A wooden pier extending over calm water, reflecting a sunset sky.

Cheap Hotels in Winter Garden

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Cheap 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 hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.

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

$89

$100 total

includes taxes & fees

Sep 29 - Sep 30

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

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

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.

2. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$90

$101 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

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

Bay Lake

$95

$107 total

includes taxes & fees

Oct 4 - Oct 5

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.

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

Bay Lake

$101

$114 total

includes taxes & fees

Sep 30 - Oct 1

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

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.'

A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.

5. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$130

$147 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

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

6. Home2 Suites By Hilton Winter Garden

Winter Garden

$114

$128 total

includes taxes & fees

Sep 23 - Sep 24

A bar area with a long counter, multiple chairs, and a variety of bottles.

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

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

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

Bay Lake

$86

$96 total

includes taxes & fees

Sep 28 - Sep 29

A reception desk at Orange County National Golf Center and Lodge with a 'Welcome' sign, a plant, and a 'germ' sanitizer dispenser.

A golf course with a pond, green grass, and a flag.

A bar area with multiple TVs, wooden flooring, and bar stools.

8. Orange County National Lodge

Horizon West

$125

$141 total

includes taxes & fees

Sep 16 - Sep 17

A resort with a large pool, water slides, palm trees, and beach umbrellas.

A modern lobby with a reception desk, seating area, and a bar.

A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.

A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

9. The Grove Resort & Water Park Orlando

Winter Garden

$187

$266 total

includes taxes & fees

Sep 19 - Sep 20

A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.

A modern living room with a teal accent wall, a sofa, ottomans, a dining area with white chairs, and a balcony with a view.

A hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.

A modern living room with a sofa, ottoman, and a TV on a stand.

10. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

$94

$134 total

includes taxes & fees

Sep 22 - Sep 23

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

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.

A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

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

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

Winter Garden

$199

$499 total

includes taxes & fees

Sep 20 - Sep 21

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

A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.

A bathroom with two sinks, a large mirror, and a vanity with a light fixture.

12. Upstay: Condo Near Disney w Pool, Sauna

Winter Garden

$69

$245 total

includes taxes & fees

Sep 21 - Sep 22

A modern living room with a sofa, coffee table, and a ceiling fan.

An aerial view of a resort with a large central pool, multiple lounge areas, and surrounding greenery.

A modern living room with a sofa, two small tables, a ceiling fan, a TV, and a balcony with outdoor furniture.

13. Upstay 3BR Condo w Pool Patio Near Disney

Winter Garden

$69

$253 total

includes taxes & fees

Sep 21 - Sep 22

A spacious living room with a sofa, a coffee table, and a TV. There is a balcony with a view of trees and buildings.

A spacious lobby with a high ceiling, large windows, and a mix of seating areas including sofas and tables.

14. Upstay Family-friendly Condo w Pool Near Disney

Winter Garden

A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.

A dining area with a round table set for four, surrounded by wicker chairs.

A spacious living room with a grey sofa, a coffee table, and a large plant. There is a balcony with outdoor furniture and a TV mounted on the wall.

15. Upstay - Modern Family Apartment w Pool Hot Tub

Winter Garden

$95

$251 total

includes taxes & fees

Oct 6 - Oct 7

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

16. Modern 3BR Resort Condo With Pool Near Disney

Winter Garden

$70

$246 total

includes taxes & fees

Sep 21 - Sep 22

A balcony with a view of a green landscape, a table with chairs, and a railing.

17. Upstay - Condo Near Disney w Pool Hot tub Sauna

Winter Garden

$75

$232 total

includes taxes & fees

Sep 21 - Sep 22

18. Upstay Condo Near Disney w Pool & Sauna

Winter Garden

$69

$245 total

includes taxes & fees

Sep 16 - Sep 17

A gym with exercise equipment, large windows, and a view of greenery.

An aerial view of a resort with a large, irregularly shaped pool surrounded by lounge chairs and umbrellas, set against a backdrop of palm trees and a multi-story building.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a green accent wall.

19. Modern 3BR Condo Near Disney- Pool and Hot Tub

Winter Garden

$75

$232 total

includes taxes & fees

Oct 6 - Oct 7

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

Winter Garden

$91

$270 total

includes taxes & fees

Sep 29 - Sep 30

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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, Orange Lake Golf, and Disney's Lake Buena Vista Golf Course 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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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 County National Golf Club are also nearby.

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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 West Orange Trail, Resurrection Catholic Church, and AdventHealth Winter Garden.

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Frequently Asked Questions

What are the best cheap hotels in Winter Garden?

For a cheap hotel in Winter Garden with glowing reviews, consider The Grove Resort & Water Park Orlando, which features free WiFi, free water-park access and 6 outdoor pools. You can also look at Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center or Home2 Suites by Hilton Orlando at Flamingo Crossings.

What are the best cheap things to do in Winter Garden?

Sightseeing doesn't mean you have to blow the budget. For some things to do in Winter Garden, enjoy the outdoors at Lake Louisa State Park or Lake Butler. Be certain to include a visit to West Orange Trail.