A river winding through a town with a bridge, surrounded by greenery and buildings.

Best Resorts in Maitland

Dates

November 2026

December 2026

Check prices for these dates

Next weekend

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Our top choices for Maitland resorts

A bar area with a sign reading 'Sonoma,' bar stools, a counter, and a ceiling with wooden beams.

1. DoubleTree by Hilton Orlando Theme Park Resort

International Drive District

Richard Randy

$64 nightly

Nov 23 - Nov 24

Total with taxes and fees

A Hilton hotel with a large pool area, sun loungers, and palm trees.

2. Hilton Orlando

International Drive District

Karina

$179 nightly

Nov 23 - Nov 24

Total with taxes and fees

A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a rock formation.

3. Hilton Grand Vacations Club SeaWorld® Orlando

Orlando

BRIDGETTE

$138 nightly

Nov 26 - Nov 27

Total with taxes and fees

A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.

4. Rosen Centre Hotel

International Drive District

Max

$112 nightly

Nov 25 - Nov 26

Total with taxes and fees

A resort with a swimming pool, lounge chairs, palm trees, and a water slide.

5. Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

Chester

$139 nightly

Nov 22 - Nov 23

Total with taxes and fees

A large outdoor swimming pool with multiple water features and lounge areas.

6. Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

Jordan

$125 nightly

Nov 24 - Nov 25

Total with taxes and fees

A poolside area with lounge chairs and umbrellas, a fire pit, and a pool.

7. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Orlando

Jesus

$100 nightly

Dec 10 - Dec 11

Total with taxes and fees

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

8. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Adam

$193 nightly

Dec 1 - Dec 2

Total with taxes and fees

A multi-level restaurant with a central bar area, multiple dining tables, and a view of the upper floors.

9. Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Orlando

John

$135 nightly

Nov 23 - Nov 24

Total with taxes and fees

10. DoubleTree Suites by Hilton Orlando - Disney Springs® Area

Lake Buena Vista

Patricia

$139 nightly

Nov 17 - Nov 18

Total with taxes and fees

A swimming pool with a large dragon slide and a mermaid statue.

11. Disney's Port Orleans Resort French Quarter

Lake Buena Vista

Robert James

$405 nightly

Nov 17 - Nov 18

Total with taxes and fees

A nighttime pool area with multiple pools, palm trees, and a dining setup.

12. Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

Darlena

$176 nightly

Nov 22 - Nov 23

Total with taxes and fees

An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.

13. Hilton Grand Vacations Club Tuscany Village Orlando

International Drive District

Bryan Jason

$141 nightly

Nov 26 - Nov 27

Total with taxes and fees

A spacious kitchen with a large island, bar stools, and a view through large windows.

14. The Fold Hotels Orlando

Orlando

Melissa

$179 nightly

Dec 1 - Dec 2

Total with taxes and fees

A well-lit outdoor dining area with stone walls and multiple seating arrangements.

15. Arnold Palmer's Bay Hill Club & Lodge

Bay Hill

Justin

$346 nightly

Nov 15 - Nov 16

Total with taxes and fees

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

16. Conrad Orlando at Evermore

Orlando

Kelly

$542 nightly

Nov 29 - Nov 30

Total with taxes and fees

17. Charming 2-bedroom resort with AC, WiFi in delightful Orlando

International Drive District

$305 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious lobby with a high ceiling, ornate ceiling design, and a central seating area with a round table and multiple chairs.

18. Cozy Condo 4Mi from Disney with Resort Amenities

International Drive District

Terry H.

$573 nightly

Nov 23 - Nov 24

Total with taxes and fees

A pool area with lounge chairs, a water slide, and a building with a glass facade.

19. Bay Lake Tower at Disney's Contemporary Resort

Bay Lake

Pam

$1,171 nightly

Nov 21 - Nov 22

Total with taxes and fees

A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

20. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Golden Oak

Caroline

$1,315 nightly

Dec 11 - Dec 12

Total with taxes and fees

View all properties

Learn more about Maitland

Stroll along the boardwalk at Lake Lily Park where weekend farmers markets showcase local treats and artisan crafts. Art lovers shouldn't miss the Maitland Art Center's Mayan-inspired architecture and rotating exhibits, while paddlers can explore peaceful waterways connecting the city's chain of lakes.

See all hotels in Maitland

Top reviews in Maitland

Hilton Grand Vacations Club SeaWorld® Orlando

Orlando

10/10 Excellent

The property is just phenomenal, the staff are all just out standing when I needed anything they were quick to help and execute me and my family will most definitely be back here one thing that stood out to me most was the lady name Tasha she was just a wonderful and honest person I ask a few questions and she was so honest with me and that goes along way in my book she was always so pleasant. We enjoyed our stay thank you guys for making that possible for us

Taneka

Hilton Grand Vacations Club Tuscany Village Orlando

International Drive District

10/10 Excellent

Shamone Lata'e

Rosen Centre Hotel

International Drive District

10/10 Excellent

Jennifer

A hotel with a large pool, multiple balconies, and palm trees.

