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

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Check availability on Winter Park Boutique Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Winter Park boutique hotels

1. The Alfond Inn

The Alfond Inn
Winter Park
United States
Jorge Felix
£205
includes taxes & fees
3 Sept - 4 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
"The resort is excellent for all types of travellers. We were travelling with our 12 year old daughter on her first international trip. The room was comfortable, spacious and allowed for her to have her own space in the living room area when she needed to relax. The arcade, pool, restaurants, Starbucks, trails and gym were incredible. The hotel’s location is perfectly central to the theme parks, restaurants and shopping in Orlando."
Genevieve 3-night trip
Posted 10 hours ago
Caribe Royale Orlando, WorldHotels Elite

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.

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