Winter Park, Fl

Orlando like a Local: Things To Do in Winter Park, Fl

A Local’s Guide to Winter Park 

Off the beaten path Orlando, discover things to do in Winter Park in Orlando, Fl. What’s behind the theme parks? Is there anything else to see except the mouse?

**Please check hours: This is a local guide featuring local businesses who sometimes set their own unconventional hours so remember to google search to check hours before you head out!

Where to Stay 

Alfond Inn: The most notorious hotel right in the middle of Winter Park. Stay at this hotel and you can walk everywhere. Absolutely no need for a car. 

Plaza on Park: Honestly just discovered this despite walking past it about a thousand times. This quintessential hotel gives you a feel of an old-style American hotel. Very aesthetically pleasing, unique and different experience if you’re feeling like trying something new. 

Your Morning Coffee 

Foxtail Coffee: More like a coffee bar/cafe (serves wine as well if you’d like to go later in the day). It’s a really nice rustic, hipster, vibe, great for some Instagram feeds and it’s also my favorite place to get work done. 

CFS: The cutest hole in the wall cafe. Sit order coffee, an açaí bowl, and a chat with friends. It’s an amazing atmosphere and the Colombian coffee is amazing. ( I am not a coffee person, I actually prefer tea, but I loved their mocha) 

New General: If it’s your aesthetic this is definitely an Instagram worthy spot. A clean, minimalist vibe; shop, eat, & drink all in one place.

Cafe & Brunch 

Barnies Coffee Kitchen: Also a coffee spot; also the cutest little, slightly, tucked away cafe. I love it for brunch but they’re generally open in the morning until late afternoon. 

Sweet Tooth 

Little Blue Donut: If you love the funky donut foodie Instagram pictures, here’s a great place for you. It’s also really good. 

Things to Do 

Morse Museum: Features mostly stain glass art, it’s truly beautiful, and admission is free.

Cornell Museum: I haven’t been as of yet, however, I also heard admission is free. 

Galleries on Park Ave also have some beautiful art pieces for your viewing pleasure 

Central Park: Let’s hope you catch a beautiful day here in Florida where you can grab a gelato, macarons, or any other pastry or treat from the local shops and make your way to Winter Park’s Central Park. This is a great place to people watch and enjoy some time outside. 

Scenic Boat Tour: I haven’t made it to this one yet but it is a cute little thing to do while visiting Winter Park. It’s only $5 for the hour tour of the canals and a big beautiful lake with fun facts about the lake house owners.

Farmer’s Market: Because who doesn’t love a good farmers market? Comment below and tell me what you’d like to do instead. The Winter Park Farmer’s Market has plenty of beautiful flowers but if you’re looking for more try to find Dahlias Flower Truck.

Where to Eat Dinner 

In Winter Park there are restaurants galore. Take a stroll and take your pick. Where to stroll? Try these: 

Hannibal Square

Park Ave 

**Warning there are lots of options. If you don’t like options or can’t decide easily, decide what you’re in the mood for before you leave your hotel to save time & possible frustration. 

Night Life 

Wine Down Wednesday The Wine Room: If you’re a wine enthusiast like me you’ll thoroughly enjoy Wine Night at The Wine Room. $20 for all you can drink wine, have a marvelous night! 

Downtown Orlando is just a stone’s throw away but you will need a car or an Uber.

Hope you’ve enjoyed this guide and it’s been of much help in planning your next trip! Comment below what you found most interesting, new, or simply what you’re excited to do!

Sending my love xx


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