Your guide to a perfect afternoon on Park Avenue Winter Park
A local hub for dining, shopping, and exploring, Winter Park’s Park Avenue is no secret to Orlando residents. Offering everything from popcorn drizzled with chocolate to pontoon boat trips, the area is popular for good reason. Although small in size, Park Ave. offers unique restaurants, upscale boutiques and multiple cultural activities.
Spend an afternoon discovering what makes Park Ave. so special by choosing a few options from our area guide.
THINGS TO DO
It might not be a park of New York City proportions, but our local Central Park is a great place for an afternoon stroll or picnic. You’ll find a stage at one end and a beautiful rose garden at the other end, with walking trails, tall trees, benches, and a fountain in between. Also, be sure to watch Popcorn Flicks in the Park, a free outdoor movie series in collaboration with Enzian that usually takes place on the second Thursday of each month.
Panoramic boat tour
A convenient and fun way to explore the Winter Park chain of lakes, the Winter Park Scenic Boat Tour is less than a five-minute walk from Park Ave. The tour is a relaxing hour-long pontoon boat ride narrated by an experienced guide (who will likely provide a constant stream of humorous jokes). You’ll cruise along Lake Osceola, Lake Virginia, and Lake Maitland, cruising narrow canals between each lake while learning about numerous residences, Rollins College, and the history of Winter Park. Boat trips run hourly from 10 a.m. to 4 p.m. and cost $ 16 per person.
Shopping is what draws most visitors to Park Ave. in the first place – endless boutiques, specialty stores, and high-end offerings can be found around every corner. For the full Park Ave experience, combine shopping with another local activity and a meal at one of the area’s best restaurants.
Charles Hosmer Morse Museum of American Art
Located at the north end of Park Ave. away from the main hustle and bustle, this art museum houses a large collection of American art as well as an extensive collection of Tiffany glass. Admission to the museum is $ 6 for adults and FREE on Friday evenings from November through April, which is ideal for couples who want a memorable but budget-friendly evening.
Do you like French pastries? Then you are in luck. New York-based French bakery Financier Patisserie serves an assortment of French pastries and menu items by day and transforms into a charming bistro by night. You’ll also find loads of pastries and French delicacies at Croissant Gourmet, just off Park Ave.
Briarpatch is your staple for breakfast or brunch. Sunday brunch draws a lot of people, so be prepared! Choose from 5 varieties of pancakes, 6 egg benedict options, and many other breakfast favorites. Briarpatch also serves lunch if you’re not in the morning.
Other brunch ideas on Park Ave:
- Boca Winter Park: Saturdays and Sundays from 10 a.m. to 4 p.m.
- Hamilton’s Kitchen at the Alfond Inn: Saturdays and Sundays from 8 a.m. to 2 p.m.
- The Parkview: Saturdays and Sundays from 12 p.m. to 4 p.m.
Romantic dinner options
There are so many restaurants on Park Ave that we made a culinary map to describe our favorites for couples. Highlights include Rome’s Flavors for an authentic Italian night out (the pizza is amazing!), Garp & Fuss for backyard dining, Sushi Pop Winter Park to satisfy your sushi cravings, and BoVine Steakhouse for an upscale night out. .
Pizza in Prato or Braccia
You can never go wrong with pizza, especially on Park Avenue. For authentic Italian, head to Prato, a rustic Italian restaurant serving creative pizzas like ‘The Widowmaker’. Prato also has a great happy hour, or you can follow our Prato + Gelato date night itinerary.
For pizza with a Brazilian twist, take a quick walk to Park Ave. in Braccia to enjoy a thin and crispy crust pizza in a comfortable indoor / outdoor environment. Chicken pizza with catupiry (a Brazilian soft cheese) is out of this world.
Candy at Peterbrooke and Gelato-go
Winter Park’s Peterbrooke Chocolatier is small but full of tasty treats ranging from chocolates and chocolate ice creams and shoes (yes, really) to chocolate-covered popcorn. Speaking of chocolate coated popcorn, this is a local favorite and a bestseller, so be sure to bring a bag home with you. And by bringing a bag home, I mean really taking a bag to consume on the road trip (oops).
Gelato-go in Winter Park serves authentic Italian ice cream along Park Avenue. All the flavors are home-made and the boutique received the award for best dessert as part of the Best of Winter Park 2019 award. Pair your cup or cone with an espresso, then take a stroll down Park Avenue to awaken all of your senses .
Barnie’s Kitchen Cafe
Located in a quaint courtyard along Park Avenue, known as Greenada Court, Barnie’s is the place to go for your coffee fix. They make a great iced latte to help cool you off on hot late summer days and the breakfast offerings are spectacular.
Imperial wine bar
This wine bar is Imperial’s third establishment in Central Florida. Furniture store by day and wine bar by night, the menu includes wines, beers, cocktails and a savory menu.
The view of the park
Also a fabulous restaurant (with brunch on weekends), The Parkview has an impressive selection of craft beers and wines. If you are visiting during brunch, be sure to try the mimosa flight.
- Drinks at the Alfond Inn, located a short walk from Park Avenue
- Taste wines at your leisure or attend a tasting at The Wine Room
About the author / photographer:
Stephanie Patterson is the editor of the Orlando Date Night Guide. She is a talented professional photographer and writer in the field of gastronomy and travel, passionate about creativity, the beach and good food. When not taking photos or writing, you can find her exploring the state for her Florida travel blog, Travel Taste Click. Find it online at www.spattersonphotography.com and www.traveltasteclick.com.