Charles City Vacations
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Find the Best Charles City Vacation Packages
Charles City Hotel Deals
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
₩103,394
₩134,446 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (2,740 reviews)
"A nice quiet place to stay in Williamsburg for vacation"
Reviewed on Aug 11, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
₩109,226
₩157,572 total
Sep 10 - Sep 11
includes taxes & fees
8.8/10 Excellent! (1,914 reviews)
"It was great!"
Reviewed on Aug 12, 2026
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
₩95,219
₩149,185 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (3,740 reviews)
"The room was very clean and smelled nice however one minor issue was the master bathroom toilet had unflushed bowel movement. This was a little disappointing but in no way would it prevent future stays or recommendations in fact we can’t wait to return!!"
Reviewed on Aug 11, 2026
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
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.
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.
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.
Piney Grove at Southalls Plantation
6.0/10 (3 reviews)
This 1790 log structure evolved from corn crib 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.
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.
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.
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.
Upper Shirley Vineyards
Savor 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.
Frequently asked questions
How much does a Charles City vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Charles City costs! Our packages simplify travel planning and maximize 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 vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Charles City?
For your Charles City vacation, 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 vacation package to Charles City?
Charles City is a good vacation 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 vacation 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 vacation as a package?
You can enjoy significant savings on your Charles City getaway by booking a tailored vacation 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 vacation 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?
- 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.
- 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.
- 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.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Charles City vacation package.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
