Williamsburg Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

    Plan, book, and manage your trip all in one place

Top hotels in Williamsburg

Days Inn & Suites by Wyndham Seaford
Days Inn & Suites by Wyndham Seaford
2 out of 5
23450 Sussex Highway, Seaford, DE
Fully refundableReserve now, pay when you stay
The price is S$115 per night from 3 Aug to 4 Aug
S$115
3 Aug - 4 Aug
includes taxes & fees
6.6/10 (764 reviews)
Very impressed for the price!!!
"Not a bad stay. I was impressed. Took the wife down to Rehoboth and Dewey beaches for July 4 th weekend. The prices around were ridiculous. The price was only a quarter of their prices! Yeah it was a 45 minute drive to the beach but it was a peaceful and scenic drive. Traffic was at a minimum. Unfortunately ..."

Reviewed on 9 Jul, 2025

Days Inn & Suites by Wyndham Seaford
Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is S$393 per night from 22 Jul to 23 Jul
S$393
22 Jul - 23 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."

Reviewed on 22 Jun, 2025

Hyatt Regency Chesapeake Bay
Motel 6 Seaford, DE
Motel 6 Seaford, DE
2 out of 5
24057 Sussex Highway, Seaford, DE
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 14 Jul to 15 Jul
S$128
14 Jul - 15 Jul
includes taxes & fees
5.8/10 (561 reviews)
"Everything"

Reviewed on 9 Jul, 2025

Motel 6 Seaford, DE
See all 145 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.

Frequently asked questions

How much does a Williamsburg holiday package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Williamsburg costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Williamsburg?
January, February and November are great times to search for cheap Williamsburg holiday packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and accommodation.
How many days is enough for Williamsburg?
The ideal duration for your Williamsburg holiday depends on what you'd like to see. Typically, a few days to a week will give you time to hit all the leading sights and discover some hidden gems along the way.
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 holiday as a package?
You can enjoy significant savings on your next Williamsburg break by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Williamsburg?
If you have your Williamsburg holiday 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.
How to plan a trip to Williamsburg?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Williamsburg.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Williamsburg.
  3. Decide how long to go away for: Now that you know more about Williamsburg, you can work out the ideal length of your break. Put together a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Williamsburg holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.