10 West Orange County coffee shops to try

Observer Summer School Zone writer Kasey Bilodeau, a self-proclaimed professional coffee addict, shares where to get the best cup of joe in West Orange and Southwest Orange.


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  • | 1:35 p.m. July 3, 2025
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From mobile carts to brick-and-mortar stores, West Orange County has a lot to offer in the way of a good cup of coffee. Here are 10 of the best local coffee shops that keep our community running.   

1. Prairie House Coffee Co.

4. S. Tubb St., Oakland

Nestled deep in Oakland, Prairie House Coffee Co. is the perfect place to relax. Not only is the quality of its coffee incredible, but its focus on organic, gluten-free and locally-sourced foods makes for a guilt-free treat. The atmosphere is cozy: antique furniture, a shaded outdoor seating area and reading nooks. Founded in 2021 by two Canadian sisters, Prairie House quickly has become part of the Oakland community. Frequented by locals and tourists alike, Oakland wouldn’t be the same without them.


2. Double O’s Coffee

1517 Maguire Road, Ocoee

An exciting new drive-thru store, Double O’s prioritizes speed and taste over high volume production. It pulls off the one-of-a-kind coffee shop quality even as a franchise— which is rare among large chains. However, keep in mind there only is outdoor seating. Double O’s isn’t so much the coffee-house-hang-out spot as it is the place to stop by on your way to work and grab a quick morning jolt. 


3. Black Brew Bros 

Winter Garden Farmers Market or visit Black Brews Bros on Instagram 

A popular stand at the Winter Garden Farmers market, Black Brew Bros does coffee like no one else. This group of coffee aficionados serves and always remembers its regulars. It has a colorful drink menu featuring flavored beans and the Colombian espresso cold brew is delicious!


4. Paloma Coffee

507 Main St., Windermere

Established in 2017 by Marcelino Hoyo, Paloma is the gold standard for quality coffee. Right in the heart of downtown Windermere, it has a contemporary, intimately small and inviting vibe. The baked goods, including toasted cranberry orange bread and homemade cake pops,  are sourced from nearby bakers. Hoyo often is seen helping customers and working the bar. “God gave me this coffee shop,” he said. And that is something we should all be grateful for—because there really is nothing else like Paloma around. 


5. Filigree Coffee Co.

16016 New Independence Parkway, #100, Winter Garden

Located in Home State Brewery, Filigree Coffee is the most unique coffee kiosk in Hamlin. Squeezed up against the vats of the brewery, you will be served espresso from a lovely La Marzocco machine perched on a charming coffee cart. There also is a small selection of desserts. I tried the homemade blueberry pop tart, which tasted like something your grandmother would have made. There is plenty of room to work and cushy chairs for relaxing. Despite the occasional noise from the brewery, it’s a great place for deep focus and getting work done.  


6. Three Birds Café

2 W. Plant. St., Winter Garden

Three Birds is a woman-owned brunch café nestled on Plant Street. The atmosphere is stunning: bright, urban and modern with a hint of west coast tropics. It has lots of fun drink options, like the rose lavender latte, banana crème latte and blueberry cobbler chai tea. The perfect place for a lunch date with friends after a busy morning— and the Sunday brunch board is delightful! 


7. Foxtail Coffee Co.

276 W. Plant St., Winter Garden

Foxtail partners with Kelly’s Ice Cream to bring you one of the best coffee franchises in Florida and a renowned ice cream company in the same building. Foxtail is a staple for the community, hosting everything from friendly meetups to college study groups. Foxtail’s beans are locally roasted in Orlando, making for the fresh espresso many locals love. I’d recommend the cold brew and sticky bun—an old favorite. 


8. Gingers Baking Co.

99 S. Main St., Winter Garden

A colorful shop with true Winter Garden atmosphere, Ginger’s Baking Co. is a great place to grab a quick bite, chat for a minute and try one of the delicious pastries and baked goods. The shop has a lot of spirit for its small size, and a good cup of coffee to match— especially the Americano. As a special treat, it also offers Louisiana style King Cakes every Mardi-Gras season.


9. Piccolo Coffee Co.

18 N. Boyd St., Winter Garden

Founded in 2016, Piccolo Coffee is the epitome of resilience. Formerly a single mobile coffee cart, it since has moved to a brick-and-mortar location to Deli Downtown. Now, college students and coffee tasters alike flock to its coffee shop, which has a very cheerful atmosphere and plenty of plants. It makes an excellent latte, which pairs well with its red velvet muffins and other pastries.


10. Black Bean Deli

126 W. Plant St., Winter Garden

There has been no coffee shop so highly anticipated as the Black Bean Deli of Winter Garden. With its motto “Respect the Past, Embrace the Future,” it has taken over 126 W. Plant St. and will open a Cuban-style café in our very own small town this winter. Serving a variety of sweet and savory Cuban dishes, Black Bean has a modern style but welcoming atmosphere. One can stop by for a quick cortado or stay for a full dinner.

 

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