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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 7 B&B in Winter Park with updated reviews, rates, and availability.

The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Excellent property. One of my favorite boutique hotels on the planet."
The price is AED 1,098
AED 1,318 total
includes taxes & fees
13 Apr - 14 Apr
The Alfond Inn
Hilton Garden Inn Winter Park
Lobby

Hilton Garden Inn Winter Park

3.0 star property
9.2 out of 10, Wonderful, (495)
"Clean, easy and conveniently located near shops, restaurants and downtown area."
The price is AED 687
AED 777 total
includes taxes & fees
13 Apr - 14 Apr
Hilton Garden Inn Winter Park
Park Plaza Hotel
Front of property

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (956)
"Historic, quaint and comfortable in the heart of Winter Park!"
The price is AED 554
AED 623 total
includes taxes & fees
23 Apr - 24 Apr
Park Plaza Hotel
SpringHill Suites by Marriott Winter Park
Exterior

SpringHill Suites by Marriott Winter Park

2.5 star property
9.0 out of 10, Wonderful, (258)
"Love the Springhill Suites because I can always count on them being clean, love the breakfast and love the modern rooms. Always look for these first. "
The price is AED 731
AED 831 total
includes taxes & fees
13 Apr - 14 Apr
SpringHill Suites by Marriott Winter Park
Private Poolside Guest House In Winter Park/Orlando
A heated pool

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very Good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
gorgeous property at winter park -131
Exclusive Apartment, Non Smoking, Ocean View | Private kitchen

gorgeous property at winter park -131

2.0 star property
gorgeous property at winter park -131
gorgeous property at winter park -118
Family Apartment, 3 Bedrooms, Non Smoking | Living area

gorgeous property at winter park -118

2.0 star property
gorgeous property at winter park -118
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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Other property types in Winter Park

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8543)
"Very nice, would definitely stay again"
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (1006)
"Nice size rooms just a lil outdated compared to the pictures I seen on the website"
The price is AED 292
AED 329 total
includes taxes & fees
6 May - 7 May
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1862)
"The property/our room was clean. Tue ENTIRE staff we communicated with were all so friendly and helpful. I unfortunately didn’t get everyone’s names but I did communicate with with a Sebastian. Super nice people. "
The price is AED 639
AED 814 total
includes taxes & fees
3 May - 4 May
Florida Hotel & Conference Center in the Florida Mall
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.

Frequently asked questions

Searching for B&Bs in Winter Park?
If you want to find a place to stay with fewer rooms than a hotel and an intimate environment, a bed and breakfast may be the perfect thing for your trip to Winter Park. If museums are at the top of your list when you venture out to explore Winter Park, Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens are worth a stop.
How do you know if a B&B is a good option for you?
With attentive service, opportunities to interact with the owner, and tasty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Winter Park?
Here are some well-liked B&Bs in the area: Edgewater Hotel: 15 rooms. 15.2 mi (24.4 km) from the heart of Winter Park. Enjoy the free cooked breakfast and deli. The Tiny Cottage in The Springs: 2 rooms. 5.3 mi (8.6 km) from the downtown core. Enjoy the unique décor and fireplace in the lobby. Student room near UCF. 1200/month or 75+ site fees.: 6.5 mi (10.5 km) from the heart of downtown. Oakland Manor House: 5 rooms. Located 17.7 mi (28.5 km) from the core of Winter Park.
When is the best time to book my B&B in Winter Park?
When you’re planning your escape to Winter Park, be sure to take into account the year-round temperatures. 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 is there to do in Winter Park?
Travelers enjoy Winter Park for its restaurants and shopping. If cultural attractions are high on your list, Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens are spots to check out. You might put Winter Park Village and Morse Museum of American Art on your list if you want to see more of the area.
How can I get to and around Winter Park?
Mapping out your trip in and around Winter Park is easy with these transportation options. Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) away from the heart of the city. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. If you’d like to explore around the area, you may want a rental car for your journey.