel, can I cancel my Chesterfield travel package?
Whether it’s your hotel, flight or rental car, yes, you can cancel or amend it. Locked in your Chesterfield travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may incur a charge from your hotel, airline or car rental company. For more details, browse our Customer Service Portal. We’re here to help you every step of the way.
How do I get a cheap travel package to Chesterfield?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got them all. Choose a combination that best suits you and see your savings grow. We know a package deal is never a one-size-fits-all. That’s why Expedia offers over 550 partner airlines and 1,000,000 hotel options around the globe, which lets you customize your Chesterfield adventure.
Does Expedia offer Book Now, Pay Later Chesterfield holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan that works for you during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all types of budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that “book now” button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Chesterfield?
With so much to do in Chesterfield, we suggest you book a room in a hotel close to its attractions. Pocahontas State Park, Castlewood and Pocahontas State Park Museum are some top ones to put on your must-see list.
What are the top hotels in Chesterfield?
Suburban Extended Stay Hotel Chester I-95 and La Quinta Inn & Suites by Wyndham Richmond-Midlothian are two of the most popular hotels in Chesterfield. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Chesterfield holiday?
To score discount prices, book as early as you can. Airlines typically release flights, along with some of the lowest fares, nearly 12 months ahead of time. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Chesterfield, there are always lots of great deals on Expedia. Book something in today!
What does an Expedia Chesterfield travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Chesterfield package that’s ideal for you. Heading off for a week or two? Give some thought to a flight, rental car and hotel bundle. If your break is short, a hotel and flight deal could be more your style. Activities can also be added after you’ve booked. Our travel packages make it easy to plan and save.
What should I know before booking a Chesterfield travel package?
Booking all the parts of your escape together is a great way to save. Combine your flights, car rentals and hotels into a tidy package. But you’re not limited to hotels. Expedia features all types of properties, including holiday rentals such as mountain cabins and spacious residences. The list goes on!
Can I choose my airline with a Chesterfield Expedia travel package?
Yes — that’s one of the best things about an Expedia travel package. You get to choose. We have access to more than 550 partner airlines around the world, so you have options galore when planning your Chesterfield trip.

Discover the most popular places to visit in Chesterfield

Image for Pocahontas State Park

Pocahontas State Park

Explore the great outdoors at Pocahontas State Park, a lovely green space in Chesterfield. Attend a sporting event in this family-friendly area.

Pocahontas State Park
Image for Castlewood

Castlewood

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

Castlewood
Image for Chesterfield Historical Society of Virginia

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

Unmissable things to do in Chesterfield

Image for Richmond Ghosts: Sinister Scares of Shockoe Bottom Tour

Richmond Ghosts: Sinister Scares of Shockoe Bottom Tour

£20
Per adult
Richmond Ghosts: Sinister Scares of Shockoe Bottom Tour
Image for Richmond's Street Art Segway Tour

Richmond's Street Art Segway Tour

£60
Per adult
Richmond's Street Art Segway Tour
Image for Richmond Craft Brewery Crawl By Junket

Richmond Craft Brewery Crawl By Junket

£59
Per adult
Richmond Craft Brewery Crawl By Junket
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. Flight-inclusive packages are ATOL protected.