Charles City Vacations from $204

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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!

The Latest Charles City vacation packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Ashland - Hanover, VA

Country Inn & Suites by Radisson, Ashland - Hanover, VA

3 out of 5
Save 100% on your flight
Price was $295, price is now $204 per person
$204
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
9/10 Wonderful! (1,009 reviews)
Staff was great friendly and courteous. The room was very noisy. The hallway noise was very loud in the room also some kind of other clanking noise was annoying.

Reviewed on Dec 2, 2025

Holiday Inn Express Richmond I-64 Short Pump Area by IHG

Holiday Inn Express Richmond I-64 Short Pump Area by IHG

2.5 out of 5
Save 100% on your flight
Price was $312, price is now $213 per person
$213
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
8.8/10 Excellent! (1,001 reviews)
The room was clean, the bed was comfortable but I disliked that housekeeping was banging on the door despite the "Do Not Disturb" sign and the fact that I was only there 1 night.

Reviewed on Dec 4, 2025

Hilton Richmond Hotel & Spa/Short Pump

Hilton Richmond Hotel & Spa/Short Pump

4 out of 5
Short Pump
Save 100% on your flight
Price was $326, price is now $242 per person
$242
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
8.8/10 Excellent! (1,002 reviews)
Great staff. Clean,comfortable room.

Reviewed on Dec 7, 2025

Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Downtown Richmond
Save 100% on your flight
Price was $1,044, price is now $780 per person
$780
per person
Feb 26 - Mar 1
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Richmond (RIC)
8.4/10 Very Good! (1,004 reviews)
Nicely updated considering the age of the hotel. I could not get hot water at the sink or the shower. The food service at the meeting was excellent.

Reviewed on Dec 5, 2025

Delta Hotels by Marriott Richmond Downtown

Delta Hotels by Marriott Richmond Downtown

3.5 out of 5
Downtown Richmond
Save 100% on your flight
Price was $395, price is now $297 per person
$297
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Richmond (RIC)
8.8/10 Excellent! (1,003 reviews)
The Reception attendant was excellent! She helped me with a problem and did so with kindness and professionalism. I wish I had her name. This was a bit after 9 PM on Thanksgiving Day.

Reviewed on Nov 30, 2025

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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

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
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
History of Slavery Tour in Williamsburg

History of Slavery Tour in Williamsburg

$25
per adult
100% of travellers recommend
History of Slavery Tour in Williamsburg
See all activities in Charles City

Charles City Hotel Deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Dec 17 to Dec 18
$115 total
Dec 17 - Dec 18
Total with taxes and fees
8.6/10 Excellent! (1,970 reviews)
The unit was really wonderful and had everything we needed. My only suggestion would be to include short instructions on the cooktop (that there has to be a pot on the burner for it to work). Overall we just LOVED this place.

Reviewed on Dec 5, 2025

Vacation Village At Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
$92 nightly
The price is $105 total per night from Dec 14 to Dec 15
$105 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (3,221 reviews)
Stayed in 3 br which was nice overall liked the amenities and location

Reviewed on Dec 5, 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 1 to Jan 2
$343 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.8/10 Exceptional! (1,000 reviews)
This is an incredibly beautiful building. I’m just thankful that someone found it worthwhile to preserve it.

Reviewed on Dec 2, 2025

The Jefferson Hotel
See all 2,351 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

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Frequently asked questions

How much does a Charles City vacation package cost?
Offering excellent value package deals from $204 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.

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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.