Charles City Vacations from $359

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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.
Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
per person
Sep 15 - Sep 18
found 3 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
8.8/10 Excellent! (1,006 reviews)
Very nice spot to visit

Reviewed on Jul 29, 2025

Linden Row Inn

Linden Row Inn

3 out of 5
Downtown Richmond
Save 100% on your flight
per person
Oct 14 - Oct 18
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
9.2/10 Wonderful! (1,070 reviews)
Nice hotel if going to a show at the amphitheater. Within walking distance.

Reviewed on Jul 30, 2025

Hilton Richmond Downtown

Hilton Richmond Downtown

4 out of 5
Downtown Richmond
Save 100% on your flight
per person
Oct 14 - Oct 18
found 2 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Richmond (RIC)
8.4/10 Very Good! (1,008 reviews)
Hotel amenities were good, however, restaurants food wasn't that good. No microwave in our room made it inconvenient for warming up leftovers from other restaurants.

Reviewed on Jul 28, 2025

Warner Hall

Warner Hall

3 out of 5
Save 100% on your flight
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Richmond (RIC)
10/10 Exceptional! (9 reviews)
We had a wonderful, relaxing weekend stay at Warner Hall. The hosts Christina and Fred were very welcoming and the house and property is amazing. The house (more like mansion) and rooms are huge and comfortable with lots of space for reading a book, etc. We really enjoyed the morning coffee and tea service brought straight to our rooms. We felt like royalty! There's so much history to the Warners, we had no idea. Definitely highly recommend this place if you're looking for a break from being busy busy.

Reviewed on Jul 9, 2025

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
per person
Sep 15 - Sep 18
found 3 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Richmond (RIC)
8.8/10 Excellent! (715 reviews)
Great place to stay!

Reviewed on Jul 27, 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

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

Piney Grove at Southalls Plantation

Learn about the local history of Charles City when you take a trip to Piney Grove at Southalls Plantation. Amble around this relaxing area's gardens, or seek out the golf courses.

Piney Grove at Southalls Plantation

What to do in Charles City

Full-Day Tour in Washington DC

Full-Day Tour in Washington DC

$125
per adult
Full-Day Tour in Washington DC
Colonial Williamsburg: Colonial History Guided Walking Tour

Colonial Williamsburg: Colonial History Guided Walking Tour

$25
per adult
100% of travellers recommend
Colonial Williamsburg: Colonial History Guided Walking Tour
Get ready to travel back in time as our tours transport you to pivotal moments in history.

Colonial Ghosts Ultimate Dead of Night Haunted Ghost Tour

$27
per adult
90% of travellers recommend
Colonial Ghosts Ultimate Dead of Night Haunted Ghost 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
$109 nightly
The price is $124 total per night from Aug 12 to Aug 13
$124 total
Aug 12 - Aug 13
Total includes taxes and fees
8.8/10 Excellent! (2,894 reviews)
"I would love to come back anytime this my place right here"

Reviewed on Jul 28, 2025

Hilton Vacation Club The Historic Powhatan 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
$148 nightly
The price is $168 total per night from Aug 10 to Aug 11
$168 total
Aug 10 - Aug 11
Total includes taxes and fees
8.8/10 Excellent! (1,485 reviews)
"We really enjoyed our one night stay and the staff were all fantastic. Breakfast has limited seating so be sure to get there early. Internet/wifi was spotty but was possibly due to stormy weather in the area."

Reviewed on Jul 29, 2025

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg 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
$111 nightly
The price is $126 total per night from Aug 10 to Aug 11
$126 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,575 reviews)
"Although we only stayed one night, we hope to spend more time there in the future. For our family of four, this setup was perfect.with two bedrooms and two full bathrooms, as well as the kitchen, dining and living rooms. We also liked that it is close to a grocery store and the outlet mall. Next ..."

Reviewed on Jul 28, 2025

Vacation Village At Williamsburg
See all 2,524 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 $359 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.