Woodbury Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

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

Though Lake Sumter Landing may 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

Top hotels in Woodbury

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 S$105 per night from 5 Jul to 6 Jul
S$105
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (2,243 reviews)
"Very Clean Rooms, nice staff, and close to everything!!"

Reviewed on 2 Jul, 2026

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is S$139 per night from 8 Jul to 9 Jul
S$139
8 Jul - 9 Jul
includes taxes & fees
9.2/10 Wonderful! (1,431 reviews)
"Staff was very helpful and friendly hotel was clean and well maintained"

Reviewed on 2 Jul, 2026

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 S$147 per night from 8 Jul to 9 Jul
S$147
8 Jul - 9 Jul
includes taxes & fees
9.8/10 Exceptional! (1,239 reviews)
"This is our “go to” hotel when we visit the Villages or this area."

Reviewed on 2 Jul, 2026

Brownwood Hotel & Spa
See all 2,430 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 holiday package cost?
Our Woodbury packages, which start from just , are an awesome way to save loads of cash. All you have to do is choose your favourite 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 holiday 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 holiday 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 holiday?
While prices fluctuate, we generally recommend booking your holiday 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 favourite 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 holiday.
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 organising 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 holiday 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 holiday 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

S$71
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.