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.
Elwood Hotel & Suites
Price was CA $959, price is now CA $932 per person
CA $932
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.4/10 Exceptional! (1,046 reviews)
Everything at the hotel was excellent. Room, staff, restaurant, and bar. Plenty of restaurants and things to do. It was just a couple blocks from University of Kentucky campus.
Reviewed on Mar 24, 2026
The Kentucky Castle
Price was CA $3,370, price is now CA $3,141 per person
CA $3,141
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
7.8/10 Good! (17 reviews)
Angie at the front desk and Jacob went above and beyond for us and was one of the most amazing staff members we’ve ever encountered.
Reviewed on Mar 20, 2026
DoubleTree Suites by Hilton Hotel Lexington
Price was CA $1,062, price is now CA $1,006 per person
CA $1,006
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
8.8/10 Excellent! (1,007 reviews)
The stay was enjoyable, the staff was very friendly and accomodating, the room could have been cleaner, there were stains and peeling paint on the ceiling in the bathroom, there was something that had run out of a vent on the bathroom wall leaving a white stain on the wall, the air conditioner unit was extremely loud when operating. Given the cost of the stay, I would expect these minor things to have been corrected prior the guest arrival.
Reviewed on Mar 16, 2026
The Aldenberg Hotel
Price was CA $1,258, price is now CA $1,225 per person
CA $1,225
per person
May 12 - May 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lexington (LEX)
9.8/10 Exceptional! (6 reviews)
Room was clean. Staff was friendly and professional. Good location, walkable to restaurants and shops.
Reviewed on Feb 16, 2026
Williamsburg Hotel Deals
Cumberland Falls State Resort Park
7351 Hwy. 90 Williamsburg KY
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,000 reviews)
It was beautiful, I stayed in the Woodland it was really nice
Reviewed on Mar 22, 2026
Super 8 by Wyndham Williamsburg
30 W Highway 92 Williamsburg KY
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from Mar 30 to Mar 31
CA $93
CA $104 total
Mar 30 - Mar 31
includes taxes & fees
5.6/10 (807 reviews)
Parking was, great nobody would go there
Reviewed on Mar 21, 2026
Hampton Inn Williamsburg
530 Highway 92 W Williamsburg KY
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Apr 5 to Apr 6
CA $158
CA $176 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (799 reviews)
Staff nice and attentive.
Reviewed on Mar 18, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
