Woodbury Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • 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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Top Holiday Package Deals in Woodbury

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

Westgate Towers Resort

3.5 out of 5
Price was CA $1,106, price is now CA $575 per person
CA $575
per person
Oct 13 - Oct 19
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,473, price is now CA $769 per person
CA $769
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (1,299 reviews)
Very nice hotel and location was great. The staff was very helpful.

Reviewed on Aug 4, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $2,043, price is now CA $1,141 per person
CA $1,141
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (555 reviews)
It is a time share property not a resort. It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details. The place is old and tired, it needs a fresh coat of everything. Kids are un supervised in the pool area and you cannot relax. If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is very hard to find. The map they offer does not depict the most accurate information. There is no room service and the “restaurant” on property is very limited Not worth the money at all

Reviewed on Jul 31, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,141, price is now CA $641 per person
CA $641
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very good! (2,032 reviews)
No cleaning service for a 6 day stay.

Reviewed on Aug 4, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,282, price is now CA $721 per person
CA $721
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very good! (6,779 reviews)
I really enjoyed it

Reviewed on Aug 5, 2026

Where to stay in Woodbury

Find the best Woodbury areas and neighborhoods for the activities you enjoy most. Learn more about Woodbury
A yellow golf cart on a paved road with palm trees and a body of water in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

While visiting Lake Sumter Landing, you might make a stop by sights like The Villages Market Square and Lake Sumter.

Find hotels in Lake Sumter Landing
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Woodbury vacation package cost?
Our Woodbury packages, which start from just CA $575, are an awesome way to save loads of cash. All you have to do is choose your favorite flights, hotels and rental cars to create your perfect escape.
How do I get a cheap travel package to Woodbury?
Bundle your flights and hotels with Expedia to save big on your next adventure. With over 550 air carriers and 1,000,000 hotel options across the world, your Woodbury vacation package can be customized exactly to suit your travel style. With all that extra money, why not add a few interesting activities and tours? It's an easy way to unlock even more savings. That dream vacation to Woodbury is closer than you thought!
Where should I stay in Woodbury?
Urban explorers come from all corners of the globe to see Appleton Museum of Art and Ocala National Forest in Woodbury. Book a hotel within walking distance of these wonderful attractions to make sightseeing a breeze.
What are the top hotels in Woodbury?
New Avail Now Thru January 30, 2022 Great Cul De Sac Home Close To V. A and Beautiful 3/2 Designer Home, Pet Friendly are among the most well-known properties in Woodbury. Why not take a look at the facilities and rates at each and then make a decision?
How far in advance should I book my Woodbury vacation?
While prices fluctuate, we generally recommend booking your vacation as early as possible. Most international fares become available on Expedia up to a year in advance. If you're booking last minute, you might still get lucky. Discount prices to Woodbury sometimes occur just weeks before departure.
What does an Expedia Woodbury travel package include?
Hotels, flights and car rentals — we bring you the best deals. All you have to do is figure out your favorite combination. Once you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it simple to craft an unforgettable Woodbury vacation.
What should I know before booking a Woodbury travel package?
You'll pick up impressive savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place makes trip planning easier. So why waste time or money? Whether you're organizing a luxury romantic escape or a low-cost family road trip, browse our package deals today.
Can I choose my airline with a Woodbury Expedia vacation package?
You can, and with over 550 airlines to pick from worldwide, you have plenty of choice. Browse the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Woodbury vacation package?
If your travel plans in Woodbury have been upended, it's comforting to know that it is possible to cancel or amend your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may impose a fee. For more details, visit our Customer Service Portal.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

CA $77
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.