• Florida's Adventure Coast

Seven Reasons to Fall in Love with Winter Park

Seven Reasons to Fall in Love with Winter Park

Just minutes north of Orlando, discover seven reasons to fall in love with Winter Park, once an historic winter resort community and now a charming destination with enchanting museums, pristine parks, lakes and a walkable downtown.

Winter Park chain of lakes

Since Winter Park feels like a “world” away from the tourist corridor, it always surprises visitors that its location is just minutes away from the world’s most popular theme parks.

Winter Park was originally developed for wealthy Northerners seeking a tranquil place to live and escape from the harsh winters. Winter Park was actually called Lakeview until 1881 when two businessmen, Loring Chase and Oliver Chapman, decided they wanted the name to be more representative of a park in the winter … thus the city was renamed Winter Park. To this day, the city still attracts a lot of winter visitors because of its wonderful weather, relaxing lifestyle and plethora of unique places to visit.

Winter Park peacocks roam the streets

There are so many reasons to fall in love with this quaint city and it has been featured in numerous articles, movies and TV shows. National Geographic Traveler magazine recognized the city as one of the world’s top historic destinations, noting “this gracious town manages to retain its reputation as an oasis within the helter-skelter growth of Central Florida. Winter Park’s small downtown has a commercial district with some interesting historic buildings and small businesses. It also has a nice historic residential area. There is a clear sense that this is very much a place where people live, work, go to school – not just a showpiece for tourists.”

In 2015, Winter Park was featured in an award-winning Super Bowl commercial. Winter Park was the selected location because it symbolized the quintessential American hometown.

Winter Park’s vision statement really sums up its essence: Winter Park is the city of arts and culture, cherishing its traditional scale and charm while building a healthy and sustainable future for all generations.

Here are a few of our favorite hot spots in Authentic Winter Park:

Winter Park Farmers’ Market

The Winter Park farmers’ market

The Winter Park Farmers’ Market is held every Saturday morning from 7am to 1pm and is great motivator to get out of bed. Housed at an old train depot that has been restored into an historical landmark on the corner of W. New England Avenue and S. New York Avenue, it is a very popular community-gathering place.

Since it’s in Winter Park, you can expect to find a few upscale choices than you’d find at more typical farmers’ markets. The breakfast and lunch choices are stellar. Look for fresh crepes, pastries, and quiche. Buy the honey. There is always a great plant selection. We found the prices tend to go down the closer you get to 1pm.

There’s also an indoor vendor space, which is great when the weather is challenging. Within the same building is the Winter Park Historical Museum, which is open on Saturday from 9am until 1pm. Admission is free and exhibits put a historical focus on some of Winter Park’s traditions and events.

Please note: The Winter Park Farmers’ Market is closed each year on the third Saturday in March because of the Winter Park Sidewalk Art Festival. 

Winter Park Scenic Boat Tour

The Winter Park boat tours were established in 1938

Established in 1938, the fleet of six 18-passenger boats travels through the pristine Winter Park chain of Lakes. It is a definite MUST SEE for locals and visitors alike. Every tour promises breathtaking views of nature as well as a historic overview of the luxurious private homes and estates along the shores. Keep an eye out for the occasional water skier, yogi on a paddleboard, or a sunbathing alligator.

The dock is less than a 5-minute walk from Park Avenue and is located on the East end of Morse Boulevard on Lake Osceola.

Admission is $14 for adults and $7 for children. Taxes are included (ages 2 through 11); Under 2 are free.

They only accept cash or checks! Operating hours are 10am to 4pm daily (except Christmas).

Rollins College

Rollins College is ranked as one of the most beautiful US college campuses

Founded in 1885, Rollins College is Florida’s oldest recognized college, and is consistently ranked by U.S. News & World Report as one of “America’s best colleges.”

The College of Arts & Sciences offers full-time undergraduate programs in the liberal arts. The Crummer Graduate School of Business is consistently ranked by Forbes magazine among the best business schools for return on investment, and Forbes recently ranked the MBA program No.1 overall in Florida. The Hamilton Holt School serves the Central Florida community by offering exceptional undergraduate and graduate degree programs during evenings and weekends to students diverse in age, experience and professional development.

Rollins College has been ranked among the most beautiful U.S. college campuses by the Princeton Review for the past decade, ranking #1 in 2015 and #10 most recently in 2017.

Boat basin, Rollins College

The Rollins 70-acre campus contains a range of amenities, including a theater for performing arts; the Cornell Campus Center; and the Alfond Sports Center. Rollins also owns and operates a full-service hotel nearby called the Alfond Inn, which we recommend to anyone needing overnight accommodations.

Located on the banks of lovely Lake Virginia, it’s a great campus to informally walk around. If you want to set up a campus tour, contact the Office of Admission or visit this link.

