Find Boutique Hotels in Winter Park, FL

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Check availability on Winter Park Boutique Hotels

Top Winter Park Boutique Hotels

Exterior
The Alfond Inn

The Alfond Inn

4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1001)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
The Alfond Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Caribe Royale Orlando

Caribe Royale Orlando

10/10 Excellent
"Super clean room with quiet A/C"
Daniel 2-night trip
Posted 3 days ago
Caribe Royale Orlando

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Frequently asked questions

What's the best boutique-style hotel in Winter Park?
The Alfond Inn is a favorite hotel with Expedia travelers looking for a stylish stay, and features spa services and massages.
What's there to see and do in Winter Park?
The shopping and restaurants are just some of the things to enjoy while you're in the area. While you're out and about in Winter Park, popular attractions like Universal Studios Florida, Universal Orlando Resort, and Walt Disney World® Resort are worth a visit. You might also want to see well-known spots like Kia Center, Camping World Stadium, and Orlando International Premium Outlets during your trip.
What kind of weather should I plan for when I travel to Winter Park?
Getting an idea of what to expect from the weather in Winter Park is important when you plan your trip. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to my boutique hotel in Winter Park?
You have a few options for transportation to and around Winter Park. The nearest major airport is Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the heart of the city. If you want to explore the larger area, hop aboard a train at Winter Park Station.