West Orange Trail

City / town · Florida

Winter Garden

West Orange Trail

Best timeOct–Apr
From you
Nearest airportMCO · 19 mi
On this page

Overview

Winter Garden is a small town in Orange County, Florida, located just west of Orlando. It is a quickly expanding community that is becoming a hub for shopping and is also home to the West Orange Trail. It is known for being an upscale suburb of Orlando and is frequented by locals for its attractive downtown area on Plant Street.

5 sights · 2 things to do · 4 places to eat · 1 bars & cafés

Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage

Best things about Winter Garden

Winter Garden Heritage Foundation

Central Florida Railroad Museum

Shares the history of railroading in Central Florida through photos, exhibits, maps, signage, charts, historic railroad artifacts and more. The last room, the Ken Murdock Gallery, is only open on Saturdays.

Lake Apopka

The state's fourth largest lake, Lake Apopka is 12 mi long and 10 mi wide. It is a part of the St. Johns watershed. The lake was known in the mid-20th century for its bass and was a popular destination for anglers. Howev…

West Orange Trail

West Orange Trail

A 22-mile (35 km) paved trail going from Killarney, passing through Downtown Winter Garden, up to Apopka.

History Research & Education Center

Winter Garden Heritage Museum

A small museum with several exhibits about the history of Winter Garden and the surrounding county.

Plan your trip

Best time to visit & weather

Most comfortable: Oct–Apr. Summer highs reach about 92°F; winter lows dip to about 50°F. Very hot (Jun, Jul, Aug, Sep) — plan outdoor time for mornings. Wettest: Jun and Aug. (climate data from nearby Orlando)

Jan: 2.5 in rain2.5"Jan: high 72°F, low 50°F72°50°JanFeb: 2.0 in rain2"Feb: high 75°F, low 52°F75°52°FebMar: 3.0 in rain3"Mar: high 79°F, low 56°F79°56°MarApr: 2.6 in rain2.6"Apr: high 84°F, low 61°F84°61°AprMay: 4.0 in rain4"May: high 88°F, low 66°F88°66°MayJun: 8.1 in rain8.1"Jun: high 91°F, low 72°F91°72°JunJul: 7.5 in rain7.5"Jul: high 92°F, low 73°F92°73°JulAug: 7.7 in rain7.7"Aug: high 92°F, low 74°F92°74°AugSep: 6.4 in rain6.4"Sep: high 90°F, low 72°F90°72°SepOct: 3.5 in rain3.5"Oct: high 85°F, low 66°F85°66°OctNov: 1.8 in rain1.8"Nov: high 78°F, low 58°F78°58°NovDec: 2.5 in rain2.5"Dec: high 74°F, low 53°F74°53°Dec

Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).

Getting there

  • From you: to see whether to drive or fly, and how long it takes.
  • MCO Orlando International Airport, Orlando — 19 mi away (major hub). Directions
  • SFB Orlando Sanford International Airport, Orlando — 26 mi away (major hub). Directions

Winter Garden, like most of Central Florida, is served primarily by the Orlando International Airport (MCO).

Full “Get in” guide ↓

Budget & where to stay

No prices are listed for this place yet. See the Sleep guide ↓ for options.

Sample 2-day itinerary

Day 1

  • Morning Winter Garden Heritage Foundation, Central Florida Railroad Museum, Winter Garden Heritage Museum
  • Lunch Mooncricket Grille
  • Afternoon History Research & Education Center, West Orange Trail
  • Dinner Chef's Table Restaurant
  • Evening Crooked Can Brewing Co

Day 2

  • Morning Lake Apopka
  • Lunch Plant Street Market
  • Afternoon Oakland Nature Preserve
  • Dinner Urban on Plant

Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.

Food for you

Cuisine (tap to filter)

What to ask about, for your diet

    Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder

    Photos

    West Orange TrailWinter Garden

    Map

    Every listing with a location. Tap a pin for its Google Maps link.

    Understand

    The town is on the shore of Lake Apopka, one of several large lakes surrounding Greater Orlando. To the east of Winter Garden are the inner suburbs of Orlando, as the town is on the eastern fringes of the metropolitan area, the center of which is 14 mi away. Winter Garden was founded by Henry Harrel in 1857, and was called "Beulah" before receiving its current name. In 2019 its population was 46,000.

    Get in

    By plane

    Winter Garden, like most of Central Florida, is served primarily by the Orlando International Airport (MCO).

    By car

    The easiest way to get to Winter Garden from the Airport is the highway. Winter Garden is located next to two highways: Florida's Turnpike and SR 429. There is a network of Orlando highways in a somewhat grid-like pattern on which Winter Garden is a part.

