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Find Hotels in Winter Park, FL

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Winter Park hotels and places to stay

Mid Century Luxury, 1 Block From Park Ave
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1.74 mi from city center
5/5Exceptional! (11 reviews)
The apartment was wonderful. Clean and nicely decorated. Excellent location one block off Park Ave

"A great property that is nicely decorated and well maintained."…"

Reviewed on Dec 3, 2019

Mid Century Luxury, 1 Block From Park Ave
Mid Century Luxury, 1 Block From Park Ave
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1.74 mi from city center
4.9/5Exceptional! (16 reviews)
Perfect! Will be back!

"Michael couldn’t have been a better host. Great communication, easy check in and out, perfect location, impeccably clean."…"

Reviewed on Mar 26, 2020

Mid Century Luxury, 1 Block From Park Ave
Cute Guest House In Winter Park Minutes From Downtown in Car
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3.31 mi from city center
4.6/5Wonderful! (21 reviews)
blahbla

"convenient,clean,quiet"…"

Reviewed on Jun 19, 2020

Cute Guest House In Winter Park Minutes From Downtown in Car
Casa Winter Park
Winter Park, FL
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0.27 mi from city center
5/5Exceptional! (12 reviews)
Perfect getaway for large family

"Needed a large home for 12 family members with a great open layout. The house was perfect because it had 2 living rooms and every room had its own bathroom. The house is immaculate and in perfect condition. The kitchen is enormous and did not have anything missing. The only downside was not having ..."…"

Reviewed on Jun 21, 2020

Casa Winter Park
Just Like Home... With A Pool!
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2.47 mi from city center
4.8/5Exceptional! (45 reviews)
Great host!!

"Sandra helped us get through very challenging events due to virus outbreak. She was professional and worked well with us."…"

Reviewed on Apr 10, 2020

Just Like Home... With A Pool!
Casa Aloma
Winter Park, FL
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0.31 mi from city center
4.8/5Exceptional! (122 reviews)
Great Home

"Perfect house for our family get together, great host. We will be back."…"

Reviewed on Mar 28, 2020

Casa Aloma
Casa Justine
Winter Park, FL
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1.8 mi from city center
4.8/5Exceptional! (90 reviews)
Charming, as promised

"This house was exactly as advertised, and more. It was clean, beautifully furnished and had conveniences I don't even have at my house."…"

Reviewed on Mar 18, 2020

Casa Justine
Comfy Home in Winter Park, can Accommodate up 6 Guests!
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3.31 mi from city center
5/5Exceptional! (2 reviews)
Winter Park Home

"We enjoyed staying in this home and the owner was extremely helpful. The location was perfect since we were in town for a wedding. The layout was great and just what we needed."…"

Reviewed on Jul 15, 2019

Comfy Home in Winter Park, can Accommodate up 6 Guests!
Cute Bungalow Minutes Walk From Park Avenue
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1.56 mi from city center
5/5Exceptional! (4 reviews)
Precious and comfortable house

"I loved having two bedrooms and bathrooms and the location was fantastic. The house has been completely updated. We walked everywhere."…"

Reviewed on Feb 19, 2020

Cute Bungalow Minutes Walk From Park Avenue
Charming, Historic Spanish Mission Cottage in Heart of Winter Park
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0.72 mi from city center
4.9/5Exceptional! (23 reviews)
Lovely place to stay in Winter Park

"Impeccably clean and tastedfully decorated. Perfect place to stay in Winter Park. Mangement highly responsive. There are relatively few options in the Orlando area for those of us who find Disney decor unappealing."…"

Reviewed on Jul 2, 2020

Charming, Historic Spanish Mission Cottage in Heart of Winter Park
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Visiting Winter Park

Visitors give high marks for the top-notch restaurants in Winter Park, which is also known for its university setting and shopping. Tourists can also enjoy the city's gardens, cafés, and lakeside setting. Around the area, top sights include Universal Studios Florida™, SeaWorld® Orlando, and Florida Mall.

  • You'll find 8934 Expedia hotels and other accommodations in the larger area of Orlando
  • The closest major airport is in Orlando, FL (MCO-Orlando Intl.), 12 mi (19.2 km) from the city center
  • The next closest is in Orlando, FL (SFB-Orlando Sanford Intl.), 12.7 mi (20.5 km) away

Sightseeing and Staying in Winter Park

Cultural venues in the city include Albin Polasek Museum and Sculpture Gardens, Cornell Fine Arts Museum, and Casa Feliz Historic Home Museum. The city's natural beauty is on display at Howell Branch Preserve Pavilion, Virginia S. Nelson Rose Garden, and Lake Rose. The city is well liked for its places to shop, and Winter Park Village is a favorite for retail therapy.

