Maitland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top hotels in Maitland

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
Fully refundable
S$113
1 Sept - 2 Sept
includes taxes & fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
S$177
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (6,391 reviews)
"We had ANTS in our second bedroom."

Reviewed on 9 Aug, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
S$104
11 Aug - 12 Aug
includes taxes & fees
Rosen Inn Lake Buena Vista
See all 8,284 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 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 theatre-café setting. Enjoy a craft cocktail at Eden Bar before settling in for dinner and a film 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
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

Maitland Art Center

7.6/10 (23 reviews)
Maitland Art Centre 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

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.
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

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 first-hand.
See properties

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 savour the top-notch restaurants.
See properties

What to do in Maitland

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

S$45
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

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

S$35
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

S$199
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
See all activities in Maitland

Frequently asked questions

How much does a Maitland holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Maitland costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Maitland?
If you'd like to score a cheap Maitland holiday 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 travellers.
How many days is enough for Maitland?
With around 3 days, you'll have plenty of time to experience popular neighbourhoods such as Northeast Orlando and Ivanhoe Village during your Maitland holiday. Be sure to also add Maitland Art Centre 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 holiday package to Maitland?
Maitland offers everything you need for a wonderful getaway. Begin your Maitland holiday on a high note by exploring popular attractions like Maitland Art Centre.
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 holiday as a package?
An Expedia holiday 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 holiday 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 accommodation, 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 accommodation: After you've nailed down your trip dates and duration, lock in the right Maitland holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.