Find Boutique Hotels in Winter Park, FL

Check availability on Winter Park Boutique Hotels

Compare Winter Park Boutique Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1002)
"One of the most beautiful locations in the greater Orlando area "
The price is SAR 1,122
SAR 1,346 total
includes taxes & fees
17 Mar - 18 Mar
The Alfond Inn

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (940)
"Staying in Winter Park on Park Ave is a defined treat for adults. Lodging with Park Plaza Hotel was fun but the rooms needs updating in the bathrooms - old shower heads, non-enviromental toiletries, toilets that are pulling away from the walls, all speak to a refresh for the price. It's charm is there - the staff is lovely, the elevator speaks of a different time and shouldn't be changed. It's a time-capsuled treat without luxury. "
The price is SAR 566
SAR 636 total
includes taxes & fees
31 Mar - 1 Apr
Park Plaza Hotel
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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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 Kia Center, Universal Studios Florida, and Universal Orlando Resort are worth a visit. You might also want to see well-known spots like Aquatica, Walt Disney World® Resort, 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.