How much does a Maitland vacation package cost?

Offering great value package deals from $247 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?

You're likely to find lower rates and greater availability in January, May and December. Take a look at our cheap Maitland vacation packages and you could land some great off-season discounts.

How many days is enough for Maitland?

To fully enjoy your Maitland vacation, we suggest booking for 3 days. Divide your time between visiting Lake Lily Park , Maitland Community Park and other top attractions, as well as exploring neighborhoods like Northeast Orlando and Downtown Orlando. If you've got some time to spare, include a day trip or tour in your Maitland vacation itinerary.

Is it worth booking a vacation package to Maitland?

It's no wonder a Maitland vacation is on the must-do list of many travelers. Leading attractions like Maitland Art Center are just the beginning of things to see and do here.

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?

Pick your dates: The things you'd like to do in Maitland and your favorite season will help you decide when to go. Budget wisely: As well as the price of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may come up during your trip to Maitland. Organize your Maitland getaway with our trip planning tool : Search for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Maitland together. Set the duration of your trip: Start by listing all the sights and activities you'd like to experience in Maitland. Then, estimate how long you'll need at each, along with any travel time. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Maitland vacation package that brings all your bookings together. Book any excursions or activities: Here's the fun part — locking in everything you want to do and see. Explore some of the exciting things to do in Maitland in Maitland and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Maitland vacation packages?

If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Maitland trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

Maitland Vacation Packages 2026 from $247

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!

The Latest Maitland vacation packages

Price found within the past 48 hours. Click for updated prices.

Westgate Towers Resort

$247

per person

May 7 - May 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Awesome stay was able to get some R and R

Reviewed on Feb 26, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$449

per person

May 7 - May 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.8/10 Excellent! (1,085 reviews)

We got to the hotel shortly after landing, prior to posted check in time. I was expecting that the hotel staff may let us keep our bags at the property until check in, but Marlyn checked us in early at no additional cost with a free upgrade to a larger kitchen. Nashly was training with Marlyn and was very eager to help with a comforting smile. We stayed 3 nights, four days. Accommodations were great. The full kitchen and laundry made the stay a breeze. A seperate bedroom away from my teenage children sealed the deal. Close to Universal and other attractions. The restaurant was not open every day, but that didn't cause much of an inconvenience. Would definetly return. Thanks so much!

Reviewed on Feb 26, 2026

Westgate Lakes Resort & Spa Universal Studios Area

$411

per person

May 5 - May 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

8.2/10 Very Good! (5,482 reviews)

The room was massive, very quiet and clean. We enjoyed the stay

Reviewed on Feb 26, 2026

Westgate Blue Tree Resort in Lake Buena Vista

$298

per person

May 7 - May 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8.4/10 Very Good! (1,002 reviews)

Comfortable and stocked room. Pools were heated which was a big plus

Reviewed on Feb 20, 2026

Westgate Vacation Villas Resort

Save 100% on your flight

$247

per person

May 7 - May 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

8/10 Very Good! (1,703 reviews)

The room with clean and although we did not take advantage of all the amenities the option to have was perfect.

Reviewed on Feb 25, 2026

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Maitland Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

Fully refundableReserve now, pay when you stay

$148 total

per night

Mar 22 - Mar 23

9.2/10 Wonderful! (4,711 reviews)

Nice complex, clean, didn't expect to have a full kitchen and washer/dryer.

Reviewed on Feb 26, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

Fully refundableReserve now, pay when you stay

$123 total

per night

Mar 29 - Mar 30

8.4/10 Very Good! (6,857 reviews)

Room was clean, pillow smelled bad, low hot water in shower, no free coffee bar, food very expensive. Good service, free shuttle to Universal.

Reviewed on Feb 25, 2026

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Fully refundableReserve now, pay when you stay

$158 total

per night

Mar 4 - Mar 5

9/10 Wonderful! (6,338 reviews)

great pool

Reviewed on Feb 26, 2026

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.

Things to do in and around Maitland

Maitland, Florida, offers a delightful mix of family-friendly activities and entertainment options, making it an ideal vacation spot. Enjoy a stay at local resorts, explore educational attractions, or indulge in shopping at nearby malls. Whether you're seeking memorable experiences, a fun-filled family vacation, or a day trip to a theme park, Maitland has something for everyone to enjoy.

Shopping

For shopping in Maitland, visit Winter Park Village, just 2 miles away, offering a lively atmosphere with various shops and entertainment options. Altamonte Mall, 3 miles from Maitland, features a mix of stores and family-friendly activities. If you're up for a drive, explore more malls further out for additional options.

Recreation

The Kia Center offers an energetic atmosphere for sports enthusiasts, while the Enzian Theater provides a cozy setting for family and romantic film experiences. The Plaza Theatre showcases cultural performances, making it a delightful spot for family entertainment and romantic outings.

Adventure

Experience thrilling races at Lil 500 Go-Karts in Maitland, perfect for adrenaline seekers. For family fun, visit Boardwalk Bowl Entertainment Center, an arcadeAdventureZone located 9 miles away. Challenge yourself at Aiguille Rock Climbing Center, just 4 miles from Maitland, offering an exciting outdoor climbing experience.

Nightlife

Maitland offers a vibrant nightlife with options like the lively Maitland Tavern, perfect for a laid-back evening, or the chic Blue Bamboo, known for its live music and cocktails. For a unique experience, check out the local breweries for craft beers and a friendly atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Maitland

Maitland, Florida, offers a perfect blend of family-friendly activities, cultural experiences, and outdoor fun. Visitors can explore urban parks, art museums, and scenic lakes. The Maitland Showground hosts exciting events, while nearby beach destinations provide a relaxing escape. Whether you’re seeking luxury travel or a day out at Maitland Gaol, this charming city has something for everyone, making it an ideal spot for entertainment-themed vacations.

Orlando Science Center: Located 4 miles from Maitland, the Orlando Science Center offers a family-friendly environment filled with interactive exhibits and engaging science demonstrations. Explore the wonders of the universe, biology, and technology while enjoying hands-on activities that inspire curiosity and learning.
Rollins College: Just 3 miles from Maitland, Rollins College boasts a beautiful campus with historic architecture and lush landscapes, creating a vibrant city vibe. Visitors can stroll through the grounds, enjoy art galleries, and soak in the academic atmosphere of this prestigious liberal arts college.
Dr. Phillips Center for the Performing Arts: Situated 6 miles away, this stunning arts center is a cultural hub featuring world-class performances ranging from Broadway shows to concerts. Experience the artistic flair and vibrant atmosphere that make it a must-visit for art enthusiasts.

Best time to go to Maitland

The best time to visit Maitland is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Average	Average
February	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Average
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Average	Average
June	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
September	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	68.2°F (20.1°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	64.0°F (17.8°C)	No Rain	Mostly Sunny	Average	Slightly High

Tips to save on your trip to Maitland

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Maitland during the low season (August to September and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	English
Currency	U.S dollars
Closest Airport	Orlando Intl. Airport (MCO)
Population	17,500
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	The Wizarding World of Harry Potter™, Universal CityWalk and Orlando Science Center

Language

English

Currency

U.S dollars

Closest Airport

Orlando Intl. Airport (MCO)

Population

17,500

Max Temp Winter

70ºF

Max Temp Summer

90ºF