Charles City Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Charles City

Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,479 reviews)
"This property has been the best for our family for trips in many places. Our six easily fit with plenty of space for everyone. We would definitely stay here again."

Reviewed on 28 Jun 2025

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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
8.8/10 Excellent! (1,407 reviews)
"Very nice property with mini golf, swimming pool, ping pong, corn hole, and weight room. I didn't like the resort fee of $20.00 per day. That was a surprise when i checked out. Also buildings on property that are very unkept and run down. Trees growing out of spouting and roof. Definitely an eyesore. ..."

Reviewed on 29 Jun 2025

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Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Westgate Historic Williamsburg Resort
Westgate Historic Williamsburg Resort
3.5 out of 5
1324 Richmond Road, Williamsburg, VA
The price is 1.922.288 ₫ per night from 2 Jul to 3 Jul
1.922.288 ₫
2.205.153 ₫ total
2 Jul - 3 Jul
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"Not sure if it's all doors, but my door's lock"

Reviewed on 29 Jun 2025

Westgate Historic Williamsburg Resort
See all 2,528 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.

Frequently asked questions

How much does a Charles City holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Charles City costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Charles City?
The off-season is the best time to travel to Charles City if you're hoping to keep costs down. Another tip for scoring cheap Charles City holiday packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Charles City?
For your Charles City holiday, a handful of days will be enough to explore the highlights. Be sure to visit Kittiewan Plantation --- it's one of the most popular sights in this destination. If you're after more adventure, think about basing yourself here and heading off on some tours from Charles City.
Is it worth booking a holiday package to Charles City?
Charles City is a good holiday destination with attractions like Sherwood Forest Plantation among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Charles City holiday promises fun for everyone.
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 holiday as a package?
You can enjoy significant savings on your Charles City getaway by booking a tailored holiday 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 holiday 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 the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Charles City.
  2. Figure out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Charles City.
  3. Work out your trip length: Consider how long you'd like to spend exploring Charles City. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Charles City holiday package.

Popular places to visit

Shirley Plantation

Shirley Plantation

You can spend an afternoon exploring the galleries in Shirley Plantation in Charles City. While in this family-friendly area, you can savour 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 savour the top-notch restaurants.

Berkeley Plantation

Evelynton Plantation

You can spend an afternoon browsing the exhibits at Evelynton Plantation in Charles City. While in this family-friendly area, you can savour the top-notch restaurants.

Evelynton Plantation