Maitland Vacations
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Find the Best Maitland Vacation Packages
Maitland Hotel Deals
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Fully refundable
NT$2,523
NT$2,839 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (7,034 reviews)
"❤️❤️❤️❤️"
Reviewed on 2026/8/11
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
NT$3,969
NT$4,466 total
Sep 9 - Sep 10
includes taxes & fees
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
Fully refundableReserve now, pay when you stay
NT$2,319
NT$2,609 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (5,988 reviews)
"Todo bien limpio"
Reviewed on 2026/8/11
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)
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.
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.
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.
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
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.
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.
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.
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.
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?
- 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.
- 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.
- 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.
- Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Maitland vacation package for you.
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- Orange County Regional History Center
- Dickson Azalea Park
- Lake Maitland Terrace Marina
- Enzian Theater
- Orlando Fashion Square
- The Plaza Theatre
- Deer Run Country Club
- Morse Museum of American Art
- Visit Baldwin Park
- Lake Lily Park
- Boombah-Soldiers Creek Park
- St. James Cathedral
- Bob Carr Performing Arts Centre
- Orlando Science Center
- Visit Eatonville
- Adventhealth Orlando
- Orange Avenue
- Visit Fern Park
- Congo River Golf - Altamonte Springs
- Visit Lake Fairview
- Sunset Lake
- Virginia S. Nelson Rose Garden
- Casselberry Golf Club
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- Church Street Station
- Orlando Museum of Art
- Orlando City Hall
- Cherry Tree Park
- Visit Maitland
- Orlando Regional Medical Center
- Harry P. Leu Gardens
- Lake Eola Park
- Albin Polasek Museum and Sculpture Gardens
- Village Plaza Shopping Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
