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

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Check availability on Winter Park Boutique Hotels

Our top choices for Winter Park boutique hotels

Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,002 reviews)
"Wonderful place !!!"
United States
Maria
The price is ฿9,037
฿11,187 total
includes taxes & fees
20 Jul - 21 Jul
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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent
"Went for a long weekend getaway with my 8 and 10 year old. Absolutely no complaints!! The grounds are very clean, the restaurants are great, you really don’t have to leave the property. Housekeeping accidentally took one of our towels on our last night. At checkout the front desk promised to look for it and mail it if it came up. The day after I arrived back home management called me and gave me a credit. Very nice gesture more importantly highlighting their exceptional customer service. Highly recommend!!"
Nishal 3-night trip
Posted 1 day 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 Kia Center, Universal Studios Florida and Universal Orlando Resort are worth a visit. You might also want to see well-known spots like Universal's Volcano Bay, Orange County Convention Center and Walt Disney World® Resort 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.