Charles City Holidays

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Your Charles City Holiday

When you choose a Charles City holiday package, it's all about letting go and enjoying your escape to the fullest. Discover the best parts of this fascinating city knowing that all your travel needs have been organised before you go. If a sightseeing tour is on the agenda during your trip to Charles City, look around top attractions like Berkeley Plantation, Sherwood Forest Plantation and Historic Westover. A few quick clicks is all it takes to create your dream Charles City holiday on Expedia.

Charles City Holiday

Charles City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Richmond Intl. Airport (RIC)
Population
130
Max Temp Winter
10ºC
Max Temp Summer
32ºC
Top Sights
Royal New Kent, Evelynton Plantation and Piney Grove at Southalls Plantation

Our pick of the best Charles City Hotel Deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
AU$135
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (2,736 reviews)
"There was plenty of parking, quick check-in, and the apartment was great. Clean and has extra sheets and blanket."

Reviewed on 10 Aug 2026

Vacation Village At Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
AU$165
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (1,909 reviews)
"Close to Water country and Busch gardens."

Reviewed on 11 Aug 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
AU$149
8 Sept - 9 Sept
includes taxes & fees
Hilton Vacation Club The Historic Powhatan Williamsburg
See all 2,301 properties in Charles City
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 Charles City attractions

A large brick house with a central porch and multiple windows.
Photo by Kaylee Spinhirn

Shirley Plantation

7.6/10 (5 reviews)
America's oldest family-owned business, Shirley Plantation showcases 18th-century architecture with its remarkable "flying staircase." Explore history through original furnishings and stroll the scenic James River grounds.
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A park with tall trees, a brick building, and parked cars.

Berkeley Plantation

7.0/10 (4 reviews)
America's first official Thanksgiving took place at this historic plantation in 1619. Tour the Georgian mansion with period antiques, then wander through formal gardens extending to the James River.
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Piney Grove at Southalls Plantation

6.0/10 (3 reviews)
This 1790 log structure evolved from corn cot to store to residence, showcasing Tidewater Virginia's architectural history. Explore the historic buildings and gardens for a glimpse into the region's rich past.
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Sherwood Forest Plantation

6.0/10 (3 reviews)
This 300-foot frame house was home to President John Tyler and features expansive terraced gardens. Stroll among 80 varieties of centuries-old trees while discovering the rich history of 19th-century plantation life.
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Historic Westover

7.0/10 (4 reviews)
This elegant Georgian estate showcases colonial grandeur with its 18th-century architecture and James River setting. Stroll through formal gardens while experiencing the legacy of the William Byrd family.
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Chickahominy State Wildlife Management Area

This 5,217-acre wilderness sanctuary offers diverse habitats from woodlands to tidal marshes along the Chickahominy River. Explore by boat or foot to spot herons and bald eagles from the scenic river bluffs.
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Edgewood Plantation

6.0/10 (3 reviews)
This Gothic Revival plantation combines 19th-century charm with modern comforts as a working bed and breakfast. Explore period rooms with canopy beds and stroll through serene gardens complete with gazebos.
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Upper Shirley Vineyards

Savour award-winning wines at this James River vineyard with panoramic riverside views. Reserve a table on the covered porch for an exquisite tasting paired with seasonal cuisine.
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What to do in Charles City

Williamsburg: The Patriots Historical Walking Tour

Williamsburg: The Patriots Historical Walking Tour

AU$36
per adult
100% of travellers recommend
Williamsburg: The Patriots Historical Walking Tour
Williamsburg: Pirate Tour

Williamsburg: Pirate Tour

AU$36
per adult
Williamsburg: Pirate Tour
History of Slavery Tour in Williamsburg

History of Slavery Tour in Williamsburg

AU$36
per adult
100% of travellers recommend
History of Slavery Tour in Williamsburg
See all activities in Charles City

Frequently asked questions

How much does a Charles City holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Charles City costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Charles City?
The off-season is the best time to travel to Charles City if you're hoping to keep costs down. Another tip for scoring cheap Charles City holiday packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Charles City?
For your Charles City holiday, a handful of days will be enough to explore the highlights. Be sure to visit Kittiewan Plantation — it's one of the most popular sights in this destination. If you're after more adventure, think about basing yourself here and heading off on some tours from Charles City.
Is it worth booking a holiday package to Charles City?
Charles City is a good holiday destination with attractions like Sherwood Forest Plantation among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Charles City holiday promises fun for everyone.
How to find the best Charles City package deals?
Start your search for a Charles City package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Charles City package deal straight 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 Charles City escape off to a flying start.
Is it cheaper to book a Charles City holiday as a package?
You can enjoy significant savings on your Charles City getaway by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Charles City?
If you're considering a spontaneous Charles City getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Charles City?
  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Charles City.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Charles City.
  3. Work out your trip length: Consider how long you'd like to spend exploring Charles City. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Charles City holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.