Williamsburg Vacations from $1,239
Book a Hotel + Flight or Car together to unlock savings
The Latest Williamsburg vacation packages
Price found within the past 48 hours. Click for updated prices.
Fenwick Shores, Tapestry Collection by Hilton
$1,239
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Salisbury (SBY)
9.4/10 Exceptional! (826 reviews)
Great location, nice room and comfortable beds. Overall clean and staff was nice. On site parking. Only surprise was charged parking fee I was not aware of
Reviewed on Sep 4, 2026
Beach Walk
Downtown Ocean City
$1,622
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.8/10 Good! (114 reviews)
Room wasn’t very clean when I arrived, I found dead beetles and toilet paper pieces on the floor. The bedding was stained.
Reviewed on Sep 2, 2026
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Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$273 nightly
$310 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Na"
Reviewed on Sep 4, 2026
The Tidewater Inn
101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
$184 nightly
$202 total
Oct 5 - Oct 6
Total with taxes and fees
Days Inn & Suites by Wyndham Seaford
23450 Sussex Highway Seaford DE
Fully refundableReserve now, pay when you stay
$70 nightly
$77 total
Sep 21 - Sep 22
Total with taxes and fees
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.
Find the Best Williamsburg Vacation Packages
Williamsburg Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Salisbury - Ocean City Wicomico Regional Airport (SBY) |
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Frequently asked questions
How much does a Williamsburg vacation package cost?
Offering excellent value package deals from $1,239 on Expedia, you'll be pleasantly surprised at how much a vacation to Williamsburg costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Williamsburg?
January, October and December are great times to search for cheap Williamsburg vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Williamsburg?
Typically, a handful of days is enough to go to the major sights during your Williamsburg vacation. However, if you want to have more time to kick back or go on day tours, consider extending your trip.
How to find the best Williamsburg package deals?
Start your search for a Williamsburg package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Williamsburg package deal straight away, simply switch up your dates and search again. Keep 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?
You can enjoy significant savings on your next Williamsburg break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travelers 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 have your Williamsburg vacation dates confirmed, book early to grab some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Williamsburg vacation packages?
Jet off on your perfect trip to Williamsburg with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.