Williamsburg Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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

Top Holiday Package Deals in Williamsburg

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,146, price is now CA $722 per person
CA $722
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,656 reviews)
Very clean all the rooms, the pool looks good and is a great neighborhood. The personal is fabulous

Reviewed on Jun 26, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,458, price is now CA $1,527 per person
CA $1,527
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Es excelente este hotel, me encantó su limpieza,atención y muy buena ubicación lo volvería a repetir

Reviewed on Jun 23, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $1,551, price is now CA $1,014 per person
CA $1,014
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.6/10 Exceptional! (1,125 reviews)
Great environment and very friendly staff will be booking again

Reviewed on Jun 26, 2026

WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Price was CA $1,621, price is now CA $1,083 per person
CA $1,083
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (4,075 reviews)
We stayed at this resort two weekends in the last 8 weeks. The first time our 3 bedroom was outdated and dryer did not work. This last time great remodeled Disney decor beautiful and well equipped.

Reviewed on May 11, 2026

Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Price was CA $1,140, price is now CA $768 per person
CA $768
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
8.4/10 Very good! (1,892 reviews)
The location and beach views and access are perfect.

Reviewed on Jun 25, 2026

Where to stay in Williamsburg

Find the best Williamsburg areas and neighborhoods for the activities you enjoy most. Learn more about Williamsburg
A theme park with a large rock formation, Old-Town sign, and various food and restaurant signs.

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.

Find hotels in International Drive District

Williamsburg Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Jul 27 to Jul 28
CA $209
CA $235 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (5,911 reviews)
"The room was great and super comfortable. What really stood out was the location — everything is literally just 10 minutes away. It honestly felt like I was living in my own home during the stay. My only issue was parking. They charge $30 a day which felt too expensive. Aside from that, it was an ..."

Reviewed on Jun 27, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jul 12 to Jul 13
CA $139
CA $157 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (6,930 reviews)
"Perfect location!"

Reviewed on Jun 26, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $297 per night from Jun 30 to Jul 1
CA $297
CA $412 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very good! (10,248 reviews)
"Room sizes are amazing! Great amenities. Bathrooms could be a little updated."

Reviewed on Jun 26, 2026

The Grove Resort & Water Park Orlando
See all 52,059 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.
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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 $722. 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

Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $239
per adult
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets (US & Canada)
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

CA $43
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Aquatica Orlando

Aquatica Orlando

CA $73
per traveller
86% of travellers recommend
Aquatica Orlando
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.