Williamsburg Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Williamsburg Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Monte Carlo Ocean City
Downtown Ocean City
CA $1,563
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.8/10 Good! (1,013 reviews)
Hot tub jets didn't all operate, extremely long waiting for the elevator and the pools were small and shallow NOT MADE FOR ADULTS.
Our room was near the ice machine so I couldn't rest because of the noise of the machine.
Definitely not returning to Monte Carlo
Reviewed on Aug 11, 2026
Princess Royale Oceanfront Resort
North Ocean City
CA $1,640
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.8/10 Excellent! (2,570 reviews)
Overall, we had a good time. Unfortunately, the jellyfish were at an all time high which isn't there fault but caused people to go to the pool and I think the pool could be updated a bit. Not enough chairs, and we never saw staff at the bar right by the pool until late at night. Our air conditioning was really loud but did work well. Room was clean but never enough towels for the five of us. Always had to request more especially with all the sand you bring in.
Reviewed on Aug 12, 2026
Ready to book your vacation to Williamsburg?
Williamsburg Hotel Deals
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
CA $315
CA $424 total
Aug 27 - Aug 28
includes taxes & fees
Days Inn & Suites by Wyndham Seaford
23450 Sussex Highway Seaford DE
Fully refundableReserve now, pay when you stay
CA $108
CA $120 total
Aug 23 - Aug 24
includes taxes & fees
Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
CA $112
CA $125 total
Aug 16 - Aug 17
includes taxes & fees
6.6/10 (1,014 reviews)
"No pool but was told pool was open I guess just to get my reservation. Dirty lobby and room was to be smoke free smelled like weed and cigarettes. People next to us was very upset about their room didn't even bring my luggage in yet .So looked and smelled and reminded me of Motel 6 but its Wyndham ..."
Reviewed on Aug 11, 2026
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 vacation package cost?
Offering excellent value package deals from CA $662 on Expedia, you'll be pleasantly surprised at how much a vacation to Williamsburg costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Williamsburg?
January, February and November are great times to look for cheap Williamsburg vacation packages. Travelling in quieter periods means you can typically find lower prices on accommodations and flights.
How many days is enough for Williamsburg?
Usually, a handful of days is enough to tick off the major sights during your Williamsburg vacation. However, if you prefer to have some time to chill out or take day trips, think about extending your trip.
How to find the best Williamsburg package deals?
Use Expedia's filters to help you find some tempting Williamsburg package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Williamsburg package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Williamsburg vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your Williamsburg trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Williamsburg?
Score incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Williamsburg adventure.
How to plan a trip to Williamsburg?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Williamsburg.
- Figure out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodations will probably be the largest expense during your trip to Williamsburg.
- Work out your trip length: Think about how much time you want to spend discovering Williamsburg. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights 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.
