Williamsburg Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Chris Tompkins

Top hotels in Williamsburg

Cumberland Falls State Resort Park

Cumberland Falls State Resort Park

3.5 out of 5
7351 Hwy. 90, Williamsburg, KY
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (1,003 reviews)
"The resort food was poorly prepared"

Reviewed on 17 Aug 2025

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Cumberland Falls State Resort Park
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92, Williamsburg, KY
Fully refundable
The price is 3.231.456 ₫ per night from 24 Aug to 25 Aug
3.231.456 ₫
3.654.173 ₫ total
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Great location"

Reviewed on 11 Aug 2025

Holiday Inn Express Williamsburg by IHG
Hampton Inn Williamsburg

Hampton Inn Williamsburg

2.5 out of 5
530 Highway 92 W, Williamsburg, KY
Fully refundableReserve now, pay when you stay
The price is 3.120.063 ₫ per night from 14 Sept to 15 Sept
3.120.063 ₫
3.472.630 ₫ total
14 Sept - 15 Sept
includes taxes & fees
9/10 Wonderful! (718 reviews)
"Breakfast was very good!"

Reviewed on 13 Aug 2025

Hampton Inn Williamsburg
See all 653 properties in Williamsburg
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.

Popular places to visit

University of the Cumberlands

Enjoy the student vibe at University of the Cumberlands during your visit to Williamsburg. Discover the restaurants and museums in this family-friendly area.

University of the Cumberlands

Frequently asked questions

How much does a Williamsburg holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Williamsburg costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Williamsburg?
You can generally find lower prices and better availability in December, January and February. Check out our cheap Williamsburg holiday packages and you could score some excellent off-season deals.
How many days is enough for Williamsburg?
The ideal duration for your Williamsburg holiday depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden gems along the way.
How to find the best Williamsburg package deals?
Begin your search for a Williamsburg package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Williamsburg package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Williamsburg escape off to a flying start.
Is it cheaper to book a Williamsburg holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Williamsburg holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Williamsburg?
If you're considering a spur-of-the-moment Williamsburg adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Williamsburg?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the activities available will also help you decide when to visit Williamsburg.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Williamsburg.
  3. Decide how long to go away for: Now that you know more about Williamsburg, you can figure out the ideal length of your break. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Williamsburg holiday package that brings all your bookings together.