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.
Candlewood Suites Lexington Medical District by IHG

Candlewood Suites Lexington Medical District by IHG

2.5 out of 5
South Broadway Park
per person
Sep 10 - Sep 15
found 13 hours ago
Roundtrip non-stop flight included
Charleston (CRW) to Lexington (LEX)
9.2/10 Wonderful! (665 reviews)
Rooms are very nice, staff is friendly, and lots of parking!

Reviewed on Jul. 15, 2025

21c Museum Hotel Lexington

21c Museum Hotel Lexington

4 out of 5
Downtown Lexington
per person
Sep 10 - Sep 15
found 13 hours ago
Roundtrip non-stop flight included
Charleston (CRW) to Lexington (LEX)
8.8/10 Excellent! (1,003 reviews)
Wonderful hotel that used to be an old bank. Amazing room and amenities. Would definitely stay again.

Reviewed on Jul. 13, 2025

The Manchester

The Manchester

4 out of 5
Distillery District
per person
Sep 10 - Sep 15
found 13 hours ago
Roundtrip non-stop flight included
Charleston (CRW) to Lexington (LEX)
9.6/10 Exceptional! (906 reviews)
Everything was absolutely incredible. The staff was amazing, the hotel is incredible, the room was extremely clean, well taken care of. It’s nice to travel somewhere, pay a little extra and have my high expectations met. And the SMELL! Whatever the fragrance is that they have pumping through the hotel is wonderful. The in-room bar items are reasonable prices, the CANNED WATER was a 10/10, we loved this place, we will absolutely be staying here from now on when we visit Lexington.

Reviewed on Jul. 20, 2025

Hyatt Regency Lexington

Hyatt Regency Lexington

3.5 out of 5
Downtown Lexington
per person
Sep 10 - Sep 15
found 13 hours ago
Roundtrip non-stop flight included
Charleston (CRW) to Lexington (LEX)
8.6/10 Excellent! (1,008 reviews)
Love how the hotel is attatched to rupp arena. It made

Reviewed on Jul. 20, 2025

Tru by Hilton University Medical Center

Tru by Hilton University Medical Center

2.5 out of 5
South Broadway Park
per person
Sep 10 - Sep 15
found 13 hours ago
Roundtrip non-stop flight included
Charleston (CRW) to Lexington (LEX)
9.2/10 Wonderful! (369 reviews)
The room was clean and comfortable. The staff was very friendly and informative. Loved the stay!

Reviewed on Jul. 20, 2025

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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 $167 per night from Aug 3 to Aug 4
CA $167
CA $184 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
"The park is wonderful. and around the resort is clean and nice . We love the pool, the hiking, the nature.. The place is old but clean and we were surprise that the room did not have the old smell. Our problem was the food, terrible. The resort food is not good and to find some place to eat you have ..."

Reviewed on Jul. 18, 2025

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 $158 per night from Aug 3 to Aug 4
CA $158
CA $179 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (988 reviews)
"Great stay breakfast was delicious perfect halfway stop to our destination"

Reviewed on Jul. 14, 2025

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 $167 per night from Aug 10 to Aug 11
CA $167
CA $186 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (704 reviews)
"Great overall. High pressure water even if we were on 3rd floor. Everything is nice and clean. The only small complain (which didn't affect us much) is complexity to join the wifi, you need to click multiple buttons and input some of your information to join the free hotel wifi."

Reviewed on Jul. 11, 2025

Hampton Inn Williamsburg
See all 659 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

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Frequently asked questions

How much does a Williamsburg vacation package cost?
You'll find cheap prices from CA $1,090 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.