How much does a Maitland vacation package cost?

Offering great value package deals from $219 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 2025/2026 from $227

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.

Palazzo Lakeside Hotel

Save 100% on your flight

$219

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.2/10 Very Good! (5,171 reviews)

Gould be a good idea to provided some info how to open the gate

Reviewed on Aug 24, 2025

Westgate Lakes Resort & Spa Universal Studios Area

$303

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.2/10 Very Good! (5,254 reviews)

Will refer to every one

Reviewed on Aug 24, 2025

Seasons Florida Resort

Save 100% on your flight

$296

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.8/10 Excellent! (3,048 reviews)

Our second visit to this property. Was very clean and convenient location for our trip. Only thing that needs improvement would be mattresses.

Reviewed on Aug 23, 2025

Westgate Cocoa Beach Resort

$616

per person

Oct 11 - Oct 15

found 4 hours ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

8.8/10 Excellent! (481 reviews)

Decent place. Spacious 2/2 with full kitchen and living room. A bit dated but clean. No room service and food stops at 830. Drinks are overpriced, overall a decent experience. Walking distance to the beach. Great location! Great for kids!

Reviewed on Jul 29, 2025

Westgate Towers Resort

Save 100% on your flight

$422

per person

Oct 8 - Oct 12

found 15 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Great customer service.

Reviewed on Jul 31, 2025

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Maitland Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL

Fully refundableReserve now, pay when you stay

$93 nightly

$104 total

Sep 10 - Sep 11

Total with taxes and fees

8.2/10 Very Good! (6,552 reviews)

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Reviewed on Aug 23, 2025

Marriott's Grande Vista

5925 Avenida Vista, Orlando, FL

Fully refundableReserve now, pay when you stay

$87 nightly

$98 total

Sep 14 - Sep 15

Total with taxes and fees

8.8/10 Excellent! (2,923 reviews)

"Easy check in- Beautiful Grounds"

Reviewed on Aug 23, 2025

Rosen Inn at Pointe Orlando

9000 International Drive, Orlando, FL

Fully refundableReserve now, pay when you stay

$60 nightly

$68 total

Aug 27 - Aug 28

Total with taxes and fees

8.4/10 Very Good! (4,818 reviews)

"Well run, great staff. Very good prices."

Reviewed on Aug 19, 2025

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, is perfect for family vacations and entertainment-themed getaways. Visitors can enjoy a variety of activities, including resorts, educational experiences, and shopping at local malls. With options for theme parks and memorable day trips, Maitland promises fun for the whole family, ensuring an unforgettable experience filled with excitement and exploration.

Shopping

Maitland offers great shopping experiences. Visit Winter Park Village, just 2 miles away, for a lively atmosphere and entertainment. Altamonte Mall, located 3 miles from Maitland, features a variety of stores and fun activities. If you're up for a drive, you can explore even more shopping options in nearby areas.

Recreation

At the Kia Center, immerse yourself in a vibrant sports atmosphere while enjoying various activities and events. The Enzian Theater offers a unique cinematic experience with family-friendly films and romantic screenings, perfect for a cozy night out. For a cultural touch, visit The Plaza Theatre for entertaining performances that engage and inspire.

Adventure

Experience thrilling races at Lil 500 Go-Karts, where you can race your friends and family in an exhilarating karting adventure. For a fun-filled day, visit Boardwalk Bowl Entertainment Center, offering arcade games and bowling. Challenge yourself at Aiguille Rock Climbing Center, perfect for outdoor climbing enthusiasts.

Nightlife

Maitland offers a charming nightlife scene with cozy bars and live music venues. Check out the local hotspots along Maitland Avenue, where you can enjoy craft cocktails and vibrant entertainment while mingling with friendly locals in a relaxed 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 delightful blend of family-friendly activities, cultural experiences, and entertainment. Visitors can explore urban parks, art museums, and picturesque lakes, perfect for outdoor adventures. Don't miss the Maitland Showground for local events, and consider luxury travel options. For beach lovers, nearby destinations provide a relaxing getaway. Whether you're seeking fun, culture, or relaxation, Maitland has something to suit every traveler.

Orlando Science Center: Located 4 miles from Maitland, this interactive science museum is perfect for families. With hands-on exhibits, live demonstrations, and an immersive planetarium, it fosters curiosity and exploration in a fun environment, making science accessible and exciting for all ages.
Rollins College: Situated 3 miles away, Rollins College offers a picturesque campus with stunning architecture and lush landscapes. Known for its vibrant city vibes, visitors can stroll through the historic grounds, enjoy art galleries, and experience the lively atmosphere of this prestigious liberal arts institution.
Dr. Phillips Center for the Performing Arts: A cultural gem just 6 miles from Maitland, this state-of-the-art venue hosts a diverse range of performances, from Broadway shows to concerts. The elegant design and dynamic programming create an unforgettable experience for arts enthusiasts.

Best time to go to Maitland

The best time to visit Maitland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Maitland falls in August, when visitor numbers are slightly low and weather is mostly sunny with moderate rain. The coolest average temperature in Maitland falls in January, 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

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Maitland.
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.