3 Star Hotels in Winter Garden

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3 Star Hotels in Winter Garden

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

A Marriott Fairfield hotel sign with a landscaped garden in front.

A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

A lobby with a central seating area, wooden ceiling, and patterned carpet.

1. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

$76

$85 total

includes taxes & fees

Oct 28 - Oct 29

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.

A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.

2. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

$82

$93 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with lounge chairs, a fire pit, and palm trees.

A restaurant with outdoor seating, a bar, and a fire feature.

A hotel room with a desk, chair, and bed.

3. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

$78

$88 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor patio with round tables and chairs, a red umbrella, and a grill.

A swimming pool with lounge chairs and a view of a building in the background.

A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".

A hotel room with a kitchenette, a sofa, a desk, and a dining area.

4. Home2 Suites By Hilton Winter Garden

Winter Garden

$122

$138 total

includes taxes & fees

Oct 18 - Oct 19

A lounge area with a fire feature, wicker furniture, and a bar in the background.

A restaurant with outdoor seating, a fire feature, and a bar area.

A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

5. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

$87

$98 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.

A restaurant with a bar area, seating, and a view of greenery outside.

A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.

6. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$98

$110 total

includes taxes & fees

Oct 25 - Oct 26

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

An outdoor patio with a barbecue grill, dining area, and umbrella.

A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.

A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

7. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$114

$128 total

includes taxes & fees

Oct 26 - Oct 27

A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

A kitchen with white cabinets, a stainless steel stove, and a window with a view of greenery.

A porch with a white railing, a blue door, and a potted plant.

A living room with a sofa, coffee table, and a lamp. There are two paintings on the wall and a plant on the coffee table.

8. Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

$199

$499 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with a brick deck, surrounded by tall trees and lounge chairs.

A hotel with a sign labeled 'PALISADES,' surrounded by lush greenery and palm trees.

A modern kitchen with white cabinets, stainless steel appliances, granite countertops, and a built-in oven.

A bedroom with a bed, nightstand, wall art, ceiling fan, and a mirror.

9. Upstay Large Family Condo w Pool, Sauna

Winter Garden

$60

$235 total

includes taxes & fees

Oct 14 - Oct 15

A dining area with a table set for four, a sofa in the background, and a kitchen area with a dishwasher.

A spacious living room with a large TV, comfortable seating, and a balcony with a view.

10. Upstay: Condo Near Disney w Games, Pool

Winter Garden

$69

$245 total

includes taxes & fees

Oct 18 - Oct 19

11. Upstay Condo Near Disney w Pool & Sauna

Winter Garden

$82

$260 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

A multi-story hotel with a brick pathway leading to the entrance, surrounded by palm trees and greenery.

A bedroom with a large bed, a bathroom with a bathtub, and a balcony with a view.

12. Near Disney - Family Condo w Pool, Games, and More

Winter Garden

$74

$251 total

includes taxes & fees

Oct 18 - Oct 19

A bedroom with a bed, a large window, a ceiling fan, and a bathroom with a bathtub and a framed picture on the wall.

13. Upstay Modern Condo w Pool10 Minutes to Disney

Winter Garden

$69

$245 total

includes taxes & fees

Oct 18 - Oct 19

A balcony with a ceiling fan, a chair, a small table, and a potted plant.

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

14. Upstay - Condo w Pool - Near Disney!

Winter Garden

$69

$245 total

includes taxes & fees

Oct 13 - Oct 14

15. Condo With Sauna, Games, Poolnear Disney

Winter Garden

$77

$254 total

includes taxes & fees

Nov 4 - Nov 5

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

A modern hotel with a central pool area featuring a red boat and palm trees.

A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.

A resort pool area with a winding pool design, lounge chairs, and palm trees.

16. Kompose Boutique Resort at Theme Parks

Kissimmee

$29

$77 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with a bed, a nightstand, a lamp, a sofa, and a framed picture on the wall.

A modern hotel with a covered entrance, a landscaped driveway, and a clear sky.

A beverage refrigerator stocked with various drinks and a shelf with snacks and chips.

17. Hyatt Place Lake Mary/Orlando North

Lake Mary

$93

$107 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel with a red carpet leading to the entrance, a wooden walkway, and a clear view of the building's facade.

A reception desk with a wooden backdrop and a green wall display.

A modern hotel with a flat facade, large windows, and a parking lot.

A modern hotel room with a large bed, a blue sofa, a small round table, and a large window offering a view of trees.

18. EVEN Hotel Orlando International Airport by IHG

Airport North

$101

$114 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a stone fireplace, a sofa, a coffee table, and a lamp.

A refrigerated beverage display and shelves stocked with snacks and beverages.

A hotel room with a wooden desk, a flat-screen TV, a lamp, a chair, a small cabinet, and a trash bin.

A modern hotel dining area with multiple tables and chairs, a central bar area, and a kitchen in the background.

19. Fairfield Inn By Marriott Orlando Airport

Airport North

$101

$114 total

includes taxes & fees

Oct 18 - Oct 19

A breakfast bar with a coffee machine, a waffle display, and a glass display case with pastries.

A hotel lobby with a reception desk, seating area, and a mural of a cityscape.

A hotel room with a sectional sofa, a small table, a desk with a chair, a standing lamp, and a large window with patterned curtains.

A hotel room with a bed, a desk, a chair, a sofa, and a large window with curtains.