    By bus

    lists the intercity bus companies serving the Orlando Metropolitan area from all parts of the state. The Winter Garden Bus stop in front of the Winter Garden Regional Shopping Center serves as the transfer point between LakeXpress (Lake County) and Lynx Bus (Orange County):

    Go Lynx

    Lynx operates public transportation for the Greater Orlando Metropolitan area in Orange, Osceola, and Seminole Counties:

    📍 (first/last stop) Winter Garden Shopping CenterSR-50 & Park Ave💲 $2/trip, $4.50/day pass☎ +1 407 244-0808Checked Jun 2023
    MapsWebsite

    * Link 25 Goes by the Greyhound Bus Station on 555 S John Young Pkwy. Passengers transfer between the 105 and the 25 bus along W Colonial Dr (SR-50) between Ferguson Dr and John Young Pkwy. * Link 105 runs hourly from Orlando Lynx Central Station in downtown Orlando to W Colonial Dr (SR-50) & Park Ave at Winter Garden Shopping Center via West Oaks Mall. The route begins/ends at the Winter Garden Shopping Center at W Colonial (SR-50) and Park Ave. * Link 812 NeighborLink (shuttle). Door to door service from Winter Garden Shopping Center, appointment required. Lynx does not operate cross-county services to Lake County in the west from Winter Garden.

    Go LakeXpress 50 (Lake County Transit)

    Bus 50 continues west from Winter Garden Shopping Center towards Mascotte via Clermont in Lake County on FL-Hwy 50.

    📍 (first/last stop) SR-50 in front of Winter Garden Shopping Center💲 $1 for One-Way Fare, $3 for Day Pass☎ +1 352 323-5733⚠ Last checked Jun 2017 — confirm before you go
    MapsWebsite

    Get around

    Downtown is small enough to walk around.

    See

    See Winter Garden Heritage Foundation

    ☎ +1 407 656-3244⚠ Last checked Jun 2021 — confirm before you go
    MapsWebsite

    See History Research & Education Center

    📍 21 E Plant St🕒 Thu-Fri 11AM–3PM☎ +1 407 656-3244⚠ Last checked Jun 2021 — confirm before you go
    Maps

    See Winter Garden Heritage Museum

    A small museum with several exhibits about the history of Winter Garden and the surrounding county.

    📍 1 N Main St🕒 Tue-Sat 11AM–3PM💲 free☎ +1 407 656-3244Checked Jun 2023
    Maps

    See Central Florida Railroad Museum

    Shares the history of railroading in Central Florida through photos, exhibits, maps, signage, charts, historic railroad artifacts and more. The last room, the Ken Murdock Gallery, is only open on Saturdays.

    📍 101 South Boyd St🕒 Tue-Sat 11AM–3PM💲 free☎ +1 407 656-0559Checked Jun 2023
    MapsWebsite

    See Lake Apopka

    The state's fourth largest lake, Lake Apopka is 12 mi long and 10 mi wide. It is a part of the St. Johns watershed. The lake was known in the mid-20th century for its bass and was a popular destination for anglers. However, human activities, including the construction of a levee in 1941 and the introduction of pesticides to the lake in 1980, caused significant damage to the local environment. During the 1990s work began to reverse this environmental damage, and by 2010 the condition of the lake had improved substantially. In 2014 a hiking trail near the lake was opened to the public.

    ⚠ Last checked Jun 2021 — confirm before you go
    Maps

    Do

    West Orange Trail

    Do West Orange Trail

    A 22-mile (35 km) paved trail going from Killarney, passing through Downtown Winter Garden, up to Apopka.

    MapsWebsite

    Do Oakland Nature Preserve

    📍 747 Machete Tr☎ +1 407-905-0054⚠ Last checked Jun 2021 — confirm before you go
    MapsWebsite

    Buy

    Shop Winter Garden Farmers Market

    Award-winning farmers market that operates weekly year-round.

    📍 Winter Garden Pavillion @ 104 S Lakeview AveS Lakeview Ave & Tremaine St in downtown🕒 Sat 8AM-1PM☎ +1 407 656-4111Checked Jun 2023
    MapsWebsite

    Shop Winter Garden Regional Shopping Center

    Aldi Food Market, Anytime Fitness, Harbor Freight Tools, Dollar General, Pet Supermarket, Regional Bank, Gochi's Japanese, Kitchen, Little Caesars Pizza, Regino Bike Co, Servando Mexican Restaurant, Captain D's, etc etc.

    📍 14001-14221 W Colonial Dr (SR-50)W Colonial Dr & Park AveChecked Aug 2023
    Maps

    Shop Winter Garden Village

    An outdoor shopping center containing numerous department stores and restaurants.

    📍 3041 Daniels RdChecked Jun 2025
    MapsWebsite

    Eat

    Eat Plant Street Market

    Local indoor artisan market with a variety of food vendors.

    📍 426 W Plant StPlant St & Central Ave, west of downtown core🕒 Mon-Sat 10AM-7PM, Sun 10AM-6PMChecked Jun 2023
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Drink

    Drink Crooked Can Brewing Co

    Bar / Café
    📍 426 W Plant StSouth end of the Market Street Market Building towards Smith St🕒 Sun-Thu 11AM-11PM, Fri-Sat 11AM-midnight☎ +1 407 395-9520Checked Jun 2023
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

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