Charles City Vacation Packages
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Your Charles City Vacation
Enjoy unforgettable adventures when you book a Charles City vacation package. Whether you're a history buff, foodie or just a traveler who loves experiencing new places, there's something for everyone in this lively city. If your trip to Charles City includes a little sightseeing, hit up much-loved attractions like Berkeley Plantation, Piney Grove at Southalls Plantation and Historic Westover. Expedia is here to help you escape the everyday. Tailor your vacation to Charles City to suit your travel style, whatever that may be!
Top Charles City Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort
CA $1,005
per person
Oct 11 - Oct 17
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Richmond (RIC)
9.4/10 Exceptional! (383 reviews)
The room could have been cleaner. But overall, it's a great location. Short drive to Bush gardens and water park. Expedia claims that the hotel is a walking distance to bush gardens. Not true. Bush gardens is directly across from the hotel, but to walk there you have to cross a highway and railroad tracks. Very risky move. So don't believe their description. I spent an hour on the phone with expedia arguing about it.
Reviewed on Aug 30, 2026
The Commonwealth
Downtown Richmond
CA $1,415
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.8/10 Excellent! (1,401 reviews)
My stay at the Commonwealth was very comfortable and accommodating. The staff was very helpful, the rooms were clean, housekeeping refreshed my room daily, and my room was quiet. I will book here again when in the area.
Reviewed on Sep 1, 2026
Ready to book your vacation to Charles City?
Charles City Hotel Deals
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $117
CA $150 total
Sep 21 - Sep 22
includes taxes & fees
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $93
CA $146 total
Sep 13 - Sep 14
includes taxes & fees
9.2/10 Wonderful! (3,791 reviews)
"It was a wonderful trip!!!!!"
Reviewed on Sep 2, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $113
CA $161 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,941 reviews)
"Outdoor pool is very"
Reviewed on Sep 1, 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)
You can spend an afternoon browsing the exhibits at Shirley Plantation during your trip to Charles City. While in this family-friendly area, you can savor the top-notch restaurants.
Berkeley Plantation
7.0/10 (4 reviews)
You can learn about the history of Charles City with a visit to Berkeley Plantation. While in this family-friendly area, you can savor the top-notch restaurants.
Chickahominy State Wildlife Management Area
You can take time to visit Chickahominy State Wildlife Management Area during your travels to Charles City. Make time to visit the shops and monuments while you're in the area.
Upper Shirley Vineyards
You can enjoy a tasting or tour at Upper Shirley Vineyards during your travels to Charles City. Discover the area's museums and shops.
Sherwood Forest Plantation
6.0/10 (3 reviews)
Learn about the local history of Charles City when you take a trip to Sherwood Forest Plantation. Amble around the area's gardens or visit its shops.
Edgewood Plantation
6.0/10 (3 reviews)
Explore the great outdoors at Edgewood Plantation, a lovely green space in Charles City. While in this family-friendly area, you can savor the top-notch restaurants.
Historic Westover
7.0/10 (4 reviews)
You can spend an afternoon studying the exhibits at Historic Westover in Charles City. While in this family-friendly area, you can savor the top-notch restaurants.
Kittiewan Plantation
6.0/10 (3 reviews)
You can study the exhibits at Kittiewan Plantation, a museum with a storied past, during your travels to Charles City. Make time to visit the shops and monuments while you're in the area.
What to do in Charles City
Colonial Williamsburg: Colonial History Guided Walking Tour
CA $35
per adult
100% of travellers recommend
Williamsburg: The Patriots Historical Walking Tour
CA $35
per adult
100% of travellers recommend
Frequently asked questions
How much does a Charles City vacation package cost?
You can pick up a vacation package to this top destination from CA $1,005 on Expedia. But how much your vacation to Charles City costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Charles City?
The off-season is the best time to visit 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 events.
How many days is enough for Charles City?
You can easily explore all the leading attractions in Charles City in a few days, including the must-see Historic Westover. If you're looking for an extended Charles City vacation, check out which kind of day tours and activities are available nearby.
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 entertained. Whether you're travelling 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?
Bagging a cheap Charles City package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Charles City package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Charles City vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalize your Charles City trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Charles City?
If you've got your Charles City travel dates locked in, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Charles City?
- Pick your travel dates: The things you plan to do in Charles City and your favourite season can help you decide when to go.
- Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will likely be the biggest expense during your trip to Charles City.
- Decide how long to go for: Now that you're more familiar with Charles City, you can work out the right length of your break. Pull together a rough plan and give yourself enough time for all the things you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Charles City vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
