Maitland Vacation Packages
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Your Maitland Vacation
Lock in a Maitland vacation package that has everything you need and nothing you don't. Good for dining, bars and pubs and shopping, think about basing yourself in the neighborhood of Ivanhoe Village. Make your trip to Maitland even more fun by including some sightseeing. Rollins College, Full Sail University and Altamonte Mall are among the leading attractions you'll want to explore. Expedia is here to help you escape the everyday. Tailor your vacation to Maitland to suit your style of travel, whatever that may be!
Top Maitland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Leisure Resort
International Drive District
CA $812
per person
Nov 3 - Nov 10
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.4/10 Very good! (1,000 reviews)
We have stayed here our last three visits and staff has always been warm and welcoming. The rooms have always been clean.
Reviewed on Sep 22, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
CA $1,382
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9/10 Wonderful! (1,318 reviews)
This was my second time at this hotel, but I was extremely disappointed. The room smelled musty, the windows faced the air conditioning units, and worst of all, there was a bean sprout growing in the bathroom sink; my husband had to remove it so we could use the sink. I mean, how was the room cleaned and prepared if no one noticed that? It was a shame of a stay.
Reviewed on Sep 24, 2026
Westgate Cocoa Beach Resort
CA $1,398
per person
Nov 15 - Nov 21
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (562 reviews)
This location was so much fun. We loved the lazy river and the staff were wonderful. I do wish they had a way to air up your own flotation devices. I needed to get one the would accommodate my size and Michael thank you for allowing it. We will be back.
Reviewed on Sep 20, 2026
Ready to book your vacation to Maitland?
Maitland Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
CA $310
CA $348 total
Oct 12 - Oct 13
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
CA $193
CA $218 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (6,836 reviews)
"Great place for families to stay! Facility was clean and nice. Beds were comfy and there was plenty of room for six of us. We wish we could have stayed longer and taken advantage of all of the activities on site. There were beautiful pools, games, and we did stop by the arcade for a bit. There is ..."
Reviewed on Sep 25, 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
CA $136
CA $153 total
Oct 18 - Oct 19
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.
Stay near popular Maitland attractions
Photo by Visit Orlando
Enzian Theater
6.4/10 (21 reviews)
Wine and dine as you watch a movie in a unique cinema that's set out like a large dining room.
Lake Lily Park
7.4/10 (24 reviews)
Lake Lily Park is just one of the places to see in Maitland, so why not enjoy the other things to explore during your travels? Stroll along the area's lakeside or experience its acclaimed theater scene.
Maitland Community Park
7.6/10 (22 reviews)
Maitland Community Park is just one of the places to see in Maitland, so why not enjoy the other things to explore during your travels? Experience the area's acclaimed theater scene and great live music.
Maitland Art Center
7.6/10 (23 reviews)
Enjoy a stop at Maitland Art Center, an entertaining place to visit in Maitland. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.
Kewannee Park
Commune with nature and explore the great outdoors at Kewannee Park during your travels in Maitland. While in this family-friendly area, you can savor the top-notch restaurants.
Lake Maitland Terrace Marina
7.4/10 (14 reviews)
Explore the waterfront in Maitland with a trip to Lake Maitland Terrace Marina. Stroll along the area's lakeside or experience its great live music.
Holocaust Memorial Resource and Education Center of Florida
7.4/10 (13 reviews)
You can spend time exploring the galleries in Holocaust Memorial Resource and Education Center of Florida during your travels in Maitland. Stroll along the area's lakeside or experience its acclaimed theater scene.
Village Plaza Shopping Center
7.4/10 (16 reviews)
During your visit to Maitland, you can do some window-shopping at Village Plaza Shopping Center. Discover the area's top-notch restaurants and its great live music.
What to do in Maitland
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $196
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $43
per adult
92% of travellers recommend
WonderWorks All Access After Dark
CA $39
per traveller
90% of travellers recommend
Frequently asked questions
How much does a Maitland vacation package cost?
Offering excellent value package deals from CA $812 on Expedia, you'll be surprised at how little a vacation to Maitland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Maitland?
July, September and November are great times to search for cheap Maitland vacation packages. Choosing to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Maitland?
To fully enjoy your Maitland vacation, we suggest staying for 3 days. Split your time between discovering Lake Eola Park, Altamonte Mall and other well-known attractions, on top of exploring neighbourhoods like Northeast Orlando and Ivanhoe Village. If you've got some time to spare, add a day trip to your Maitland vacation itinerary.
Is it worth booking a vacation package to Maitland?
Maitland has everything you need for an unforgettable trip. Begin your Maitland vacation on a high note by visiting major attractions like Maitland Art Centre.
How to find the best Maitland package deals?
Use Expedia's filters to help you find some fabulous Maitland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Maitland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Maitland vacation as a package?
You can enjoy significant savings on your next Maitland break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Maitland?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Maitland getaway.
How to plan a trip to Maitland?
- Pick your travel dates: The things you want to do in Maitland and your preferred season will help you decide when to get away.
- Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Maitland.
- Decide how long to go for: Now that you're more familiar with Maitland, you can work out the perfect length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to do.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Maitland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