Hilton Grand Vacations Club Parc Soleil Orlando

Orlando

10/10 Excellent

Oscar

Conrad Orlando at Evermore

Orlando

10/10 Excellent

Jiefeng

Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

10/10 Excellent

The staff was amazing and very friendly! They remembered me every time and were always genuinely kind. I thought the room was clean and organized! Very clean, along with the bathroom. The balcony was great and had a great view of the convention center which lit up at night! Even though it was by a busier road the noise was minimal and easy to tone out! What I can complain about though is we did get a call at 8:15 am the first morning we were there, my husband answered and was asleep. I was in...

Anonymous traveler

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Orlando

10/10 Excellent

Lisa

DoubleTree by Hilton Orlando Theme Park Resort

International Drive District

10/10 Excellent

Anabel

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

Mary

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

James

Arnold Palmer's Bay Hill Club & Lodge

Bay Hill

10/10 Excellent

I almost hate to write a great review because I want to keep Bay Hill as much of a secret as possible! The truth is that it is one of the most quaint and comfortable places to stay ANYWHERE. We have visited here many times in the past and will surely be back many more times. For this stay, my wife and I decided to alter our reservations upon arrival and stay here for a full week, which was a great decision. Bay Hill once again didn't disappoint us with the level of comfort and service far beyond...

Darcy2944

The Fold Hotels Orlando

Orlando

10/10 Excellent

Melissa

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

10/10 Excellent

Amy

Disney's Port Orleans Resort French Quarter

Lake Buena Vista

10/10 Excellent

louise

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Golden Oak

10/10 Excellent

Alex

Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Orlando

10/10 Excellent

Chennel

DoubleTree Suites by Hilton Orlando - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

kevin

Bay Lake Tower at Disney's Contemporary Resort

Bay Lake

10/10 Excellent

The Bay Lake Tower, like any other Disney resort on the property is expensive, especially compared to the local area. However, it is worth it after noticing the traffic in the parking lots. This particular resort is closest to the Magic Kingdom (10 minute walk or can walk to adjoined resort and hop the monorail). Facilities are clean and modern. Also, at night you can catch the Magic Kingdom's firework display from the connecting bridge between the two contemporary resorts on the fourth floor.

jeff

Frequently Asked Questions

What can I expect from a resort vacation in Maitland?

Longing for a relaxing escape? Treat yourself to all the comforts and luxuries of a resort, where you can find everything you want for your trip from tasty dining options to entertainment and shopping. There are 109 resort hotels in the surrounding area, giving you a variety of options that may have the amazing pool or shopping possibilities you're looking for.

What's a top resort for my stay in Maitland?

Our highest-rated resorts near Maitland: DoubleTree by Hilton Orlando Theme Park Resort - Family-friendly resort, 10-minute walk from Aquatica. 15.6 mi (25.2 km) from Maitland. Features 2 outdoor pools, 2 restaurants, and 3 bars. Popular for its pool. Hilton Orlando Buena Vista Palace - Disney Springs® Area - 19.6 mi (31.6 km) from Maitland. Has 2 outdoor pools, 6 restaurants, and 2 bars. Highly rated for its pool. Hilton Orlando Lake Buena Vista - Disney Springs® Area - Family-friendly resort. 19.8 mi (31.8 km) from Maitland. Highly rated for its great location. Enjoy the 2 outdoor pools, 3 restaurants, and 2 bars. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 19.6 mi (31.5 km) from Maitland. Amenities include 2 restaurants, 2 bars, and 2 hot tubs. Highly rated for its pool. Evermore Orlando Resort - Beach resort. 18.4 mi (29.6 km) from Maitland. Access to 3 outdoor pools, 11 restaurants, and a private beach.

What can I do in Maitland?

Travelers enjoy the shopping and other activities in Maitland, and also have good things to say about the dining options here. Experience the local theater scene at Enzian Theater, or discover the shopping possibilities at Village Plaza Shopping Center. You'll also find top attractions like Universal Studios Florida and Universal Orlando Resort in the area.

What's the seasonal weather like in Maitland?

The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Maitland are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.

What's the best way to get to and around Maitland?

Fly into Orlando Sanford Intl. Airport (SFB), which is located 12.5 mi (20.1 km) from the city center. Otherwise, you can search for flights to Orlando Intl. Airport (MCO), which is 14 mi (22.5 km) away. Head over to Maitland Station for metro transit.

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