Williamsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Chris Tompkins
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Your Williamsburg Vacation

With a Williamsburg vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you depart, so you can get on with discovering this interesting city. When it's time to go out and explore, be sure to include University of the Cumberlands and Kentucky Splash Water Park on the itinerary for your trip to Williamsburg. Your ultimate Williamsburg vacation is only clicks away. Search flights, accommodations and more on Expedia for a getaway that's tailored to suit your travel style.

Top Williamsburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel LEX, Trademark Collection by Wyndham
21c Museum Hotel Lexington
Hampton Inn Richmond
The Campbell House Lexington, Curio Collection by Hilton
Capital Plaza Hotel

Ready to book your vacation to Williamsburg?

 

Choose your dates

Williamsburg Hotel Deals

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
The price is CA $131 per night from Sep 1 to Sep 2
CA $131
CA $144 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"The Lodge was nice and clean but dated."

Reviewed on Aug. 26, 2025

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 CA $173 per night from Sep 14 to Sep 15
CA $173
CA $196 total
Sep 14 - Sep 15
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Great location"

Reviewed on Aug. 11, 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 CA $164 per night from Sep 7 to Sep 8
CA $164
CA $183 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (723 reviews)
"Nice hotel"

Reviewed on Aug. 21, 2025

Hampton Inn 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.

Frequently asked questions

How much does a Williamsburg vacation package cost?
You'll find cheap prices from CA $736 on Expedia for your Williamsburg escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Williamsburg costs.
What are the cheapest months to go to Williamsburg?
If you're hoping to snag a cheap Williamsburg vacation package, consider travelling in December, January and February. You're likely to find lower rates on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Williamsburg?
Usually, a handful of days is enough to check out the main attractions during your Williamsburg vacation. But if you prefer to have more time to kick back or go on day trips, consider extending your trip.
How to find the best Williamsburg package deals?
Bagging a cheap Williamsburg package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Williamsburg package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Williamsburg vacation as a package?
You can enjoy significant savings on your Williamsburg escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Williamsburg?
If you're considering a spontaneous Williamsburg trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Williamsburg?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to visit Williamsburg.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Williamsburg. Then, choose a property that fits your budget, whether that's an economical option or a deluxe getaway.
  3. Decide how long to go for: Now that you know more about Williamsburg, you can figure out the ideal length of your vacation. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Williamsburg vacation package that brings all your bookings together.

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