As you plan your holiday retreat, you'll find 15 hotels and other lodging options available to choose from in Winter Park. Below are top ones based on our user reviews:

  • The Alfond Inn - With a stay at this 4-star hotel, guests can enjoy access to a restaurant and an outdoor pool, along with free WiFi. It's a favorite with Expedia travelers for its dining options and central location.
  • Park Plaza Hotel - Our customers like the central location and helpful staff at this hotel. With a stay at this 3-star hotel, guests can enjoy access to free breakfast and a 24-hour business center, along with free WiFi.

Top places to visit in the area include Universal Studios Florida™, located 13.2 mi (21.3 km) from the heart of the city, and SeaWorld® Orlando, which is 15.9 mi/25.6 km away.

Getting Around Winter Park

To see more of the larger area, ride aboard one of the trains from Winter Park Station. Winter Park might not have many public transit options so consider a car rental to maximize your time.

Dressing for Winter Park

  • Between January and March, daytime temperatures average 80°F, while nighttime temperatures stay around 49°F
  • From April to June, the average is 91°F during the day and 59°F at night
  • July through September sees average temperatures of 92°F during the day and 72°F at night
  • In October-December, you can expect 87°F as the daytime average and 50°F as the nighttime average
  • Winter Park gets about 53.19 inches of rain per year
  • July and August are usually the hottest months averaging 92°F, while January and December are usually the coldest with an average temperature of 52°F

Frequently asked questions

What's the best place to stay in Winter Park?
The Alfond Inn is a favorite with Expedia customers. This 4-star hotel offers a restaurant and an outdoor pool. It is located a short 6-minute walk from Rollins College. Another favorite option for your visit based on reviews is Park Plaza Hotel.
If I need to cancel my hotel reservation in Winter Park, will I receive a refund?
Yes! Most hotel bookings are fully refundable if you cancel before the accommodation’s cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that’s non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Add dates, click “Search”, then you can use the “free cancellation” filter to review the best deals in Winter Park.
Where can I learn more about changing or cancelling my trip to Winter Park?
For more information about changing or cancelling your trip to Winter Park, go to https://www.expedia.com/service/.
What's the best hotel for a family vacation in Winter Park?
Park Plaza Hotel is a top 3-star hotel on Expedia for families, and features a restaurant and free breakfast. The Alfond Inn is another choice for your family trip. Attractions in the area like Universal Studios Florida™ and The Wizarding World of Harry Potter™ are also fun for kids of all ages.
What's the best place to stay for a romantic vacation in Winter Park?
Park Plaza Hotel is a favorite 3-star hotel for couples, and features comfy beds and flat-screen TVs.
What's the best pet-friendly hotel in Winter Park?
Park Plaza Hotel is a top hotel for people traveling with their pets, and offers a winery and free WiFi for its human guests. The Alfond Inn is another good option for you and your pet.
Where is the best hotel to stay with easy access to Full Sail University?
The Alfond Inn is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers a restaurant and an outdoor pool. It’s located 2.6 mi (4.2 km) from Full Sail University. Another good option is Park Plaza Hotel, located 2.6 mi (4.1 km) away.
What about the best place to stay close to Rollins College?
One of the top choices for your stay is The Alfond Inn, located next to Rollins College, and this 4-star hotel offers a restaurant and an outdoor pool. Park Plaza Hotel, located just 0.3 mi (0.4 km) away, is another good choice for your stay.
What's the best luxury place to stay in Winter Park?
The Alfond Inn is a 4-star hotel with a restaurant and a bar, and it’s a popular choice for Expedia travelers looking for a pampering stay.
What's the best boutique accommodation in Winter Park?
Park Plaza Hotel is a favorite 3-star hotel with Expedia travelers looking for a stylish accommodation, featuring a winery and a restaurant. If you want to stay at a boutique hotel, also consider The Alfond Inn.
What's the best golf hotel in Winter Park?
Park Plaza Hotel is a top 3-star hotel that has an adjacent golf course and features free WiFi. You can tee off at Winter Pines Golf Club or Winter Park Country Club while you’re in town.
What are some accommodations with pools in Winter Park?
The Alfond Inn is a popular 4-star hotel featuring an outdoor pool, a restaurant, and free WiFi.

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