Williamsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • 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.
Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was CA $947, price is now CA $907 per person
CA $907
per person
Jan 12 - Jan 14
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Lexington (LEX)
9.6/10 Exceptional! (1,177 reviews)
Staff uniformly friendly, helpful and made a difference in impressions of place. It is a very average facility and appreciated attempt to not make it a "cookie cutter" sterile feeling place. Bed was comfortable. Good to get to different tourist sites in area though in a neighborhood dominated by hospitals. Negatives 1) rock hard pillows though staff managed to find 2 soft pillows after two attempts. 2) Smallest bathroom I have ever been in my life or any hotel - bathtub sized for a 10 yr old and if you have any trouble getting into a high tub this is not for you as tub was on higher side and attachment for glass doors was on top of this. 3) Food was absolutely dreadful. My companion said she had a great breakfast day she arrived but afterward it was only passable. Dinner was horrible. Stir fry tasted like it came out of a can and then microwaved. We were starved after a long day traveling and ate it and never ate there again. Companion said it was one step above Motel 6. Not what we anticipated.

Reviewed on Nov 11, 2026

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
Price was CA $1,028, price is now CA $964 per person
CA $964
per person
Dec 11 - Dec 13
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lexington (LEX)
8.8/10 Excellent! (1,005 reviews)
Very clean and great staff

Reviewed on Nov 10, 2026

Montgomery Inn BnB

Montgomery Inn BnB

4 out of 5
Price was CA $1,052, price is now CA $1,005 per person
CA $1,005
per person
Jan 12 - Jan 14
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Lexington (LEX)
9.4/10 Exceptional! (124 reviews)

The Manchester

The Manchester

4 out of 5
Distillery District
Price was CA $1,104, price is now CA $1,066 per person
CA $1,066
per person
Jan 12 - Jan 14
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Lexington (LEX)
9.6/10 Exceptional! (1,419 reviews)
Very nice hotel tgat has the added bonus of great food options inside. The only thing I would add is that many of the hotel amenities were not told to us at check in. This is a great opportunity to sell everything the hotel has to offer

Reviewed on Nov 9, 2026

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was CA $1,053, price is now CA $1,019 per person
CA $1,019
per person
Dec 11 - Dec 13
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lexington (LEX)
9.4/10 Exceptional! (1,004 reviews)
Great location ! Always very friendly clean well maintained!

Reviewed on Nov 9, 2026

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 $114 per night from Dec 1 to Dec 2
CA $114
CA $126 total
Dec 1 - Dec 2
includes taxes & fees
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 $165 per night from Dec 9 to Dec 10
CA $165
CA $184 total
Dec 9 - Dec 10
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"The location of this property is very good and easy to access. Room was spacious and well-equipped except for a coffee maker. Our room happened to be just above the roof top for the front entrance leaving an unattractive view. Also, the darker shade on the window would not close leaving the room ..."

Reviewed on Oct 27, 2026

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 $168 per night from Dec 6 to Dec 7
CA $168
CA $187 total
Dec 6 - Dec 7
includes taxes & fees
Hampton Inn Williamsburg
See all 724 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.
See properties

Frequently asked questions

How much does a Williamsburg vacation package cost?
You'll find cheap prices from CA $907 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.