Title: TOP Boutique Hotels in Winter Park, FL for 2026 |  Expedia.co.uk

[Winter Park Travel Guide](https://expedia.co.uk/Winter-Park.dx7902)[Hotels in Winter Park](https://expedia.co.uk/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Holiday Rentals in Winter Park](https://expedia.co.uk/Winter-Park-Holiday-Rentals.d7902.Travel-Guide-HolidayRentals)[Flights to Winter Park](https://expedia.co.uk/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winter-Park.d7902.Car-Hire-Guide)[Winter Park Holidays](https://expedia.co.uk/Winter-Park.d7902.Holidays-City-Breaks)

![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Winter Park Boutique Hotels

Tonight

[18 Jan - 19 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-01-18&endDate=2026-01-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[19 Jan - 20 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-01-19&endDate=2026-01-20&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=7902&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter Park boutique hotels

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/959a6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/93bcae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/fcdf7880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, dinner, brunch served; southern cuisine ](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/8c2ca910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Alfond Inn

[](https://www.expedia.co.uk/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information)

Winter Park

9.6/10

Exceptional

(1,003 reviews)

"Location was great, friendly staff, beautiful hotel."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

[](https://www.expedia.co.uk/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&regionId=7902&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true)

## Top Winter Park Hotel Reviews

![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg)

### Hyatt Regency Orlando

10/10 Excellent

"The woman at the check in counter was super friendly. The room was super clean. I stayed in tower Two and had one of my best nights of sleep I have ever had in a hotel. The bed was amazing and the bathroom was large and spacious. The lady that cleaned the room on my floor was so nice and kind and wished me a good morning. I was so impressed with everything "

[](https://expedia.co.uk/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information)

![Waldorf Astoria Orlando - An Official Walt Disney World® Hotel](https://images.trvl-media.com/lodging/3000000/2440000/2432800/2432727/0589fd64_y.jpg)

### Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent

"We took our two dogs here with us for an Orlando trip around Christmas. The hotel is so beautiful and the staff are so nice. There are designated places to walk your dog, and it was very easy and accommodating to have them with us. The golf course is gorgeous! We will be back. "

[](https://expedia.co.uk/Orlando-Hotels-Waldorf-Astoria-Orlando.h2432727.Hotel-Information)

## Frequently asked questions

### What's the best boutique hotel in Winter Park?

### What's there to see and do in Winter Park?

### What kind of weather should I plan for when I travel to Winter Park?

### What's the best way to get to my boutique hotel in Winter Park?

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