A two-story house with a balcony, surrounded by lush greenery and trees.

Winter Park Hotel Guide - Boutique Hotels in Winter Park, Orlando

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Check availability on Winter Park Boutique Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Winter Park boutique hotels

1. The Alfond Inn

The Alfond Inn
Winter Park
United States
Elliott
€259
includes taxes & fees
31 Aug - 1 Sept
The Alfond Inn
View all properties

Top Winter Park Hotel Reviews

Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent
"We had connecting rooms and they were spacious, clean and fresh towels daily. Property amenities like the restaurant, pool, mini games room were a great hit for our family. The proximity to the Disney parks were about 10 mins by uber. Will definitely be booking here again whenever we come to Disney."
Nelia 5-night trip
Posted 11 hours ago
Caribe Royale Orlando, WorldHotels Elite
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent
"If I could give this resort a 6/5, I would. Every staff member was so incredibly kind. We enjoyed our room, loved the pool. The food was exceptional! We will be back and cannot wait to stay here again!"
Rachel 1-night trip
Posted 21 hours ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Frequently asked questions

What's the best boutique hotel in Winter Park?
The Alfond Inn is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 outdoor pools and spa services.
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 Universal's Volcano Bay are worth a visit. You might also want to see well-known spots like Orange County Convention Center, Walt Disney World® Resort and Kia Center during your trip.
What kind of weather should I plan for when I travel to Winter Park?
Having a good idea of the weather in Winter Park is important when planning your trip. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.
What's the best way to get to my boutique hotel in Winter Park?
You have a few options for getting to Winter Park. The nearest major airport is Orlando International Airport (MCO), which is located 11.8 mi (19 km) from the heart of the city. To see more of the larger area, take a train from Winter Park Station.