Williamsburg Vacation Packages

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Top Williamsburg Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Apr. 28 - May 1
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (2,520 reviews)
Good place to escape from life.

Reviewed on Feb. 26, 2025

Ready to book your vacation to Williamsburg?

 

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Williamsburg Hotel Deals

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 CA $288 per night from Mar. 3 to Mar. 4
CA $288
CA $396 total
includes taxes & fees
Mar 3 - Mar 4
8.6/10 Excellent! (1,001 reviews)
Romantic get away
"Love staying here. The hot tub is great, love the common areas."

Reviewed on Feb. 17, 2025

Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge
Days Inn & Suites by Wyndham Cambridge
2.5 out of 5
2917 Ocean Gateway, Rt.50 East, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Mar. 16 to Mar. 17
CA $97
CA $108 total
includes taxes & fees
Mar 16 - Mar 17
6.6/10 (999 reviews)
"The staff was kind and helpful."

Reviewed on Feb. 15, 2025

Days Inn & Suites by Wyndham Cambridge
The Tidewater Inn
The Tidewater Inn
3 out of 5
101 E Dover St, Easton, MD
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Apr. 1 to Apr. 2
CA $257
CA $283 total
includes taxes & fees
Apr 1 - Apr 2
8.6/10 Excellent! (775 reviews)
"Great. Experience"

Reviewed on Feb. 17, 2025

The Tidewater Inn
See all 146 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

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Frequently asked questions

How much does a Williamsburg vacation package cost?
Offering excellent value package deals from CA $543 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, February and November are great times to search for cheap Williamsburg vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Williamsburg?
The ideal duration for your Williamsburg vacation 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 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.
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 vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.