Williamsburg Vacation Packages 2026 from $308

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Your Williamsburg Vacation

Booking a Williamsburg vacation package is a wonderful way to become familiar with this unique neighborhood. From its hot spots to its little-known gems, you won't be short of new adventures. Begin your trip to Williamsburg by heading to nearby attractions such as Orange County Convention Center, Aquatica and Discovery Cove. Stop dreaming and start doing. When it's time to book your next vacation to Williamsburg, Expedia will help you get there.

The Latest Williamsburg Vacation Packages

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

Palazzo Lakeside Hotel

$308

per person

Dec 12 - Dec 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.4/10 Very Good! (5,343 reviews)

Good hotel

Reviewed on Oct 11, 2026

Westgate Blue Tree Resort in Lake Buena Vista

$727

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,000 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Save 100% on your flight

$872

per person

Dec 15 - Dec 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

9.2/10 Wonderful! (1,001 reviews)

Westgate Vacation Villas Resort

Save 100% on your flight

$457

per person

Dec 19 - Dec 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (2,082 reviews)

Good

Reviewed on Oct 12, 2026

Westgate Leisure Resort

International Drive District

Save 100% on your flight

$532

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,001 reviews)

The room was exceptionally clean and well organized, and well stocked. The only dislike was that the stove was gas. The grounds were beautiful and I love the water feature two areas of the resort.

Reviewed on Oct 12, 2026

Where to stay in Williamsburg

Find the best Williamsburg areas and neighborhoods for the activities you enjoy most. Learn more about Williamsburg

A traditional Japanese torii gate with a dragon sculpture in front, overlooking a calm lake with a distant view of a spherical building.

Bay Lake

4 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.

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.

A city skyline with modern buildings, a lake with swans, and a fountain.

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.

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

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.

A golf course with sand bunkers, a water hazard, and a clubhouse in the background.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Williamsburg Hotel Deals

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL

Fully refundableReserve now, pay when you stay

$219 nightly

$246 total

Nov 2 - Nov 3

Total with taxes and fees

9.4/10 Exceptional! (4,543 reviews)

"This was the last property we stayed at on our way home from a 2-week trip. This hotel had fun views of planes taking off and landing at night, a great bar that was open late, and very comfortable and clean beds. It felt good to be almost home."

Reviewed on Oct 11, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

Fully refundableReserve now, pay when you stay

$137 nightly

$154 total

Nov 2 - Nov 3

Total with taxes and fees

9.2/10 Wonderful! (7,042 reviews)

"Good place to stay with a larger family. I was disappointed that we didn’t get into our room until 5:20 PM. After a day of travel we were more than ready to unpack and relax. Check-in begins at 4:00. We Got there at 3:15 and room wasn’t ready which is fine. But not having a room until 5:20 was too ..."

Reviewed on Oct 12, 2026

Marriott's Grande Vista

5925 Avenida Vista Orlando FL

Fully refundableReserve now, pay when you stay

$96 nightly

$108 total

Nov 2 - Nov 3

Total with taxes and fees

9/10 Wonderful! (5,165 reviews)

"Excelente servicio"

Reviewed on Oct 12, 2026

See all 53,891 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.