Fun Stops on Your Way Somewhere (Not Necessarily) Better: Ocoee, Florida

Last Updated on December 17, 2023 by Marybeth

Is it you, or is it your travel partner, who never wants to make stops along the way? Is someone in your car reminiscent of most dads when we were kids, making our little bladders stronger by making us hold it until we almost couldn’t? Is the goal reaching our destination ASAP, or is the goal enjoying the journey? (I know: how many times have we heard that overused phrase? Almost as much as Life Laugh Love?)   

We began this series – Fun Stops on Your Way Somewhere (Not Necessarily) Better – while driving (you’ve probably guessed the rest) to one of our little blog trip destinations, and someone in the car was destination-bound-and-determined and the other someone saw the cutest little café (waterfront! colorful!) flash by her window. While I do understand being goal-oriented, and plan-specific, and getting there is certainly key…. Take the pit stop.  Don’t be that dad.

Toll Road Brewing Co. Ocoee Florida, outdoor courtyard and cool mural
Cool outdoor courtyard of Toll Road Brewing Company

Ocoee, Florida had not been on our radar to visit – just being honest! – but our friends suggested we check out award-winning Toll Road Brewing Company during a couple nights’ camping visit to Kelly Park / Rock Springs, as a little detour from our constant (joyful!) lazy tubing rides down the gorgeous Rock Springs run. Driving into Ocoee I was struck by the simple old Florida charm combined with some trend-forward updates, which included a couple of hip spots, mostly for food and drink but also the sweetest independent bookstore, plus the gorgeous lake just down the street. 

Ocoee’s next-door neighbor, Winter Garden, has been getting all the press and attention for a few years now – and yes, deservedly so. The historic downtown, the farmer’s market, the upscale shops and eateries all have that wow factor, but having that can equal crowds. Fair price for its “The Coolest Suburb in Florida” designation!

Next time, drive an extra seven minutes to Ocoee.

Toll Road Brewery and Tao Te Cheese food truck Ocoee Florida
Tao Te Cheese food truck was getting ready to set up the day we visited
Shantall's Flowers and Ocoee Book Rack, Ocoee Florida
Shantall’s Flowers & Gifts, and the Ocoee Book Rack
Ocoee Book Rack coffee station
The Ocoee Book Rack has so many pre-owned books, plus complimentary coffee/tea/cocoa. Plan to stay a good long while!
How many of you avid readers could create a tree like this in your homes? What a great idea to borrow!
Ocoee Florida Let it Go Lifestyle Emporium, an estate sale company
Let it Go Lifestyle Emporium is the retail site for this estate sale company
Old Ocoee City Hall building, over 100 years old, houses Let it Go Lifestyle emporium
The historic Ocoee City Hall building is over 100 years old!
Bike Life Bicycle Shop & Cafe, Ocoee Florida
Bike Life Bicycle Shop & Cafe
Shantall's Flowers & Gifts store front, plant wall and neon sign
Creative store front at Shantall’s Flowers & Gifts
Fun beer list at Toll Road Brewing Company Ocoee, Florida
Fun beer names abound at Toll Road Brewing Company; luckily for this wine fan they also serve wine!

Not pictured but some additional popular stops for your day in Ocoee:

DG Doughnuts

Pelican’s Snoballs

The Ocoee Taco Company

Just a day trip for us (as we were staying in our 13 ft. 1972 Boler camper that we’re renovating – we’ll show you the whole project, someday… ) Ocoee was well worth the drive from Kelly Park. A quick search for lodging found a very intriguing Airbnb “tiny house” boat house on Starke Lake. There is just something about a boat house… This would be my choice for an overnight! The listing talks more about Winter Garden than Ocoee, but Winter Garden is that coolest suburb… Check out the listing, here.

Random brightly painted metal porch chairs beckon to passersby to sit awhile, downtown Ocoee
You’ll see these vintage porch chairs (random!) that beckon to passersby, as you walk from the bookstore to the brewery. Someone thought you might like to rest awhile? I love it.

Related: Fun Stops On Your Way Somewhere (Not Necessarily) Better: Lake Nona

Have you been to Ocoee, Florida? Let us know; we’d love to hear your experience.

Visit us on Instagram for more Florida travel tips, where to stay and play, all independently owned!

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