Williamsburg Vacation Packages
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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.
Origin Lexington a Wyndham Hotel
CA $2,793
per person
Oct 30 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
9.4/10 Exceptional! (1,009 reviews)
Hotel was nice and in a good location. One of the reasons we picked this hotel though was for the bar. Online it says the bar is open until 11pm on friday and Saturday. We got to the bar at 9:30 on Friday night and the bar was completely closed. We asked the staff if it was still open and they said not only do they close at 10pm but they decided to close at 9:00pm because there weren’t any customers at the bar. I told the lady it says they close at 11 online and she said it’s 10. So whatever time they close, just be prepared for them to close even earlier.
Reviewed on Aug 17, 2026
Holiday Inn Express Lexington - Horse Park Area by IHG
CA $1,570
per person
Oct 30 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
9.4/10 Exceptional! (2,203 reviews)
I tried to get thru to this hotel for a extended period of time and then when I finally did get a hold of them, I was rudely talked to the day I attempted to share information thru you the 3rd party
Reviewed on Aug 17, 2026
Ready to book your vacation to Williamsburg?
Williamsburg Hotel Deals
Cumberland Falls State Resort Park
7351 Hwy. 90 Williamsburg KY
CA $162
CA $179 total
Aug 18 - Aug 19
includes taxes & fees
Holiday Inn Express Williamsburg by IHG
56 West Highway 92 Williamsburg KY
Fully refundable
CA $153
CA $170 total
Aug 31 - Sep 1
includes taxes & fees
Hampton Inn Williamsburg
530 Highway 92 W Williamsburg KY
Fully refundableReserve now, pay when you stay
CA $165
CA $183 total
Sep 6 - Sep 7
includes taxes & fees
9.2/10 Wonderful! (874 reviews)
"All of your staff were friendly and helpful. Breakfast was excellent for all three days of our stay."
Reviewed on Aug 16, 2026
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.
Stay near popular Williamsburg attractions
Kentucky Splash Water Park
7.6/10 (59 reviews)
Bring the family to Kentucky Splash Water Park and have a fun-filled day at this amusement park in Williamsburg. While in this family-friendly area, you can savor the top-notch restaurants.
University of the Cumberlands
8.8/10 (61 reviews)
Enjoy the collegiate vibe at University of the Cumberlands as part of your travels around Williamsburg. Discover the restaurants and museums in this family-friendly area.
Whitley County Historical Society and Museum
You can spend time exploring the galleries in Whitley County Historical Society and Museum during your trip to Williamsburg. Take in the museums and waterfalls in this family-friendly area.
Williamsburg City Park
Explore the great outdoors at Williamsburg City Park, a lovely green space in Williamsburg. Take in the museums and waterfalls in this family-friendly area.
Bill H. Woods Downtown Park
Explore the great outdoors at Bill H. Woods Downtown Park, a lovely green space in Williamsburg. Take in the museums and waterfalls in this family-friendly area.
Briar Creek Park
Explore the great outdoors at Briar Creek Park, a lovely green space in Williamsburg. Take in the museums and waterfalls in this family-friendly area.
Williamsburg City Hall
After visiting Williamsburg City Hall, make a plan to see the other sights and activities in Williamsburg. Take in the museums and waterfalls in this family-friendly area.
Whitley County Public Library
Whitley County Public Library is just one of the places to see in Williamsburg, so why not enjoy the other things to explore during your travels? Take in the museums and waterfalls in this family-friendly area.
Frequently asked questions
How much does a Williamsburg vacation package cost?
You'll find cheap prices from CA $1,415 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?
- 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.
- 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.
- 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.
- 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.
