Maitland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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

Seasons Florida Resort

2 out of 5
Price was CA $1,273, price is now CA $803 per person
CA $803
per person
Aug 10 - Aug 17
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,664 reviews)
Nice and clean

Reviewed on Jul 6, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $2,285, price is now CA $1,190 per person
CA $1,190
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9/10 Wonderful! (1,275 reviews)
Super clean and easy access

Reviewed on Jul 6, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,534, price is now CA $943 per person
CA $943
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
This was our 2nd time staying here. Rooms are amazing. Highly recommended.

Reviewed on Jul 5, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,513, price is now CA $943 per person
CA $943
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
8.2/10 Very good! (1,979 reviews)
Clean room, not flexible if you want to stay extra nights but great place to stay for vacay!

Reviewed on Jul 7, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,508, price is now CA $950 per person
CA $950
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.4/10 Very good! (6,621 reviews)
It was bait and switch In the website showing all nice stuff like lobby and pool but they sent me to a place that it was look like a rental property and I called them to change my room but rudely I got negative response and Expedia as always never helped me So disappointed from both customer service just wasted my time and money and never enjoyed the trip

Reviewed on Jul 7, 2026

Ready to book your vacation to Maitland?

 

Choose your dates

Maitland Hotel Deals

Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr Maitland FL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jul 21 to Jul 22
CA $132
CA $149 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very good! (1,234 reviews)
"Hotel is very worn down. Club Level not open on weekend. Food in restaurant was very good. Staff were helpful."

Reviewed on Jul 6, 2026

Sheraton Orlando North Hotel
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Aug 5 to Aug 6
CA $194
CA $219 total
Aug 5 - Aug 6
includes taxes & fees
9.2/10 Wonderful! (6,031 reviews)
"Amazing rooms amazing pool! Checking was easy only a few minutes rooms are very spacious all the amenities are great! No complaints that was very friendly"

Reviewed on Jul 7, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Jul 19 to Jul 20
CA $213
CA $240 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (7,148 reviews)
"The staff were extremely helpful and friendly and rooms were clean. I’d definitely stay here again"

Reviewed on Jul 7, 2026

Universal's Cabana Bay Beach Resort
See all 7,920 properties in Maitland
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

Stay near popular Maitland attractions

A large tree overhanging a calm lake with a dock in the background.

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 entertainment choices and great live music.
See properties

What to do in Maitland

Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets (US & Canada)

CA $247
per adult
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets (US & Canada)
Aquatica Orlando

Aquatica Orlando

CA $82
per traveller
86% of travellers recommend
Aquatica Orlando
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

CA $48
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
See all activities in Maitland

Frequently asked questions

How much does a Maitland vacation package cost?
Offering excellent value package deals from CA $803 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?

  1. Pick your travel dates: The things you want to do in Maitland and your preferred season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.