The Charles Hosmer Morse Museum of American Art

Charles Hosmer Morse Museum of American Art 

Opened in 1995, The Charles Hosmer Morse Museum of American Art (“The Morse Museum”) houses the most comprehensive collection of works by American designer Louis Comfort Tiffany (1848–1933) including the chapel interior he designed for the 1893 World’s Columbian Exposition in Chicago and art and architectural elements from his Long Island estate, Laurelton Hall.

Highlights also the recently restored Daffodil Terrace, prize-winning leaded-glass windows, iconic Tiffany lamps, and custom furnishings are among the featured installations. Visitors will also enjoy the exhibits of American art pottery, Arts and Crafts furnishings, and late 19th- and early 20th-century American painting and graphics.

The Morse Museum is opened 9:30am – 4pm Tuesday through Saturday (Open until 8:00 pm Friday, November through April) and 1pm – 4pm on Sundays. The museum is closed Monday and most major holidays

Admission is $6 for adults, $5 for Seniors age 60 and older, and $1 for students (with valid ID). The museum is Free for children younger than 12

All visitors free 4pm – 8pm on Fridays (November through April)

Albin Polasek Museum & Sculpture Gardens

Albin Polasek Museum and Sculpture Garden

The Albin Polasek Museum and Sculpture Garden (“The Polasek”) in Winter Park is dedicated to promote the legacy of internationally known Czech-American sculptor, Albin Polasek, and to enrich lives through the power of inspiration conveyed by his story, setting and art.

The Polasek features over 200 works by Albin Polasek. In 2000, Albin Polasek was named a “Great Floridian” by the state of Florida, a distinction that recognizes those who made significant contributions to the history and culture of the state. In 2004, Albin Polasek was inducted into the Florida Artists Hall of Fame.

The Polasek is on the National Register of Historic Places and National Trust of Historic Artists Homes/Studios. The Polasek hosts events such as the “Winter Park Paint Out” and is available for weddings and meeting rentals.

The Albin Polasek Museum & Sculpture Gardens is a 501(C)(3) public charity, non-profit organization whose budget is funded by donations and membership. All donations and dues go to support its preservation, maintenance and operation.

The Polasek is open Tuesday through Saturday from 10am – 4pm; Sunday from 1pm – 4pm. Admission is $5 for adults, $4 for Seniors (60+), $3 for Students (age 12 through college). Members and children under 12 are free.

Free Days include: Heritage Day and Veterans Day.

Casa Feliz Historic Home

Casa Feliz

Casa Feliz (“happy house”) is the beautifully restored Spanish Farmhouse designed by acclaimed architect James Gamble Rogers II. The exterior of the house and grounds are picture-perfect and an amazing place for weddings and other special events. The rich textures of original Spanish roof tiles and whitewashed century-old bricks, a turret, a bell tower, a heavy timber balcony detailed in colors of the Mediterranean, lush landscaping – courtyards, sweeping oaks, and native plants – make it a must see in Winter Park.

Casa Feliz is open to the public free of charge for self-guided tours on Tuesday and Thursday from 10am – 12pm. “Music at the Casa” happens on Sundays from 12pm – 3pm. Private tours can be arranged by calling 407.628.8200.

Casa Feliz hosts special events for the public throughout the year and especially around the holidays. FYI: Santa Claus always makes a pit stop at Casa Feliz.

Park Avenue Shopping District

Park Avenue Shopping District, Winter Park

One of the best ways to describe Park Avenue is new-world sophistication meets old-world charm. Park Avenue is bordered by the crown jewel of all the city’s parks, an 11-acre park that boasts shady oak trees, landscaped planters, sitting areas, open space and three beautiful fountains. There is even a rose garden at the southern corner of Central Park where you can take time to stop and smell the roses. The lush foliage and relaxing atmosphere also make it the perfect spot for a picnic.

Playing host to a variety of outdoor concerts, movie screenings and art festivals, Park Avenue is home to an array of unique boutiques and gift shops, world-renowned art museums, chic salons/spas and epicurean delights from sidewalk cafes and trendy wine rooms to fine dining and gastro pubs.

Often called “Little Europe,” Park Avenue is a destination that has provided the citizens and visitors of Winter Park with an elegant place to stroll, dine, and shop.

The official Park Avenue walking map is a great tool to use. Grab a cup of coffee or an iced tea at Orlando’s favorite coffee spot, Barnie’s, and experience Park Avenue by foot:

Authentic Florida Trivia Question:

Where was the world famous “temple” orange discovered? (FYI: The Temple is technically a hybrid known as a “tangor”, a cross between a tangerine and an orange.)

Answer: Winter Park!

About the Author: Melanie Lentz-Janney, the Chief Experience Officer of Authentic Florida Media, moved to Florida in the mid-1970s from New York City. As a blogger, she is devoted to discovering authentic Florida experiences and is a magnet when it comes to Florida Kitsch. You can connect with Melanie on LinkedIn.

Comments are closed.

If You Go

For More Information:

City of Winter Park

To keep up with Authentic Winter Park happenings, we recommend socializing with our friends at the

Winter Park Facebook Page 

Save the Manatee