20. La Quinta Inn & Suites by Wyndham Orlando Lake Mary

Lake Mary

$79

$90 total

includes taxes & fees

Oct 19 - Oct 20

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Top neighborhoods in Winter Garden

A tree-lined sidewalk with parked cars and a clear sky.

A street lined with large trees and historic brick buildings, including a 'Local' sign.

A bakery interior with a display case, shelves with jars, and a counter with a menu board.

A café with a variety of food items and beverages on display, including boxes of snacks and bottles of wine.

A bar with a polished floor, metal chairs, and a brick wall with a TV.

Downtown Winter Garden

Plant Street bursts with small-town charm in Downtown Winter Garden. The restored 1935 Garden Theatre anchors the brick-lined pedestrian zone where locals and visitors stroll past historic storefronts. Hop on the West Orange Trail for a scenic bike ride or browse the weekly farmers market for fresh Florida citrus and artisanal goods. Farm-to-table restaurants with outdoor seating line the main drag, while boutique bed & breakfasts offer cozy accommodations in restored buildings. The pedestrian-friendly layout means you can park once and explore everything on foot, from antique shops to the Central Florida Railroad Museum.

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A city skyline at dusk with illuminated buildings reflecting on a calm body of water.

Horizon West

Winter Garden's Horizon West neighborhood has a host of places to visit such as Walt Disney World® Resort and Orange County National Golf Club.

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A sunset over a body of water with silhouetted land in the distance and tall grasses in the foreground.

Vista del Lago

Vista del Lago is a peaceful retreat just minutes from Orlando's major attractions. Vacation homes with private pools and resort amenities offer the perfect landing spot after action-packed theme park days. Disney's Animal Kingdom and Magic Kingdom are just a short drive away, while community pools provide refreshing breaks between adventures. Dining options require a quick drive to nearby Championsgate or Disney Springs, where choices range from casual to upscale. Most travelers appreciate having rental cars to navigate between the quiet neighborhood and Orlando's entertainment districts. Many vacation rentals feature full kitchens and game rooms, creating the ideal home base for family theme park trips.

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A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.

A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

Oakland

Oakland's historic charm lives on through preserved Victorian homes and oak-canopied streets. Wander downtown to discover the 1889 Healthy House Museum and local artisan shops. The 128-acre Oakland Nature Preserve invites you to explore cypress wetlands and spot some of the 200+ bird species that call Lake Apopka home. Southern comfort food dominates the dining scene with most spots closing early. The area is best explored by car, though downtown remains pleasantly walkable. Cozy bed and breakfasts in historic homes offer an intimate alternative to Orlando's bustling tourist accommodations just 15 minutes away.

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Killarney

Killarney offers a peaceful retreat from Orlando's tourist bustle while keeping adventure within reach. The Oakland Nature Preserve invites you to explore scenic trails while the nearby West Orange Trail is perfect for morning bike rides. Lake Apopka provides a serene backdrop for fishing or simply watching the sunset paint the Florida sky. When you're ready for more action, Winter Garden's charming downtown is just minutes away. Accommodation options include budget-friendly extended-stay hotels and vacation homes with pools and kitchenettes. A car is essential for getting around, though rideshare services are readily available. The quiet suburban streets make evening strolls pleasant after busy days exploring nearby attractions.

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Top landmarks in Winter Garden

Flamingo Crossings Town Center

8.6/10 (131 reviews)

If you want to give your credit card some exercise, head out to Flamingo Crossings Town Center in Bay Lake.

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Disney's Palm Golf Course

8.4/10 (457 reviews)

You might want to practice your swing at Disney's Palm Golf Course, a golf course located 11.2 mi (18.1 km) from central Winter Garden. If Disney's Palm Golf Course doesn't quite scratch your golfing itch, Grand Cypress Golf Club, and Orange Lake Golf are also nearby.

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Orange County National Golf Club

8.4/10 (647 reviews)

You might want to play some rounds at Orange County National Golf Club, located 8.9 mi (14.4 km) from central Winter Garden. If Orange County National Golf Club doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Disney's Magnolia Golf Course are also nearby.

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Disney's Magnolia Golf Course

8.4/10 (552 reviews)

You might want to play some rounds at Disney's Magnolia Golf Course, located 11.1 mi (17.9 km) from central Winter Garden. If Disney's Magnolia Golf Course doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Orange Lake Golf are also nearby.

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Surfari Water Park

9.0/10 (2,086 reviews)

If thrills are what you're after, head to Surfari Water Park, located 2.3 mi (3.8 km) from central Four Corners. If you have fun at Surfari Water Park, you'll love Disney's Animal Kingdom® Theme Park and Island H2O Live!, both located nearby.

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West Orange Trail

8.4/10 (337 reviews)

Downtown Winter Garden is home to West Orange Trail, so why not stop by during your stay in Winter Garden. Winter Garden has lots of other activities such as Camping World Stadium and Kia Center.

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Garden Theatre

8.4/10 (219 reviews)

If you want to see a show while you're in town, try and grab some tickets at Garden Theatre in Downtown Winter Garden. If you want to experience more of the culture Winter Garden has to offer, head to Winter Garden Heritage Museum, West Orange Trail, and AdventHealth Winter Garden.

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Disney's Oak Trail Golf Course

8.4/10 (377 reviews)

You might want to play some rounds at Disney's Oak Trail Golf Course, located 11.2 mi (18 km) from central Winter Garden. If Disney's Oak Trail Golf Course doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Orange Lake Golf are also nearby.

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