Maitland Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 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

Find the Best Maitland Vacation Packages

Maitland Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
NT$6,987
NT$7,861 total
Oct 12 - Oct 13
includes taxes & fees
Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
NT$4,348
NT$4,891 total
Oct 27 - Oct 28
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
NT$3,051
NT$3,432 total
Oct 20 - Oct 21
includes taxes & fees
9/10 Wonderful! (5,075 reviews)
"great overall but they didnt come clean the at all during the stay even though they mentioned they were going to come in on a specific day to do it"

Reviewed on 2026/9/30

Marriott's Grande Vista
See all 8,303 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.

Stay near popular Maitland attractions

A wooden boardwalk over a calm lake with trees and a clear sky.

Lake Lily Park

7.4/10 (24 reviews)
This peaceful 10-acre park offers a half-mile lakeside trail where you can spot herons and limpkins. Visit Sunday mornings for the vibrant farmers market featuring local produce and artisanal goods.
See properties
A marquee with "ENZIAN CINEMA CAFE" and "MORE THAN A MOVIE" written on it.
Photo by Visit Orlando

Enzian Theater

6.4/10 (21 reviews)
Central Florida's only full-time independent cinema showcases diverse films in a unique theater-café setting. Enjoy a craft cocktail at Eden Bar before settling in for dinner and a movie under centuries-old oak trees.
See properties
A large tree overhanging a calm lake with a dock in the background.

Maitland Community Park

7.6/10 (22 reviews)
This 25-acre green sanctuary features tennis courts, playgrounds and a scenic boardwalk through lush Florida vegetation. Enjoy shaded trails or reserve a pavilion for family gatherings away from the midday heat.
See properties

Maitland Art Center

7.6/10 (23 reviews)
Maitland Art Center showcases intricate Mayan Revival architecture with sculptural reliefs from 1937. Explore tranquil gardens and historic studios while enjoying contemporary exhibitions in this National Historic Landmark.
See properties

Kewannee Park

Kewannee Park offers a peaceful six-acre retreat with a scenic boardwalk overlooking native Florida wetlands. The connecting 1.7-mile paved Kewannee Trail links to local schools and the library.
See properties

Village Plaza Shopping Center

7.4/10 (16 reviews)
This local shopping hub offers diverse restaurants, services, and specialty shops in a convenient Maitland setting. Browse the antique market or refresh at the salon in this community-focused plaza.
See properties

Telephone Museum

This unique museum showcases telecommunications evolution through interactive exhibits and antique equipment. Try a vintage switchboard and experience early 20th-century communication systems firsthand.
See properties

Holocaust Memorial Resource and Education Center of Florida

7.4/10 (13 reviews)
This powerful center preserves Holocaust history through moving exhibits, artifacts, and survivor testimonies. Explore thought-provoking displays that promote understanding and human rights education.
See properties

Frequently asked questions

How much does a Maitland vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with 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?
If you'd like to score a cheap Maitland vacation package, consider visiting in July, September and November. You'll generally find lower prices on flights and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Maitland?
With around 3 days, you'll have plenty of time to experience popular neighborhoods such as Northeast Orlando and Ivanhoe Village during your Maitland vacation. Be sure to also add Maitland Art Center and Lake Lily Park to your sightseeing itinerary. In the mood for more adventures? Consider venturing outside of Maitland on day trips and tours.
Is it worth booking a vacation package to Maitland?
Maitland offers everything you need for a wonderful getaway. Begin your Maitland vacation on a high note by exploring popular attractions like Maitland Art Center.
How to find the best Maitland package deals?
Start your search for a Maitland package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Maitland package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Maitland escape off to a flying start.
Is it cheaper to book a Maitland vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Maitland trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Maitland?
If you're planning a spontaneous Maitland trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Maitland?
  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to escape to Maitland.
  2. Budget wisely: Besides the price of your accommodations, you should factor in other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected costs that may crop up during your trip to Maitland.
  3. Determine how many days away: Start by compiling a list of the attractions you want to experience in Maitland. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Maitland vacation package for you.

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.