Woodbury Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $750 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

Top Holiday Package Deals in Woodbury

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

Westgate Town Center Resort

4 out of 5
Price was CA $1,338, price is now CA $701 per person
CA $701
per person
Jun 6 - Jun 13
just found
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (1,633 reviews)
Plenty of activities Walking, biking, swimming, etc..

Reviewed on Apr 26, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,634, price is now CA $758 per person
CA $758
per person
Jun 6 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,243 reviews)
Stay was great, it was smaller than what was pictured but still enough for the three of us. We were looking forward to the free transportation to Universal however it only runs a few hours in am and pm(odd times) and had to reserve 24hours in advance, which didn’t not work for us. So we had to pay for parking at the parks which house hours would’ve been mentioned beforehand.

Reviewed on Apr 22, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was CA $1,459, price is now CA $782 per person
CA $782
per person
Jun 6 - Jun 13
just found
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
This was our first stay here and it was wonderful. We had a ground level 1 bedroom next to one of the 4 pools. Our room came with a pull out couch, queen or king bed, washer + dryer and kitchen and patio. Everything we could ever need. Lots of towels which we washed when needed. We used the heated pools most. The hotel is close to alot of stores ect. We would deff stay again it was very clean, updated and lots of pools for the kids.

Reviewed on Apr 24, 2026

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
Price was CA $1,790, price is now CA $1,007 per person
CA $1,007
per person
Jul 2 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (457 reviews)
Clean, nice staff, breakfast was ok.

Reviewed on Apr 21, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,905, price is now CA $1,085 per person
CA $1,085
per person
Jul 7 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.4/10 Very Good! (6,254 reviews)
Yes, both were great

Reviewed on Apr 26, 2026

Where to stay in Woodbury

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

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 $105 per night from Apr 27 to Apr 28
CA $105
CA $117 total
Apr 27 - Apr 28
includes taxes & fees
9/10 Wonderful! (2,068 reviews)
Pleasantly surprised. The rooms were very comfortable and clean. Staff was kind. Was perfect for a quick one night stay.

Reviewed on Apr 26, 2026

Equus Inn Ocala
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 $165 per night from May 17 to May 18
CA $165
CA $177 total
May 17 - May 18
includes taxes & fees
9.8/10 Exceptional! (1,165 reviews)
Always a great stay.

Reviewed on Apr 24, 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is CA $159 per night from May 3 to May 4
CA $159
CA $170 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,385 reviews)
Clean room Updated would be better

Reviewed on Apr 24, 2026

The Waterfront Inn
See all 2,454 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 $701, 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(2 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

Gypsy Gold Horse Farm Walking Tour

Gypsy Gold Horse Farm Walking Tour

CA $41
per adult
Gypsy Gold Horse Farm Walking Tour
Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

CA $76
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.