Chesterfield, VA

Travel Guide

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A large brick building with a clock tower, surrounded by green trees and a sunset sky.
A river surrounded by dense green trees, a person paddling a green kayak, and a small boat with people on the shore.
An outdoor amphitheater surrounded by dense forest.
A forest with a dirt path, tall trees with yellow leaves, and a clear blue sky.

Where to stay in Chesterfield

Find the best Chesterfield areas and neighborhoods for the activities you enjoy most. Learn more about Chesterfield
Learn more about Chesterfield

Hampton Park

Though Hampton Park might not have many top sights, you can venture to the surrounding area to see attractions like Metro Richmond Zoo and Uptown Alley.

Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
301 West Franklin Street Richmond VA
$147 nightly
The price is $171 total per night from Oct 4 to Oct 5
$171 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and ...
8.4/10 Very Good! (1,483 reviews)
"Expensive for what it is. Appreciate costs are up. For this money I would respect a reasonable coffee in the room not instant which tastes horrible."

Reviewed on Sep 25, 2026

Graduate by Hilton Richmond
Holiday Inn & Suites Richmond West End

Holiday Inn & Suites Richmond West End

3 out of 5
8008 W. Broad St Richmond VA
$103 nightly
The price is $120 total per night from Oct 25 to Oct 26
$120 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Richmond. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Short Pump Town Center and Bowlero ...
Holiday Inn & Suites Richmond West End
The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street Richmond VA
$315 nightly
The price is $366 total per night from Oct 4 to Oct 5
$366 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the comfy rooms in ...
9.8/10 Exceptional! (1,013 reviews)
"Staff were gracious and helpful. Hotel is Stunningly beautiful from another era. Gym in use but not crowded. Food was simply the most delicious ever."

Reviewed on Sep 26, 2026

The Jefferson Hotel
See all 1,070 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.
Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield

Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield

Chesterfield VA
Stay at this vacation home in Chesterfield. Enjoy a garden, laundry facilities, and air conditioning. Popular attractions Bowl America Southwest and Rockwood ...
Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield
Historic Haven in Church Hill in The Heart of the Historic District

Historic Haven in Church Hill in The Heart of the Historic District

Richmond VA
Stay at this apartment in Richmond. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Richmond Raceway and Libby Hill ...
10/10 Exceptional! (80 reviews)
"It’s a stunning property in a very convenient, walkable, but quiet location."

Reviewed on Sep 20, 2026

Historic Haven in Church Hill in The Heart of the Historic District
4-bedroom house in charming Midlothian 20 min to Richmond and Petersburg.

4-bedroom house in charming Midlothian 20 min to Richmond and Petersburg.

Midlothian VA
Book a stay at this family-friendly vacation home in Midlothian. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Bowl America Southwest ...
10/10 Exceptional! (28 reviews)
"Perfect for us!!! Great host and great place to stay. Highly recommend."

Reviewed on Sep 25, 2026

4-bedroom house in charming Midlothian 20 min to Richmond and Petersburg.
See all 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.

Stay near popular Chesterfield attractions

Pocahontas State Park

8.4/10 (31 reviews)
You can take time to visit Pocahontas State Park during your travels to Chesterfield. Attend a sporting event in this family-friendly area.
See properties

Things to do

Richmond: Guided Hike in James River Park

Richmond: Guided Hike in James River Park

$35
per adult
100% of travellers recommend
Richmond: Guided Hike in James River Park
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour

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

$10
per traveler
80% of travellers recommend
Downtown Richmond Must-See Landmarks with Self-Guided Audio Tour
Down in the Shokoe Bottom, the most haunted neighborhood with 350+ years of history and hauntings!

The Haunted History of Richmond tour

$30
per adult
The Haunted History of Richmond tour
See all activities in Chesterfield

Frequently asked questions

Is Chesterfield worth visiting?
Chesterfield is worth visiting for its standout attractions, including Pocahontas State Park and the Chesterfield Historical Society of Virginia. Travelers can also enjoy diverse dining options, with a variety of Italian and Asian cuisine available to explore during their stay.
When is the best time to visit Chesterfield?
The best time to visit Chesterfield is from April through June, when the weather is typically pleasant for exploring. For travelers looking for fewer crowds and potentially better value, the quieter months of November through February are a good option.
What is Chesterfield known for?
Chesterfield is known for Pocahontas State Park, a great spot for outdoor activities. Travelers can also explore the area's history at the Chesterfield Historical Society of Virginia and Castlewood. The destination also offers a variety of Italian food, making it a well-rounded place to visit.
What is a good itinerary length for Chesterfield?
A good itinerary length for Chesterfield is two to three days to explore key attractions like Pocahontas State Park, the Chesterfield Historical Society of Virginia, and Castlewood. An extended stay of four to five days allows for a more relaxed pace, deeper exploration of these sites, and time to enjoy the local Italian, Asian, and North American dining options.
What are the top things to do in and around Chesterfield?
Chesterfield offers travelers a blend of natural beauty and historical sites to explore:


How do I plan a trip to Chesterfield?
To plan your trip to Chesterfield, search for flights and places to stay on Expedia. Consider visiting Pocahontas State Park, the Chesterfield Historical Society of Virginia, and Castlewood. For outdoor activities, plan for early morning or late afternoon. Book your rental car and any desired experiences in advance, especially during peak travel times, to ensure availability.
What cuisines can you find in Chesterfield?
In Chesterfield you can find Thai cuisine, with dishes like Pad Thai, green curry, and Tom Yum soup. Travelers can also enjoy Italian favorites, various Asian options including Chinese and Japanese, and North American comfort food like Southern soul food.
Can I book a refundable hotel in Chesterfield?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chesterfield by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chesterfield with Expedia?
Expedia makes it easier to plan your Chesterfield trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chesterfield?
The best choice depends on your travel style. Hotels in Chesterfield can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chesterfield trip on Expedia?
Once you've booked your Chesterfield trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chesterfield trip?
Expedia offers customer support before, during, and after your Chesterfield trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chesterfield?
If it's your first trip to Chesterfield, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chesterfield hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chesterfield hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Chesterfield

A river with a stone bridge, a stone wall, and buildings in the background.

Richmond

An aerial view of a town with a prominent water tower, industrial buildings, and a main road.

Chester

A large brick building with a clock tower, surrounded by green trees and a sunset sky.

Colonial Heights

A castle on a hill surrounded by fields and a clear sky.

Midlothian

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