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The Best, Genuine Boutique Hotel in Winter Park in 2026

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Orlando

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The Alfond Inn, Orlando

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Number of Rooms: 183
Guide Price: Between $300 & $500 per Night
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Address: 300 New England Avenue
Winter Park
Orlando
Florida
32789
Compare it with others in: Boutique Hotels For Families, Luxury Boutique Hotels, Pet Friendly Boutique Hotels, and Boutique Hotels with Pool
This art-forward Winter Park, Orlando boutique is still very much a Florida hotel, and much bigger than we’d usually go for. The architecture screams, ‘I was built after 2000, but don’t I look a little bit like an Italian Villa?’ And it does look a little like an Italian Villa, if they typically built villas for 150+ people in the middle of upscale mixed-use development projects. The mixed-use development is connected to Rollins College, created alongside the lovely Rollins Museum of Art. It’s a killer location for anyone who likes… > Read Our Full Review