Woodbury Vacation Packages

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Top Holiday Package Deals in Woodbury

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

Seasons Florida Resort

2 out of 5
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (2,970 reviews)
Staff was very friendly, joyous as well as helpful and room was clean, neat, well kept.

Reviewed on Jul. 28, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Awesome stay! Pool is amazing and staff is friendly!

Reviewed on Jul. 27, 2025

ette hotel

ette hotel

5 out of 5
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Fantastic hotel. Beautiful room, great food, exceptional staff and the smell was phenomenal

Reviewed on Jul. 27, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,277 reviews)
The only thing that was a problem was the fact that I wasn't told that I couldn't use the water park unless I was a owner, other than that I love The place

Reviewed on Jul. 27, 2025

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7/10 Good! (1,959 reviews)
The staff were friendly. Thanks! The elevator was very old. And we had to scan the room card every single time to take the elevator, and I had problems with my card many times with the elevator. My entry light turned on by itself in my room few times for two nights. Also the AC was very loud. :(

Reviewed on Jul. 25, 2025

Where to stay in Woodbury

Find the best Woodbury areas and neighborhoods for the activities you enjoy most. Learn more about Woodbury
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Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing might not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Woodbury Hotel Deals

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd, Ocala, FL
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Aug 11 to Aug 12
CA $106
CA $118 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,545 reviews)
"Very nice place, I'm sure it won't be the last time."

Reviewed on Jul. 27, 2025

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
The price is CA $171 per night from Aug 3 to Aug 4
CA $171
CA $183 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,193 reviews)
"Very accommodating staff. Great location. Slept very well."

Reviewed on Jul. 27, 2025

The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Aug 17 to Aug 18
CA $178
CA $190 total
Aug 17 - Aug 18
includes taxes & fees
9.6/10 Exceptional! (1,021 reviews)
Great Staycation
"Great place! Clean and spacious."

Reviewed on Jul. 26, 2025

Brownwood Hotel & Spa
See all 2,172 properties in Woodbury
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.
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 $585, 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.

Discover the most popular places to visit in Woodbury

The Villages Market Square

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

CA $75
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.