Located about 15 minutes north of Orlando and a little over 90 minutes from the Villages of Citrus Hills, the town of Winter Park often gets overlooked as a weekend getaway destination. However, if you are looking for a great place to enjoy the arts, history and fine dining, it doesn’t get much better than Winter Park.

Places to Stay in Winter Park 

When looking for a place to stay in Winter Park, The Alfond Inn should definitely be the top option on your list. This boutique hotel offers an interesting experience for art lovers, as the walls of the hotel are decorated with pieces from the Cornell Fine Arts Museum, which we will get to in a few minutes.

In addition to being an art lover’s dream, The Alfond Inn is also pet friendly, and they offer a number of different packages that include such things as bicycle rentals, boat tour tickets, and picnic lunches to enjoy in one of the local parks.

While we can’t say enough about The Alfond Inn, staying at the Park Plaza Hotel is also a wonderful experience. The history of this hotel dates back to 1922, so there is plenty to appreciate here as well.

Things to Do in Winter Park

One of the first stops for anyone spending time in Winter Park is the Charles Hosmer Morse Museum of American Art. At the Morse Museum, visitors can spend a day exploring a massive collection of the works of Louis Comfort Tiffany.

The museum’s permanent collection includes jewelry, pottery, paintings, and different glass works that were designed by Tiffany throughout his career. One of the interesting exhibits you will find here is the chapel interior from the 1893 World’s Columbian Exposition in Chicago.

Located on the campus of Rollins College, the Cornell Fine Arts Museum contains more than 5,000 historic paintings, prints, drawings, and photographs.  Highlights in the Cornell Museum collection include 30 Bloomsbury Group paintings and drawings, and 156 photographs taken by Andy Warhol.

Another place worth a visit in Winter Park is the Kraft Azalea Park. This 11-acre park is the perfect setting for spending a relaxing afternoon outdoors. There are trails and a boat dock if you are into that sort of thing, but most of the people who visit this beautiful green space prefer to simply sit on one of the many benches and enjoy their surroundings.

Last but not least, the highly-rated Scenic Boat Tour should be near the top of your “To Do” list. This hour-long guided cruise takes passengers through three of the seven lakes and two, narrow manmade canals on the tranquil Winter Park chain of lakes. In addition to the various wildlife, plants, flowers, and trees you’ll encounter along the way, you’ll also see opulent private homes and exquisite estates as you cruise along the shoreline.

Places to Eat in Winter Park

There are dozens of great places to eat in Winter Park, but Prato is one of the few places that has something for everyone. This casual Italian restaurant is all about simplicity, and it doesn’t hurt that they offer seating with a view on their patio. Whether you choose the pizza, pasta, or the Veal Marsala, everything is delicious at Prato.

If you are in the mood for unique dining, Bosphorus Turkish Cuisine offers an experience that you will not soon forget. Visitors who are new to Turkish food should definitely consider the Mixed Grill for Two, which allows them to try a variety of chicken and lamb dishes.

Another choice is The Wine Room that offers a classy atmosphere and a tapas menu that will have your mouth watering. And with a name like “The Wine Room,” you know that they are going to have the perfect wine to pair with just about anything you choose to order.

With two very unique hotels for lodging, plenty of parks and museums to explore, and some of the best dining you will find anywhere, Winter Park has everything you need for a fabulous weekend getaway. A lot of times people looking to get away in Florida are going to more well-known destinations, this is one that you can have all to yourself!