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.
Seasons Florida Resort
CA $582
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
9/10 Wonderful! (3,830 reviews)
Room was very clean, easy to get access over night past regular desk hours just contact them before hand. AC in the room was ice cold, beds were spacious and on the firm side. Plenty of parking, and it’s near like a 7 eleven and mini golf. I enjoyed my stay
Reviewed on Aug 31, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,378
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Our family absolutely loved staying in the cottages. It was nicely updated and so much space for everyone to spread out. Although we didn’t have time to use them, the waterpark passes are a nice bonus. I’m sure we will likely stay here again when we are back in the area.
Reviewed on Aug 30, 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 $249
CA $280 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (4,434 reviews)
"Booked this last minute after weather canceled my flight. I booked a balcony room mistakenly thinking i would have an indoor view of the airport but it was outdoor unfortunately. Very nice hotel. Room and hallways were clean and didn't smell. Only warning is the elevator is very busy in the morning ..."
Reviewed on Aug 31, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
CA $171
CA $193 total
Sep 20 - Sep 21
includes taxes & fees
9.2/10 Wonderful! (6,621 reviews)
"It was great! We had a great time!"
Reviewed on Aug 31, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
CA $185
CA $208 total
Sep 1 - Sep 2
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 great live music and entertainment choices.
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.
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.
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 acclaimed theater scene.
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.
Art & History Museums - Maitland
Enjoy an outing to Art & History Museums - Maitland during your stay in Maitland. While in this family-friendly area, you can savor the top-notch restaurants.
What to do in Maitland
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $194
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $38
per adult
92% of travellers recommend
WonderWorks All Access After Dark
CA $38
per traveller
88% of travellers recommend
Frequently asked questions
How much does a Maitland vacation package cost?
Offering excellent value package deals from CA $582 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.
