Williamsburg Vacation Packages
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Top Holiday Package Deals in Williamsburg
Price found within the past 48 hours. Click for updated prices.
Westgate Cocoa Beach Resort
CA $1,455
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (562 reviews)
This location was so much fun. We loved the lazy river and the staff were wonderful. I do wish they had a way to air up your own flotation devices. I needed to get one the would accommodate my size and Michael thank you for allowing it. We will be back.
Reviewed on Sep 20, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,679
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on Sep 25, 2026
Westgate Vacation Villas Resort
CA $930
per person
Nov 7 - Nov 14
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.2/10 Very good! (2,045 reviews)
Literally one of the best places I’ve ever stayed. Restaurants were great, property was great, staff were great. I would absolutely stay here again and I will look for their property at other locations as well!
Reviewed on Sep 27, 2026
Where to stay in Williamsburg
Find the best Williamsburg areas and neighborhoods for the activities you enjoy most. Learn more about Williamsburg
Bay Lake
3 out of top 10 points of interest in this area
Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.
International Drive District
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Florida Center
2 out of top 10 points of interest in this area
While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.
Champions Gate
Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.
Downtown Orlando
Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.
Williamsburg Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
CA $310
CA $348 total
Oct 12 - Oct 13
includes taxes & fees
9.4/10 Exceptional! (4,482 reviews)
"Great pre-cruise hotel ….too easy"
Reviewed on Sep 27, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
CA $193
CA $218 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (6,871 reviews)
"Check in process was a mess. Hotel room was clean and neat."
Reviewed on Sep 27, 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
CA $136
CA $153 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (5,049 reviews)
"Todo fue excelente"
Reviewed on Sep 27, 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?
Cross off another part of the world with our Williamsburg vacation packages, which start from only CA $828. Handpick the hotels and flights that suit your plans. Then, add on a few activities or tours for a memorable escape.
How do I get a cheap travel package to Williamsburg?
Browse and book everything in one place with our Williamsburg vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your hip pocket happy and your sense of adventure alive. And, with more than 550 airlines and 1,000,000 hotel options worldwide to choose from, you'll have the flexibility to mix and match however you please.
Where should I stay in Williamsburg?
Take the hassle out of sightseeing by staying within walking distance of Williamsburg's big attractions. Universal Studios Florida and Magic Kingdom® Park are two of the best in this neighborhood.
What are the top hotels in Williamsburg?
D Lake House With Private Pool. Clean And Sanitized and Dorrington · Lake Home With Swimming Pool. Super Clean are two of the most sought-after hotels in Williamsburg. Why not take a look at the rates and facilities at each and then make a decision?
How far in advance should I book my Williamsburg vacation?
Your safest bet is to book early. Air carriers typically advertise flight tickets nearly 12 months in advance, and this is your chance to score some of the lowest prices. Just been told you should take all your vacation days next week? No sweat. Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Williamsburg travel package include?
With Expedia, you can select any combination of car rentals, flights and hotels to create your perfect Williamsburg package. Once you've made your booking, you can add on fun stuff like day tours and activities. Remember, the more you bundle, the more you'll save!
What should I know before booking a Williamsburg travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've made your booking, you can add on sightseeing tours or experiences. Your next awesome vacation is only a few clicks away.
Can I choose my airline with a Williamsburg Expedia vacation package?
With a vacation package, you're the one in charge. Whether you'd prefer to fly to Williamsburg in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners globally.
If I'm not able to travel, can I cancel my Williamsburg vacation package?
Yes, you can. We totally understand that life happens, so we're here to help if you have to make changes to your Williamsburg vacation package. You may be able to change or cancel your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
Things to do
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $196
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $43
per adult
92% of travellers recommend
WonderWorks All Access After Dark
CA $39
per traveller
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.