Carey's Guidebook
Sightseeing
My number one favorite outing to recommend to guests. Take the trip at the beginning of your stay for the best introduction to the beauty and history of Winter Park.
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Scenic Boat Tour
312 E Morse BlvdMy number one favorite outing to recommend to guests. Take the trip at the beginning of your stay for the best introduction to the beauty and history of Winter Park.
Charming place for a stroll and a photo opp with the ancient cypress trees. In March you can’t miss the dozens of Great White Egrets that seasonally roost in the branches. A quiet in crowded place to bring a picnic lunch.
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Kraft Azalea Gardens
1365 Alabama DrCharming place for a stroll and a photo opp with the ancient cypress trees. In March you can’t miss the dozens of Great White Egrets that seasonally roost in the branches. A quiet in crowded place to bring a picnic lunch.
Fascinating little art museum and grounds. Make sure you walk across the street to explore some of its best Mayan architecture.
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Art & History Museums - Maitland
231 W Packwood AveFascinating little art museum and grounds. Make sure you walk across the street to explore some of its best Mayan architecture.
Nice shady place for a walk around the lake, plus a farmers market every Sunday morning.
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Lake Lily Park
701 Lake Lily DrNice shady place for a walk around the lake, plus a farmers market every Sunday morning.
Largest collection of Tiffany glass in the world and so much more. Can be seen in 2 or 3 hours and free on Friday nights.
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Charles Hosmer Morse Museum of American Art
445 N Park AveLargest collection of Tiffany glass in the world and so much more. Can be seen in 2 or 3 hours and free on Friday nights.
Food scene
Enjoy a glass of wine and a charred artichoke while sitting on an Adirondack chair overlooking the lake. Stroll through the herb garden and try to save room for the most incredible apple walnut cobbler you’ve ever tasted. Menu is a la carte and pricey, and there is often a wait, but the impeccable service and consistently perfect food makes it worth it. Don’t bother driving, it’s just a block away!
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Hillstone Restaurant
215 S Orlando AveEnjoy a glass of wine and a charred artichoke while sitting on an Adirondack chair overlooking the lake. Stroll through the herb garden and try to save room for the most incredible apple walnut cobbler you’ve ever tasted. Menu is a la carte and pricey, and there is often a wait, but the impeccable service and consistently perfect food makes it worth it. Don’t bother driving, it’s just a block away!
Walk the picture perfect grounds and time your meal with a docent led tour of the rotating art exhibits.
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Hamilton's Kitchen
300 E New England AveWalk the picture perfect grounds and time your meal with a docent led tour of the rotating art exhibits.
Great lunch special - for a dollar more, add a gorgeous side salad and a piece of baklava. Most meals come with shredded red cabbage, carrot, red onion and rice.
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Bosphorous Turkish Cuisine
108 S Park AveGreat lunch special - for a dollar more, add a gorgeous side salad and a piece of baklava. Most meals come with shredded red cabbage, carrot, red onion and rice.
Fabulous weekday happy hour with ‘rustic gourmet’ small plates and craft cocktails
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Luke's Kitchen and Bar
640 S Orlando AveFabulous weekday happy hour with ‘rustic gourmet’ small plates and craft cocktails
Neighborhoods
High end boutique shopping, reminiscent of a European streetscape. Across the street from beautiful Central Park, a rose garden and SunRail train station. You can’t find a bad meal. Croissant Gourmet is a stand out French bakery. Ten Thousand Villages wins most unique store. Pop in to Barnie’s for coffee.
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North Park Avenue
North Park AvenueHigh end boutique shopping, reminiscent of a European streetscape. Across the street from beautiful Central Park, a rose garden and SunRail train station. You can’t find a bad meal. Croissant Gourmet is a stand out French bakery. Ten Thousand Villages wins most unique store. Pop in to Barnie’s for coffee.
Artsy eclectic little neighborhood with great cafes and unique shops. Within a few blocks of Lake Eola in downtown Orlando, a great place for a sculpture filled walk and an optional swan paddle boat excursion.
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Thornton Park
Artsy eclectic little neighborhood with great cafes and unique shops. Within a few blocks of Lake Eola in downtown Orlando, a great place for a sculpture filled walk and an optional swan paddle boat excursion.