Williamsburg Vacations from $295
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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.
Westgate Towers Resort
Save 100% on your flight
Price was $808, price is now $382 per person
$382
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
Amenity restaurants were offsite across the street in a gated Villa community. Very inconvenient
Reviewed on Jul 12, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $911, price is now $453 per person
$453
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (6,621 reviews)
Great service, very dated rooms
Reviewed on Jul 14, 2026
The Delaney Hotel
South Orange
Price was $1,236, price is now $616 per person
$616
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,129 reviews)
Everything about this hotel was immaculate from the staff to the restaurant to the location and of course the rooms and the bathroom are well kept very update to date. I ’ll give them a 10 out of 10. Definitely recommend this hotel.
Reviewed on Jul 10, 2026
Seasons Florida Resort
Save 100% on your flight
Price was $707, price is now $363 per person
$363
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (3,664 reviews)
I got there a little early and they were able to get me right into my room. The room was perfectly clean! The bed was very comfortable and the A/C was amazing (it was like 100° outside) and kept my room nice and cool. The staff was very friendly and helpful. I was 100% recommend this hotel to anyone traveling in that area
Reviewed on Jul 14, 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.
Williamsburg Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $210 total per night from Aug 3 to Aug 4
$210 total
Aug 3 - Aug 4
Total with taxes and fees
9.4/10 Exceptional! (4,342 reviews)
"I would reccomend when giving an upgrade (which is generally well received) is offering the option of telling the customer what the differences between rooms are"
Reviewed on Jul 13, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$137 nightly
The price is $154 total per night from Aug 3 to Aug 4
$154 total
Aug 3 - Aug 4
Total with taxes and fees
9.2/10 Wonderful! (6,106 reviews)
"The property was very nice and clean and convenient. I loved the spa area with the pool, steam room, and sauna."
Reviewed on Jul 13, 2026
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$223 nightly
The price is $251 total per night from Aug 12 to Aug 13
$251 total
Aug 12 - Aug 13
Total with taxes and fees
8/10 Very Good! (10,454 reviews)
"Awesome front desk staff"
Reviewed on Jul 14, 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.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$34
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
$213
per traveler
80% of travellers recommend
Explore a world of travel with Expedia
- Exotic Car Gallery
- Malibu Groves Rattlesnake Park
- Arnold Palmer's Bay Hill Golf Club
- Disney's Typhoon Lagoon Water Park
- Fun Spot America
- Disney's Osprey Ridge Golf Course
- Universal Orlando Resort
- Epcot®
- Universal Epic Universe
- Titanic the Experience
- Wonderworks
- Disney's Palm Golf Course
- Universal’s Islands of Adventure
- Magic Kingdom® Park
- Orlando International Premium Outlets
- Shingle Creek Golf Course
- Congo River Golf
- Orlando Vacations
- Florida Center Vacations
- Hollywood Drive-In Golf
- Edgewood Vacations
- Norway Pavilion
- Florida College of Integrative Medicine
- Belle Isle Vacations
- Bayhill Plaza Shopping Center
- Orlando Regional Medical Center
- Buena Ventura Lakes Vacations
- Congo River Golf - Orlando I-Drive
- Central Park Plaza Shopping Center
- Lake Buena Vista Factory Stores
- Winnie Palmer Hospital for Women and Babies
- The Ritz-Carlton Golf Club
- Sunset Lake
- Bill Frederick Park
- Celebration Vacations
- The Wizarding World of Harry PotterTM
- Ifly Orlando
- Disney's Oak Trail Golf Course
- Skate Reflections
- Aquatica
- International Drive District Vacations
- Orlando Vineland Premium Outlets
- City Arts Factory
- Legoland® Florida
- Ripley's Believe It or Not
- Oak Hill Village Shopping Center
- Lake Eola Park
- Disney's Hollywood Studios®
- House of Blues Orlando
- Orange County Convention Center
- Hawks Landing Golf Club
- Mary Queen of the Universe Shrine
- Walt Disney World® Resort
- Sea LIFE Orlando Aquarium
- Lake Conway
- La Nouba Theater
- Disney SpringsTM
- Orlando Starflyer
- Hoffner Plaza Shopping Center
- Cathedral Church of St. Luke
- Splitsville Luxury Lanes & Dinner Lounge
- Doctor Phillips Vacations
- Shingle Creek Regional Park
- Mall at Millenia
- Universal Studios Florida
- Disney's Animal Kingdom® Theme Park
- Waldorf Astoria Golf Club
- Pirate's Dinner Adventure
- Mama's Comedy Show
- Disney's Blizzard Beach Water Park
- Florida Vacations
- Oak Ridge Gun Range
- Wat Florida Dhammaram
- Coco Key Water Resort
- Orlando Kart Center
- Disney's Lake Buena Vista Golf Course
- Wizardz Magic Theater
- Universal’s Volcano Bay
- Orlando Science Center
- Faldo Golf Institute
- Millenia Vacations
- Arnold Palmer Golf Academy
- Isleworth Golf and Country Club
- Congo River Adventure Golf
- Phillips Crossing
- Airheads Indoor Trampoline Arena
- Universal CityWalk
- Church Street Station
- Windermere Vacations
- Orange Avenue
- Pirate's Cove Adventure Golf
- Shoppers World Shopping Center
- Lake Buena Vista Vacations
- Osceola County Welcome Center and History Museum
- Florida Mall
- First Baptist Orlando
- Kissimmee Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.