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.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Colonial Williamsburg
CA $1,152
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,872 reviews)
When we first got there, our room was not ready. I didn’t realize check-in was until four, but we didn’t get in our room until almost 4 then the key would not work. But Jasmine she was a sweetheart. She came down to our room and make sure the key worked, and my husband was coming in the back door with some stuff and she even helped him. We chatted with her a bit of and now on she was amazing. We absolutely love the pool. My husband is not a pool person, but we did get in the pool right much yesterday, Monday.. We did meet one of the workers there his name was Dwayne.. We could not find the place to check in, but we followed him around and he showed us where to get to the front desk. He was a great guy and we even saw him again and my husband chatted with him.. thanks for a great time
Reviewed on Aug 11, 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 $102
CA $133 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (2,739 reviews)
"Great property. We have stayed here multiple times and it has always been pleasant."
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
CA $108
CA $155 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (1,912 reviews)
"When we first got there, our room was not ready. I didn’t realize check-in was until four, but we didn’t get in our room until almost 4 then the key would not work. But Jasmine she was a sweetheart. She came down to our room and make sure the key worked, and my husband was coming in the back door ..."
Reviewed on Aug 11, 2026
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $94
CA $147 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (3,739 reviews)
"We stayed here for 5 nights with 7 adults and 3 kids in the four-bedroom, two-story suite. There was plenty of space for everyone. Upstairs had a king bedroom and a queen bedroom, and downstairs had another king bedroom and a room with two twin beds. The layout worked really well for a group our ..."
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)
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.
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.
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.
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.
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.
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.
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 $1,098 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.
