Hotels with a Gym in Winter Garden

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Hotels with a Gym 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 swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

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

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

$93

$105 total

includes taxes & fees

Oct 20 - Oct 21

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

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.

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

2. Home2 Suites By Hilton Winter Garden

Winter Garden

$118

$133 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

3. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$98

$110 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

Bay Lake

$88

$99 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern kitchen with stainless steel appliances, a dishwasher, and a dining area with a sofa and a TV.

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

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

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 pool area with lounge chairs, a fire pit, and a large pool.

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

Bay Lake

$110

$124 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

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

7. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

$114

$128 total

includes taxes & fees

Oct 4 - Oct 5

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 spacious lobby with a reception desk, wooden flooring, and modern chandeliers.

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

8. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

$94

$134 total

includes taxes & fees

Oct 7 - Oct 8

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

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

9. Upstay: Condo Near Disney w Games, Pool

Winter Garden

$81

$259 total

includes taxes & fees

Oct 4 - Oct 5

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

A couple walking past a surfboard and a 'Longboard Bar and Grill' sign.

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

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

10. The Grove Resort & Water Park Orlando

Winter Garden

$170

$246 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with a view of a forest, a table with chairs, and a ceiling fan.

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

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

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

Winter Garden

$78

$235 total

includes taxes & fees

Oct 26 - Oct 27

12. Upstay Condo Near Disney w Pool & Sauna

Winter Garden

$75

$252 total

includes taxes & fees

Oct 4 - Oct 5

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

13. Upstay: 3BR Family Condo w Pool & Sauna

Winter Garden

$81

$259 total

includes taxes & fees

Oct 4 - Oct 5

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.

14. Modern 3BR Resort Condo With Pool Near Disney

Winter Garden

$87

$266 total

includes taxes & fees

Oct 12 - Oct 13

15. Condo With Sauna, Games, Poolnear Disney

Winter Garden

$79

$257 total

includes taxes & fees

Oct 27 - Oct 28

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.

16. Upstay: Condo Near Disney w Pool, Sauna

Winter Garden

$89

$268 total

includes taxes & fees

Oct 18 - Oct 19

17. Upstay: Stylish 3BR Condo w Pationear Disney

Winter Garden

$60

$235 total

includes taxes & fees

Oct 4 - Oct 5

A spacious living area with a sofa, coffee table, and a view of the kitchen.

A modern kitchen with a dishwasher, a dining area with a table and chairs, and a view of the outside.

A hotel with a rooftop pool, surrounded by lush greenery and a view of the landscape.

18. Upstay Disney Pet Friendly Condo w Pool Spa Games

Winter Garden

$71

$225 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with a large bed, two bedside tables, a painting, and a view of the outdoors through a sliding glass door.

A bunk bed with a colorful mural of sea creatures on the wall behind it.

A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop. There are two bar stools under the counter.

19. Upstay - Large Condo Near Disney w Pool and Gym

Winter Garden

$78

$255 total

includes taxes & fees

Oct 4 - Oct 5

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

A bedroom with a bed, a dresser, a ceiling fan, and a TV on the wall.

A kitchen with granite countertops, stainless steel appliances, and white cabinetry.

A balcony with two black chairs and a table, a ceiling fan, and a view of greenery.

20. Upstay 3BR Condo w Pool & Patio Near Disney

Winter Garden

$83

$261 total

includes taxes & fees

Oct 27 - Oct 28

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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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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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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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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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