Woodbury Vacations from ￥174,950

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Woodbury Vacation Packages

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

Hilton Orlando

4 out of 5
International Drive District
Price was ￥209,751, price is now ￥174,950 per person
￥174,950
per person
Jan 28 - Jan 30
found 6 hours ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
8.4/10 Very Good! (1,005 reviews)
Excellent location and friendly staff. Walk to convention center. Clean rooms and great amenities.

Reviewed on Nov 12, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was ￥352,689, price is now ￥229,584 per person
￥229,584
per person
Dec 25 - Jan 1
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8/10 Very Good! (1,368 reviews)
Room was immaculate

Reviewed on Nov 13, 2025

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was ￥303,874, price is now ￥226,403 per person
￥226,403
per person
Dec 25 - Jan 1
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,541 reviews)
The room selected for my family's stay was a handicap room. One of the showers continually leaked, the door to the handicap bathroom is in need of repair. All of these were reported to the staff on checkout. Other than those things the hotel is nice, clean, and quiet. I've booked here previously and would book again in the future.

Reviewed on Nov 10, 2025

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
Price was ￥277,444, price is now ￥218,422 per person
￥218,422
per person
Dec 25 - Jan 1
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (2,961 reviews)
It is safe for a single woman

Reviewed on Nov 12, 2025

Hawthorn Extended Stay by Wyndham Orlando

Hawthorn Extended Stay by Wyndham Orlando

3 out of 5
Price was ￥270,512, price is now ￥229,142 per person
￥229,142
per person
Dec 25 - Jan 1
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
7.8/10 Good! (1,003 reviews)
Staff friendly, helpful and polite. Hotel easy to find. Pool water very warm even in November. Nice pool area with plants. Free parking.

Reviewed on Nov 12, 2025

Where to stay in Woodbury

Find the best Woodbury areas and neighborhoods for the activities you enjoy most. Learn more about Woodbury
Default Image

Lake Sumter Landing

1 out of top 10 points of interest in this area
4.5/5(30 area reviews)

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 Spanish Springs Town Square.

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 ￥11,139 per night from Nov 25 to Nov 26
￥11,139
￥12,420 total
Nov 25 - Nov 26
includes taxes & fees
8.8/10 Excellent! (1,687 reviews)
Great and beautiful rooms. Definitely a pleasant place to stay short or long stay.

Reviewed on Nov 12, 2025

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,248 reviews)
Nice staff

Reviewed on Nov 10, 2025

Get rates
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
9.6/10 Exceptional! (1,041 reviews)
All great !

Reviewed on Nov 7, 2025

Get rates
Brownwood Hotel & Spa
See all 2,335 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.

Frequently asked questions

How much does a Woodbury vacation package cost?
Our Woodbury packages, which start from just ￥174,950, 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

4.5/5(174 reviews)

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

￥8,396
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.