Williamsburg Vacations from ￥357,116

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

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

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The Latest Williamsburg Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bluegrass Extended Stay Hotel

Bluegrass Extended Stay Hotel

2 out of 5
Price was ￥391,982, price is now ￥357,116 per person
￥357,116
per person
Oct 29 - Nov 2
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Lexington (LEX)
7.6/10 Good! (1,001 reviews)

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

3.5 out of 5
Price was ￥672,440, price is now ￥595,566 per person
￥595,566
per person
Oct 29 - Nov 2
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Lexington (LEX)
9.4/10 Exceptional! (1,024 reviews)
I loved the service, people, room was nice and clean and especially when you travel with a dog it’s very nice and convenient

Reviewed on Aug 5, 2026

DoubleTree Suites by Hilton Hotel Lexington

DoubleTree Suites by Hilton Hotel Lexington

4 out of 5
Price was ￥564,690, price is now ￥508,299 per person
￥508,299
per person
Oct 29 - Nov 2
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Lexington (LEX)
8.8/10 Excellent! (1,012 reviews)

Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
Price was ￥448,796, price is now ￥404,487 per person
￥404,487
per person
Oct 29 - Nov 2
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Lexington (LEX)
8.8/10 Excellent! (1,005 reviews)
We had a wonderful stay at the Hyatt. Shout out especially to Peter at the Registration desk who was so personable and helpful. Even though Barry Manilow had to cancel his concert, Peter sang Copacabana for us! All of the staff and accommodations were amazing! I can very highly recommend Hyatt Regency Lexington.

Reviewed on Aug 5, 2026

Elwood Hotel & Suites

Elwood Hotel & Suites

4 out of 5
Price was ￥482,942, price is now ￥440,518 per person
￥440,518
per person
Oct 29 - Nov 2
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to Lexington (LEX)
9.4/10 Exceptional! (1,129 reviews)
.

Reviewed on Aug 4, 2026

Find the Best Williamsburg Vacation Packages

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 ￥18,448 per night from Aug 16 to Aug 17
￥18,448
￥20,338 total
Aug 16 - Aug 17
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 ￥17,344 per night from Aug 31 to Sep 1
￥17,344
￥19,304 total
Aug 31 - Sep 1
includes taxes & fees
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 ￥18,657 per night from Sep 6 to Sep 7
￥18,657
￥20,766 total
Sep 6 - Sep 7
includes taxes & fees
Hampton Inn Williamsburg
See all 739 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.

Stay near popular Williamsburg attractions

Kentucky Splash Water Park

7.6/10 (59 reviews)
This family-friendly water park features an 18,000-square-foot wave pool, lazy river, and multiple thrilling slides. Enjoy the arcade and mini-golf between water attractions for a complete day of summer fun.
See properties

Frequently asked questions

How much does a Williamsburg vacation package cost?
Offering great value package deals from ￥357,116 on Expedia, you'll be surprised at how little a vacation to Williamsburg costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Williamsburg?
You can generally find lower prices and better availability in December, January and February. Check out our cheap Williamsburg vacation packages and you could score some excellent off-season deals.
How many days is enough for Williamsburg?
The ideal duration for your Williamsburg vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden gems along the way.
How to find the best Williamsburg package deals?
Begin your search for a Williamsburg package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Williamsburg package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Williamsburg escape off to a flying start.
Is it cheaper to book a Williamsburg vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Williamsburg vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Williamsburg?
If you're considering a spur-of-the-moment Williamsburg adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Williamsburg?

  1. Choose when to travel: Check your calendar and get packing. Your favorite time of year and the activities available will also help you decide when to visit Williamsburg.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Williamsburg.
  3. Decide how long to go away for: Now that you know more about Williamsburg, you can figure out the ideal length of your break. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find 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.