Charles City Vacations from $348

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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!

The Latest Charles City vacation packages

Price found within the past 48 hours. Click for updated prices.
A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Save 100% on your flight
Price was $529, price is now $348 per person
$348
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
9.6/10 Exceptional! (99 reviews)
We had a terrific stay

Reviewed on Dec 13, 2025

Virginia Crossings Hotel, Tapestry Collection by Hilton

Virginia Crossings Hotel, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $648, price is now $444 per person
$444
per person
Feb 8 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
8.8/10 Excellent! (1,000 reviews)
The hotel is okay, it's a bit dated. The tub had definitely some black yuck around the caulking. The staff doors were propped open that didn't really make me feel safe.

Reviewed on Dec 8, 2025

The Berkeley Hotel

The Berkeley Hotel

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $667, price is now $459 per person
$459
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Richmond (RIC)
8.8/10 Excellent! (1,540 reviews)
Clean. Newly remodeled. Polite staff.

Reviewed on Dec 11, 2025

Comfort Suites Innsbrook - Short Pump

Comfort Suites Innsbrook - Short Pump

2.5 out of 5
Save 100% on your flight
Price was $575, price is now $402 per person
$402
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Richmond (RIC)
6.4/10 (1,001 reviews)
Staff was very nice. Room spacious. Wish they had more choices for breakfast.

Reviewed on Dec 6, 2025

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $846, price is now $592 per person
$592
per person
Mar 11 - Mar 16
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Richmond (RIC)
8.8/10 Excellent! (1,314 reviews)
Nice grand historic hotel in central Richmond....however, needs some updating and cleaning in hallways, common areas. Needs some TLC. Staff was super nice and helpful. Huge rooms

Reviewed on Dec 16, 2025

Don't see what you're looking for?
See all available trips from Columbus to Charles City
View all trips

Discover the most popular places to visit in Charles City

Small admission for the guided tour, so worth it! 12 generations of the same family in this home and is still a working farm.

Shirley Plantation

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.

Shirley Plantation

Berkeley Plantation

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.

Berkeley Plantation

Sherwood Forest Plantation

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.

Sherwood Forest Plantation

What to do in Charles City

Brace yourself for a chilling journey through the eerie history of our haunted sites.

Whispers of Williamsburg Haunted Ghost Tour with Add-on options

$29
per adult
80% of travellers recommend
Whispers of Williamsburg Haunted Ghost Tour with Add-on options
Picture 11 for Activity Williamsburg: Colonial Ghosts Haunted Walking Tour

Colonial Ghosts: Ghostly Whispers of Williamsburg Ghost Tour

$22
per adult
100% of travellers recommend
Colonial Ghosts: Ghostly Whispers of Williamsburg Ghost Tour
Picture 7 for Activity Williamsburg: Secrets of Williamsburg Walking Tour

Williamsburg: Secrets of Williamsburg Walking Tour

$35
per adult
Williamsburg: Secrets of Williamsburg Walking Tour
See all activities in Charles City

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
$92 nightly
The price is $105 total per night from Jan 1 to Jan 2
$105 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (3,262 reviews)
Everything

Reviewed on Dec 16, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
The Jefferson Hotel

The Jefferson Hotel

5 out of 5
101 West Franklin Street Richmond VA
Fully refundableReserve now, pay when you stay
$295 nightly
The price is $343 total per night from Jan 4 to Jan 5
$343 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.8/10 Exceptional! (1,012 reviews)
Very friendly and welcoming staff. The lobby was beautifully decorated for the Holiday, including an enormous handmade gingerbread scene! We were upgraded to a lovely king suite with small lounge area.

Reviewed on Dec 12, 2025

The Jefferson Hotel
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Jan 18 to Jan 19
$96 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
8.6/10 Excellent! (1,991 reviews)
Everything was Excellent, Extra clean Apartment, very Professional and Courteous Staff💯

Reviewed on Dec 12, 2025

Vacation Village At Williamsburg
See all 2,354 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.

Find the Best Charles City Vacation Packages

Charles City Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Richmond Intl. Airport (RIC)
Population
130
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Royal New Kent, Piney Grove at Southalls Plantation and Evelynton Plantation

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Charles City vacation package cost?
Offering excellent value package deals from $348 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?
If you'd like to book a cheap Charles City vacation package, consider visiting in November, December and January. You're likely to find better prices on flights and accommodations during these months — perfect for budget-conscious travelers.
How many days is enough for Charles City?
Typically, a few days is enough for a Charles City vacation. With a well-planned itinerary, you can go to all the major attractions such as Kittiewan Plantation, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Charles City?
It's easy to see why a Charles City vacation is on the to-do list of many travelers. Top attractions like Sherwood Forest Plantation are just the start of what you can explore here.
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?

  1. Choose your travel dates: The things you plan to do in Charles City and your preferred season can help you decide when to travel.
  2. Budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that may crop up during your trip to Charles City.
  3. Explore Charles City using Expedia's trip planning tool: Gain insights into the leading attractions and best stays for your trip to Charles City. You can also save your favorite places, collaborate with friends and family and arrange all your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Charles City, you can work out the perfect length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  5. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Charles City vacation package for you.
  6. Book activities and experiences ahead of time: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Charles City. Find all the incredible things to do in Charles City with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Charles City vacation packages?
Your Charles City break should be an escape from your daily routine, not a reason for money-related stress. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.