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.
GuestHouse Lexington
CA $1,159
per person
Oct 29 - Oct 31
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
8.4/10 Very good! (1,654 reviews)
Checked into handicapped room, excited to see great walk in shower. Later took a better look at it - yuck, shower drain had dried hair covering it and it looked like the bath bench that hadn’t been cleaned. It was awful! Reported to front desk.
Reviewed on Sep 26, 2026
Sleep Inn
CA $1,042
per person
Oct 29 - Oct 31
found 9 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Lexington (LEX)
8.2/10 Very good! (713 reviews)
The hotel looks fairly new. Very nice room. The beds & pillows are comfortable. The pool is a nice size for children, goes up to 5 ft. The breakfast is nice, a good variety. The staff were all nice except for one middle aged lady working the desk when I was returning the room keys to check out. One younger lady was trying to help get the receipt and the older lady told her to get out of the way and then jerked the receipt away from her and folded it up and put it away saying to me that I would get my receipt from a third party. She was really ugly to her co-worker. Other than that small bit of drama at the end it was a nice stay and I would definitely recommend this hotel.
Reviewed on Sep 19, 2026
Ready to book your vacation to Williamsburg?
Williamsburg Hotel Deals
Cumberland Falls State Resort Park
7351 Hwy. 90 Williamsburg KY
Fully refundableReserve now, pay when you stay
CA $160
CA $177 total
Sep 28 - Sep 29
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"The staff was excellent, very informative of attractions in area. Place was perfect for stay."
Reviewed on Sep 27, 2026
Holiday Inn Express Williamsburg by IHG
56 West Highway 92 Williamsburg KY
Fully refundable
CA $167
CA $186 total
Oct 13 - Oct 14
includes taxes & fees
Hampton Inn Williamsburg
530 Highway 92 W Williamsburg KY
Fully refundableReserve now, pay when you stay
CA $181
CA $201 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (894 reviews)
"The room smelled strongly of someone having had pets in the room."
Reviewed on Sep 26, 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
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.
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.
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 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.
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.
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 $1,008 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.
