When we were coming back from Harbour Island, Jeff and I stopped in Orlando for just over 24 hours. And I got a chance to show him around the city that I spent years and years of my life in.
Well…Sort of! We spent most of that 24 hours in Winter Park, which is technically it’s own city separate from Orlando.
BUT it’s basically the same thing. Considered part of the greater Orlando area in my book – much more quaint and interesting than Orlando though.
If you’ve never been, it’s definitely worth a quick visit, especially if you’re within driving distance. So, I put together a travel guide to make it easy…
Winter Park Travel Guide
Winter Park is about a 6.5 hour drive from Atlanta. So, it’s not exactly close by. BUT if you fly into Orlando (which is an hour and a half plane ride from ATL), it’s only about a 30 minute drive from the airport.
And if you’re planning to do any of the ‘big’ things in Orlando – Disney, Universal Studios, waterparks, etc, spending one day away in Winter Park is a nice change of pace.
Here are the coolest places to shop and eat in Winter Park…
Coolest Places to Shop in Winter Park
Really well curated and the space is beautiful.
No Winter Park travel guide would be complete without a trip to Rifle.
You’re probably already familiar with the products that Rifle offers (paper goods and beyond).
And the store carries many of those things, along with some fun extras that I love, like Studio Carta ribbon (which you might remember I bought A LOT of while I was there – all the ribbon, please). And Rifle fabrics, which are a collab with Atlanta based company, Cotton + Steel (which has a studio in the same building as me – small world).
Porch Therapy (at East End Market)
So many plants, so little time.
That’s where all of the plant photos are from….and they have planters too. Plenty lovers unite.
There’s a tree-lined street in Winter Park with little restaurants and shops and this is it.
It’s a good spot to take a walk and window shop – not tons of cool shops tbh, but worth a visit anyway.
Coolest Places to Eat in Winter Park
This spot is really cute and they have AMAZING donuts and baked goods. And I also loved the avocado toast.
If you want something different / unique, try the hibiscus iced tea. Otherwise, their coffee menu is pretty good.
Nope, I’m not having a stroke. I know this is the second time in this post I’m mentioning New General.
BUT aside from shopping, they also have great coffee, tea, and light bites too.
This spot is part quick eatery, part to-go joint. I didn’t get a chance to eat here, actually.
But it was recommended to me several times as a place to checkout. As far as I know, everyone LOVES this place. Next time, I’m totally going.
Lineage Coffee Roasting (at East End Market)
This is a cool little coffee spot inside East End Market. Everyone was super nice there. They even gave Jeff and I a couple of suggestions for more spots to check out while we were in town – like the next restaurant on the list…
This spot has a cool backstory and serves up tacos, tostadas, quesadillas, guac, and more.
Did I miss anything? Let me know if you’ve ever been to Winter Park and if I missed anything, be sure to remind me in the comments below.
And for more places to visit in the US, here are a few more of my fave places…
- Places in Richmond that you don’t want to miss.
- I lived in Atlanta for 5 years, here’s my list for the best coffee in Atlanta.
- Charleston travel guide
- The road trip I took from Atlanta to Asheville was probably my fave road trip ever.