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City · #128 of the Top 500

Orlando

Florida

A lake-dotted Central Florida city whose name the world knows for the theme parks built on the orange groves to its southwest. Around them sits an older place: a downtown fountain on Lake Eola, a railroad depot from 1889, brick-lined Winter Park, and cold blue springs to the north where the manatees winter.

5 challenges · 25 stops

Fountain, courthouse, depot crestSTARTER

Fountain, courthouse, depot

≈ 1,700 steps0.8 mi · about 1.5 hoursStarter · 3 stops · 500 credStart where you live.

Three stops on foot across downtown: the fountain in the middle of Lake Eola, the 1927 courthouse on Heritage Square and the Victorian railroad depot on Church Street. About a mile of sidewalk, ninety minutes, and nothing to pay.

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Outside the gates crestSTANDARD

Outside the gates

≈ 2,000 steps + 12 mi by car0.9 mi on foot · about 4 hoursStandard · 4 stops · 600 credOne trip earns it.

Four stops on the free side of the resort corridor: the spinning globe at Universal, the 400-foot wheel and the upside-down building on International Drive, and the balloon over Disney Springs. No park ticket needed anywhere; you will want a car or a ride between them. Half a day, best into the evening.

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Winter Park, the chapel to the lake crestSTANDARD

Winter Park, the chapel to the lake

≈ 5,500 steps2.5 mi · about 3 hoursStandard · 4 stops · 600 credOne trip earns it.

Four stops through Winter Park, from the station on Central Park to a college chapel, a Spanish farmhouse saved from demolition and a stone arch on the shore of Lake Maitland. About three miles on shaded streets, SunRail from downtown to start. Half a day at a slow pace.

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Four parks, one day crestADVANCED

Four parks, one day

≈ 1,600 steps + 9.5 mi by car0.8 mi on foot · a full day · + the walk in to 1 stop · + 2 stretches not routedAdvanced · 6 stops · 800 credGetting there is not the hard part.

Six landmarks across all four Walt Disney World theme parks in a single day, from the Tree of Life at opening to the castle after dark. Every leg is behind a park gate: you need a one-day ticket with the Park Hopper option, and buses, the Skyliner and the monorail carry you between parks. A full, long day.

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Springs to the Singing Tower crestADVANCED

Springs to the Singing Tower

157 mi by car1 day or moreAdvanced II · 8 stops · 800 credGetting there is not the hard part.

Two days by car across Central Florida. Day one runs north to three cold springs and a lighthouse on Lake Dora; day two runs south through Celebration and Kissimmee to the ridge at Lake Wales, a hill that seems to roll you uphill and a carillon tower. Three legs charge an entry fee; arrive at the springs early.

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Counted between stops; you'll walk more at each one.

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