Highland Meadows Vacation Packages
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Top Holiday Package Deals in Highland Meadows
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,388
per person
Dec 7 - Dec 12
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
Check in was a breeze. I admire Vstays and how effortless they with booking and accommodating my needs.
Reviewed on Sep 19, 2026
The Delaney Hotel
South Orange
CA $2,117
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.6/10 Exceptional! (1,202 reviews)
We were upgraded to a King suite! I loved how spacious the space was; the shower was a decent size. I loved the cleanliness of the overall hotel. The bed was an actual king size and very comfortable.
Reviewed on Sep 20, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
CA $838
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (580 reviews)
Room stinks
To much hassle to clean your room
Reviewed on Sep 6, 2026
Where to stay in Highland Meadows
Find the best Highland Meadows areas and neighborhoods for the activities you enjoy most. Learn more about Highland Meadows
Watersong
Watersong might not have many top sights, but Providence Golf Club and Reunion Resort Golf Course are two attractions nearby that you can check out.
Providence
While there might not be top attractions in Providence, you can explore the larger area and discover places like Providence Golf Club and Reunion Resort Golf Course.
Ridgewood Lakes
1 out of top 10 points of interest in this area
While Ridgewood Lakes isn't home to many top sights, White Heron Golf Club and Southern Dunes Golf and Country Club are some notable places to visit nearby.
Deer Creek
Though Deer Creek might not have many top sights, you can venture to the surrounding area to see attractions like Posner Village and ChampionsGate Golf Club.
Bridgeford Crossing
While there might not be top attractions in Bridgeford Crossing, you can explore the larger area and discover places like Southern Dunes Golf and Country Club and White Heron Golf Club.
Highland Meadows Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
CA $191
CA $215 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (6,783 reviews)
"A little slow on the shuttle, but for the most part, it was amazing. I loved it. I will definitely be coming back."
Reviewed on Sep 19, 2026
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
CA $90
CA $101 total
Sep 27 - Sep 28
includes taxes & fees
Walt Disney World Dolphin
1500 Epcot Resort Blvd Lake Buena Vista FL
CA $292
CA $408 total
Sep 23 - Sep 24
includes taxes & fees
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 Highland Meadows vacation package cost?
Get ready to book, because a getaway to Highland Meadows starts from a tempting CA $652. When you bundle your flights, hotels and car rentals into a package, you'll enjoy the best bargains.
How do I get a cheap travel package to Highland Meadows?
Find flights that fit your schedule, add a hotel to your booking and watch the savings stack up with a Highland Meadows vacation package. It's that simple! From flights and hotels to activities and rental cars, Expedia is your gateway to cheap travel. And with more than 550 airlines and 1,000,000 hotel options globally to pick from, you won't be short of choice.
Where should I stay in Highland Meadows?
A getaway to Highland Meadows isn't complete without stopping by Ridgewood Lakes Golf and Country Club, Lewis W Mathews Memorial Sports Complex and True Blue Winery. Stay close to these top attractions and make sightseeing simple.
What are the top hotels in Highland Meadows?
If it's comfort and convenience you'd like, you can't beat Beautiful And Spacious 5 Bed 4 Bath Home. Spend your nights relaxing here and your days discovering Highland Meadows's best attractions.
How far in advance should I book my Highland Meadows vacation?
It can be difficult to know when is the ideal time to book your vacation to Highland Meadows. But generally the earlier you book, the better the prices. Sometimes, you can lock in your flights and hotels up to 12 months before departure. If you're considering a last-minute getaway, no need to panic! There are plenty of fantastic bargains popping up on Expedia every single day.
What does an Expedia Highland Meadows travel package include?
It comes down to what you want. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the entire family to Highland Meadows? A travel package including hotels, rental cars and flights might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Highland Meadows travel package?
Discover deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save a packet just by bundling your bookings. Whether you're embarking on a skiing adventure or sunning yourself on a warm beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Highland Meadows Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Highland Meadows vacation package?
Because we know life can be unpredictable, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Highland Meadows vacation package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.
Things to do
Old Town Kissimmee: Ferris Wheel, Mortem Manor, and Meal
CA $21
per adult
Orlando: Jet Ski Rentals from Lake Buena Vista Area
CA $109
per adult
74% of travellers recommend
Boggy Creek Scenic Everglades Airboat Tour
CA $61
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.