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.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was CA $1,825, price is now CA $1,484 per person
CA $1,484
per person
Dec 21 - Dec 28
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Richmond (RIC)
8.4/10 Very good! (1,715 reviews)

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $2,179, price is now CA $1,641 per person
CA $1,641
per person
Dec 21 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Richmond (RIC)
8.8/10 Excellent! (1,419 reviews)
Good food wasn’t open

Reviewed on Nov 10, 2026

Courtyard by Marriott Richmond Airport

Courtyard by Marriott Richmond Airport

3 out of 5
Price was CA $1,919, price is now CA $1,676 per person
CA $1,676
per person
Dec 21 - Dec 28
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Richmond (RIC)
8.4/10 Very good! (1,000 reviews)

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Price was CA $2,157, price is now CA $1,915 per person
CA $1,915
per person
Dec 21 - Dec 28
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Richmond (RIC)
9.2/10 Wonderful! (1,467 reviews)
Love this little inn, convenient location, friendly staff.

Reviewed on Nov 12, 2026

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
Price was CA $1,853, price is now CA $1,648 per person
CA $1,648
per person
Dec 21 - Dec 28
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Richmond (RIC)
8.4/10 Very good! (1,010 reviews)

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Charles City Hotel Deals

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Nov 18 to Nov 19
CA $95
CA $149 total
Nov 18 - Nov 19
includes taxes & fees
Hilton Vacation Club The Historic Powhatan Williamsburg
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Nov 30 to Dec 1
CA $118
CA $151 total
Nov 30 - Dec 1
includes taxes & fees
8.8/10 Excellent! (3,066 reviews)
"My parents had a wonderful experience during their stay! The hotel was clean, comfortable, and welcoming, making their visit truly enjoyable. The accommodations were excellent, and the overall atmosphere made them feel right at home. We would definitely recommend this hotel to anyone looking for ..."

Reviewed on Nov 11, 2026

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

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Nov 22 to Nov 23
CA $117
CA $167 total
Nov 22 - Nov 23
includes taxes & fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 2,535 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.
All Inclusive Vacations
All Inclusive Vacations
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Stay near popular Charles City attractions

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

What to do in Charles City

Virginia: speakeasy-themed murder mystery dinner at King ́s C

Virginia: speakeasy-themed murder mystery dinner at King ́s C

CA $85
per adult
Virginia: speakeasy-themed murder mystery dinner at King ́s C
Williamsburg: Pirate Tour

Williamsburg: Pirate Tour

CA $35
per adult
Williamsburg: Pirate Tour
Williamsburg: Colonial Ghosts Ultimate Dead of Night Tour

Williamsburg: Echoes of Twilight Late-Night Ghost Tour

CA $35
per adult
100% of travellers recommend
Williamsburg: Echoes of Twilight Late-Night Ghost Tour
See all activities in Charles City

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 $1,484 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?

  1. Pick your travel dates: The things you plan to do in Charles City and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.