Tall Trees Vacation Packages

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  • Better together

    Save up to CA $1,096 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 Tall Trees

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,171, price is now CA $602 per person
CA $602
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Lovely room and hotel! Would go back!

Reviewed on Feb 24, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,273, price is now CA $632 per person
CA $632
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
My only complaints were being told the restraints close at 11 and they do not and them Brien stuff shooting out the jets of the jacuzzi when I started it up and not being granted what I was promised by housekeeping when they finally came. Other than that o had no other complaints and my kids had fun so we may try visiting one more time.

Reviewed on Feb 24, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,201, price is now CA $621 per person
CA $621
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,703 reviews)
Paying to enter water park when you are not using the amenities

Reviewed on Feb 22, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,277, price is now CA $666 per person
CA $666
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Such a beautiful property! Clean rooms, friendly and helpful staff. Relaxing stay, well most certainly return.

Reviewed on Feb 19, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,457, price is now CA $852 per person
CA $852
per person
May 11 - May 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.8/10 Excellent! (1,085 reviews)
The room was very clean, I liked the fact that this hotel was very quiet, that is very important specially when you come back from the parks all tired and you are able to sleep good, I will definitely come back, also the location is great close to everything paid $6 uber to epic universe

Reviewed on Feb 23, 2026

Where to stay in Tall Trees

Find the best Tall Trees areas and neighborhoods for the activities you enjoy most. Learn more about Tall Trees
The Villages, 120K active adults... and their toys! 😬

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

Tall Trees Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9.2/10 Wonderful! (1,341 reviews)
Clean, gre

Reviewed on Feb 23, 2026

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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
9.8/10 Exceptional! (1,122 reviews)
All of the above, giving special attention to the comfortable beds.

Reviewed on Feb 23, 2026

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Brownwood Hotel & Spa
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Mar 1 to Mar 2
CA $127
CA $141 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
Great staff room was very clean

Reviewed on Feb 23, 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
See all 2,290 properties in Tall Trees
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 Tall Trees vacation package cost?
We make it easy to see the world, with Tall Trees packages starting from as little as CA $602. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Tall Trees?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got it all. Select the combination that suits your style and see your savings grow. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 properties across the globe, which lets you customize your Tall Trees adventure.
Where should I stay in Tall Trees?
With so much to explore in Tall Trees, we recommend you book a room in a hotel near its attractions. The Villages Market Square, Cane Garden Country Club and Glenview Champions Country Club are some top ones to add to your itinerary.
What are the top hotels in Tall Trees?
Lock in a room at Charming 3/2 Home Close To Shopping W. It's one of the neighborhood's most sought-after properties. Another top-rated option in Tall Trees is Beautiful 3/2 Home Close To Shopping W.
How far in advance should I book my Tall Trees vacation?
Be rewarded with the widest variety at the cheapest prices by booking your vacation to Tall Trees nice and early. Airlines generally publish flight tickets anywhere up to a year before departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Tall Trees travel package include?
Select from any combination of flights, rental cars and hotels. Once you've made your booking, you can add experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to crafting your ideal Tall Trees escape.
What should I know before booking a Tall Trees travel package?
Bundling your bookings into a Tall Trees vacation package is the most convenient way to organize your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Tall Trees Expedia vacation package?
You can, and with more than 550 airlines to choose from worldwide, you have loads of choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Tall Trees vacation package?
We get it — life sometimes gets in the way of your plans. If you've locked in a Tall Trees vacation package and need to change or cancel it, we're here to help. We suggest browsing our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Tall Trees

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.