Williamsburg Holidays from NZ$2,945

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Top Holiday Package Deals in Williamsburg

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

Palazzo Lakeside Hotel

3 out of 5
Price was NZ$5,006, price is now NZ$2,945 per person
NZ$2,945
per person
1 May - 8 May
found 1 day ago
Return flight included
Wellington (WLG) to Orlando (MCO)
8.2/10 Very Good! (5,182 reviews)
Clean hotel, kid/ family friendly, staff 💯, different menu at breakfast each day

Reviewed on 18 Mar 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was NZ$4,971, price is now NZ$3,710 per person
NZ$3,710
per person
1 May - 8 May
found 1 day ago
Return flight included
Wellington (WLG) to Orlando (MCO)
9.6/10 Exceptional! (1,068 reviews)
Very welcoming to pets. Excellent staff. Comfortable beds and spacious room and bathroom

Reviewed on 8 Mar 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was NZ$3,879, price is now NZ$2,996 per person
NZ$2,996
per person
1 May - 8 May
found 1 day ago
Return flight included
Wellington (WLG) to Orlando (MCO)
9/10 Wonderful! (3,493 reviews)
Check in was smooth and even met the owner who was very friendly. Rooms were modern and clean. Bed was soft and comfortable. Really enjoyed my experience. I’ve ever go back to Kissimmee. I will definitely stay at this wonderful hotel. Plenty of parking and a nice little pool.

Reviewed on 19 Mar 2026

Parkway International Resort

Parkway International Resort

3 out of 5
Price was NZ$4,066, price is now NZ$3,240 per person
NZ$3,240
per person
1 May - 8 May
found 1 day ago
Return flight included
Wellington (WLG) to Orlando (MCO)
9.4/10 Exceptional! (2,256 reviews)
The staff were super friendly and helpful and our unit was large, clean, and easy to find.

Reviewed on 18 Mar 2026

Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Price was NZ$4,209, price is now NZ$3,355 per person
NZ$3,355
per person
1 May - 8 May
found 1 day ago
Return flight included
Wellington (WLG) to Orlando (MCO)
9.4/10 Exceptional! (1,013 reviews)
It was the perfect space for a family like mine. Two bedrooms and a kitchen to cook and store food in a full size fridge. It was clean. It had a washer and dryer. You can tell it is an old property so things aren’t just brand spanking new and up to par, but it was clean and quiet. Beds were comfy. We were content for the 5 days of our stay. No complaints!

Reviewed on 16 Mar 2026

Our guide on where to stay in Williamsburg

Find the best Williamsburg areas and neighborhoods for the activities you enjoy most. Learn more about Williamsburg
International Drive showing landscape views

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

Our pick of the best Williamsburg Hotel Deals

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 NZ$444 per night from 19 Apr to 20 Apr
NZ$444
per night
19 Apr - 20 Apr
8/10 Very Good! (9,202 reviews)
The place is great. The grocery store onsite has limited options. Better to get groceries from a nearby Walmart (10 mins drive) for more options. If you’re looking to get some alcoholic drinks definitely get it from a local liquor store instead of local grocery store. We were not able to explore ...

Reviewed on 18 Mar 2026

The Grove Resort & Water Park Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is NZ$405 per night from 30 Mar to 31 Mar
NZ$405
per night
30 Mar - 31 Mar
9.4/10 Exceptional! (4,049 reviews)
Very nice and so convenient to fly out the next am

Reviewed on 18 Mar 2026

Hyatt Regency Orlando International Airport
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 NZ$249 per night from 19 Apr to 20 Apr
NZ$249
per night
19 Apr - 20 Apr
9.2/10 Wonderful! (4,907 reviews)
This is our favorite place to stay when traveling with our daughters to Orlando. The 2 bedrooms, 2 bathrooms, a full kitchen and washer and dryer helped us save money by cooking our own food and washing clothes that were stained or messed up by food. The rooms are always clean and the staff is always ...

Reviewed on 18 Mar 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 52,986 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.

Frequently asked questions

How much does a Williamsburg holiday package cost?
Cross off another part of the world with our Williamsburg holiday packages, which start from only NZ$2,945. 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 holiday 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 neighbourhood.
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 holiday?
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 holiday 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 holiday is only a few clicks away.
Can I choose my airline with a Williamsburg Expedia holiday package?
With a holiday 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 holiday 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 holiday 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.

Discover the most popular places to visit in Williamsburg

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(9 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(48 reviews)

An attraction popular with visitors from around the world, where you can wander through film sets and enjoy the thrills and spills of the rides.

Universal Studios Florida
Universal Studios Florida® which includes a city, street scenes and rides

Universal Orlando Resort

4.5/5(30 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

Activities

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

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

NZ$46
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

NZ$131
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

NZ$389
per adult
92% of travellers recommend
Universal Orlando Resort Theme Park Tickets
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.