Book Exclusive Maitland Vacation Packages

Choose one or more items to build your trip:

Maitland flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,022, price is now CA $594 per person
CA $594
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $2,334, price is now CA $873 per person
CA $873
per person
Oct 31 - Nov 7
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springsâ„¢ are located nearby.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $2,227, price is now CA $1,002 per person
CA $1,002
per person
Oct 28 - Nov 4
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $3,215, price is now CA $1,751 per person
CA $1,751
per person
Oct 1 - Oct 8
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,380, price is now CA $784 per person
CA $784
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.

Top Maitland hotels deals

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
Free cancellation
The price is CA $109 per night
CA $109
CA $123 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando International Premium Outlets and Universal CityWalk are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
The price is CA $172 per night
CA $172
CA $193 total
Sep 8 - Sep 9
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springsâ„¢ and Disney's Typhoon Lagoon Water Park are located nearby.
Pool
Hot tub
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $100 per night
CA $100
CA $113 total
Aug 12 - Aug 13
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springsâ„¢ are located nearby.
Pool
Pet-friendly
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $209 per night
CA $209
CA $235 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Islands of Adventure and Universal’s Volcano Bay are located nearby.
Pool
Hot tub
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $155 total
Sep 3 - Sep 4
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions Universal’s Volcano Bay and Universal CityWalk are located nearby.
Pool
Free WiFi
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive Orlando FL
Free cancellation
Reserve now, pay when you stay
The price is CA $83 per night
CA $83
CA $121 total
Aug 25 - Aug 26
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Pool
Hot tub
Don't see what you're looking for?
See all available properties in Maitland
View all properties
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

A marquee with "ENZIAN CINEMA CAFE" and "MORE THAN A MOVIE" written on it.
Photo by Visit Orlando
Open Photo by Visit Orlando

Enzian Theater

6.4/10 (21 reviews)
You can make plans for a show at Enzian Theater during your stay in Maitland. Experience the area's great live music and acclaimed theater scene.
See properties

Maitland Vacations

Accidentally stumbling upon a new place is exactly what traveling is about, But of course, it never hurts to find out one or two things about the destination before you pack your bags. We'll help you discover the essential facts about Maitland.

A neighborhood in the fine city of Orlando, Maitland is 6 miles (10 kilometers) north of the downtown action.

There are 240,000 locals that live in Orlando.

Places to visit in Maitland

Want some motion picture magic? Take in a screening at Enzian Theater and get lost in the silver screen, popcorn in hand. Want more close by options? Be sure to don your most avant-garde outfit when heading to Maitland Art Center. Holding a variety of festivals, performances and exhibits across the year, it's an influential part of the local cultural landscape. And there's more. Eager to discover more about wildlife? Book yourself in for a guided tour at Audubon Center for Birds of Prey and enjoy the opportunity to observe these beautiful creatures up close.

Where do you fly into for Maitland?

Fasten your seatbelt and get ready to land at Orlando Sanford International Airport (SFB). This is the closest major terminal and it's approximately 12 miles (19 kilometers) to the northeast from the center of Maitland. Pick up your suitcases and start exploring!

Frequently asked questions

How much are vacation packages to Maitland?
CA $594 is all you'll need for an exciting break in Maitland. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings add up. With such good prices, you'll want to start packing your bags now!
Where can I get the best vacation package deals for Maitland?
No matter what you enjoy doing, Travelocity can help you lock in a great Maitland package deal. The only thing you need to do is mix and match from our 400 air carriers and 665,000 properties around the world.
Why should I purchase my Maitland vacation bundle with Travelocity?
Whether you're searching for the ultimate unplugged getaway or you crave the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to sift through countless websites looking for the best deal — our Price Match Guarantee ensures you'll never be out of pocket, and our professional customer service experts are available 24/7 should you need them.
Will I save money on my Maitland car rental if I combine it with hotels and flights?
Booking a Maitland vacation package with Travelocity is a simple way to save you time and money. You can combine a hotel, car and flight, or any combination of them, and get access to great discounts. It's also possible to throw in some experiences and tours. After you've picked up the keys to the rental car, head out of the neighborhood and uncover what this location has to offer. About 69 kilometersfrom Maitland, Daytona International Speedway is well worth a road trip.
What is the best time of year to go to Maitland?
If a tight budget is what's driving your travel planning, you'll get the best deals in . tends to be the most expensive time of year. Most travelers head to this location during . If you want to avoid the hustle and bustle, visit during .
What is there to do in Maitland?
While exploring Maitland, be sure to drop by Enzian Theater and Maitland Art Center. You won't be short of things to do!
Where should I stay when visiting Maitland?
You're sure to have a restful night's sleep at the Sheraton Orlando North Hotel. Take a look now to see what's available for your dates.
Can I go on vacation to Maitland at this time?
Travelocity has the local know-how to help make your vacation dreams a reality, so before organizing your trip to Maitland, read through our Covid-19 Travel Advisor. This is where you can find up-to-date info on quarantine policies, travel restrictions and a whole lot more.

Photos of local treasures

Browse Maitland vacation photos for more inspiration

An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.
A river winding through a town with a bridge, surrounded by greenery and buildings.
A wooden boardwalk over a calm lake with trees and a clear sky.
A person standing on a dock at sunset, with calm water and a distant shoreline.
A marquee with "ENZIAN CINEMA CAFE" and "MORE THAN A MOVIE" written on it.

Explore More Ways to Travel with Travelocity