Maitland Vacation Packages 2025/2026 from $290

Maitland flight + hotel vacation packages

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

Westgate Towers Resort

Save 100% on your flight

per person

Aug 29 - Sep 3

found 1 day ago

Roundtrip flight included

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

This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

Westgate Palace Hotel / Universal / I-Drive

International Drive

per person

Aug 31 - Sep 4

found 1 day ago

Roundtrip flight included

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

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Blue Tree Resort in Lake Buena Vista

per person

Aug 29 - Sep 3

found 1 day ago

Roundtrip flight included

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

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.

Westgate River Ranch Resort & Rodeo

per person

Aug 14 - Aug 20

found 3 hours ago

Roundtrip flight included

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

This smoke-free resort features free water park access, a marina, and 2 restaurants. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Westgate Lakes Resort & Spa Universal Studios Area

per person

Aug 20 - Aug 26

found 1 day ago

Roundtrip flight included

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

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

Top Maitland hotels deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr, Orlando, FL

Free Cancellation

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This smoke-free hotel features 3 restaurants, 6 outdoor pools, and 10 outdoor tennis courts. There's fun for all ages with a free kid's club and mini golf, and barbecue grills are available on site. Enjoy the 8 hot tubs and perks like free WiFi.

Pool

Hot Tub

Rosen Inn at Pointe Orlando

9000 International Drive, Orlando, FL

Free Cancellation

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This hotel features 3 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the free theme park shuttle, playground, and kid-friendly dining. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.

Pool

Pet friendly

Marriott's Grande Vista

5925 Avenida Vista, Orlando, FL

Free Cancellation

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This eco-certified hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.

Pool

Hot Tub

Rosen Inn Lake Buena Vista

8442 Palm Parkway, Orlando, FL

Free Cancellation

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This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and playground. Guests will appreciate perks like free WiFi and a free shopping center shuttle.

Pool

Pet friendly

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL

Free Cancellation

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This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Pool

Hot Tub

Universal's Cabana Bay Beach Resort

6550 Adventure Way, Orlando, FL

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This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 hot tubs. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a theme park shuttle.

Pool

Hot Tub

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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.

Popular places to visit

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida

4.5/5(9,273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Frequently asked questions

How much are vacation packages to Maitland?

With Travelocity vacation packages, you can live it up in Maitland for as low as $290. Flights, tours and hotels --- we have everything you need. You'll save loads just for bundling together your bookings. With all of that taken care of before you leave, you won't have a care in the world.

How long should my Maitland vacation be?

Around 2 nights is the average amount of time visitors vacation in Maitland. But the ideal trip length all depends on how many magical memories you want to create. Why not allow a little more time and discover some of the lesser-known spots?

Where can I get the best vacation package deals for Maitland?

Travelocity has all you need to score a fantastic Maitland package deal. Select from 400 airlines and 1,000,000 properties around the globe and put together a travel itinerary that suits your style. With this amount of choice at your fingertips, it's easy to organize your next big adventure.

Why should I purchase my Maitland vacation bundle with Travelocity?

Because you'll never roam on your own if you book with us, and we offer round-the-clock support and first-rate service to boot. Add to that our Price Match Guarantee and a huge range of destinations and experiences to pick from. It's our job to make your vacation as unforgettable as possible.

Can I save money on my Maitland car rental if I combine it with hotels and flights?

With a Maitland vacation package, you can combine your hotel, flight and car bookings and save a nice amount. If you're in the mood to explore the best of this wonderful location, why not make a beeline for Daytona International Speedway? This famous sight is 45 mi from Maitland. With your own rental car, you'll be there in a flash.

What is the best time of year to go to Maitland?

August, September and November is the most popular time to visit, while January, May and December are generally quieter. If your budget is limited, consider visiting around . is generally regarded as the most expensive time of year to stop by.

Which airport is best for Maitland?

It's most likely you'll arrive at Orlando Intl. Airport (MCO), located 14 mi south of inner Maitland. Orlando Melbourne Intl. Airport (MLB) (60 mi away from central Maitland) and Orlando Sanford Intl. Airport (SFB) (13 mi away from central Maitland) are your other options.

What is there to do in Maitland?

While taking the path less traveled is no doubt rewarding, you really shouldn't miss the big-name sights that make a place famous. Lake Lily Park and Enzian Theater are a couple of them in Maitland.

Where should I stay when visiting Maitland?

Many people opt to stay at the Homewood Suites by Hilton Orlando-Maitland. It's a great base for your Maitland vacation.