Meagan & Kevin

March 6, 2026 • Winter Park, FL

Meagan & Kevin

March 6, 2026 • Winter Park, FL

Park Avenue

Picture of Park Avenue
Park Avenue, Winter Park, FL 32789, USA

Winter Park's Historic Downtown street filled shops, restaurants, bars, along side a huge park and train station. Walking up and down the avenue is a must!

Scenic Boat Tour

Picture of Scenic Boat Tour
312 E Morse Blvd, Winter Park, FL 32789, USA
(407) 644-4056

This is one of the best activities for visitors in Winter Park. A beautiful scenic boat ride through the canals and Winter Park's chain of lakes.

Winter Park Golf Course

Picture of Winter Park Golf Course
761 Old England Ave, Winter Park, FL 32789, USA
(407) 599-3339

Beautifully renovated 9 hole golf course in the heart of downtown Winter Park.

Briarpatch Restaurant

Picture of Briarpatch Restaurant
252 N Park Ave #3814, Winter Park, FL 32789, USA
(407) 628-8651

One of the best brunch spots in the area. We highly suggest making a reservation far in advance, this place fills up quick!

Boca

Picture of Boca
358 N Park Ave, Winter Park, FL 32789, USA
(407) 636-7022

Great option for lunch or dinner!

Garp & Fuss

Picture of Garp & Fuss
348 N Park Ave #5, Winter Park, FL 32789, USA
(407) 960-5560

Awesome lunch spot tucked away in a hidden alley off Park Ave!

Hillstone Restaurant

Picture of Hillstone Restaurant
215 S Orlando Ave, Winter Park, FL 32789, USA
(407) 740-4005

Great dinner spot on the lake! Definitely get a reservation if you want to try it out! Highly recommend getting there early and having a drink out back on the water :)

AVA MediterrAegean

Picture of AVA MediterrAegean
290 S Park Ave, Winter Park, FL 32789, USA
(407) 794-9896

Great brunch or dinner spot!

Prato

Picture of Prato
124 N Park Ave, Winter Park, FL 32789, USA
(407) 262-0050

Great dinner spot on Park Ave - get a reservation!

Light On The Sugar Bakery Café

Picture of Light On The Sugar Bakery Café
501 Orlando Ave STE 225, Winter Park, FL 32789, USA
(321) 972-8047

Great coffee option if you are staying at the Marriott or Hilton. Within walking distance of both!


The pistachio latte is fire!

New General Cafe

Picture of New General Cafe
155 E New England Ave, Winter Park, FL 32789, USA
(321) 972-2819

Coffee option within walking distance of the Alfond Inn!

Atlantic Beer & Oyster

Picture of Atlantic Beer & Oyster
358 N Park Ave B, Winter Park, FL 32789, USA
(407) 636-7022

Cool hidden Oyster Bar off Park Ave. Very small, so not good for large groups, but cool little spot with good food for smaller groups!

The Porch Winter Park

Picture of The Porch Winter Park
643 N Orange Ave, Winter Park, FL 32789, USA
(407) 571-9101

Casual Sports Bar for lunch or drinks!

Fiddlers Green Irish Pub & Eatery

Picture of Fiddlers Green Irish Pub & Eatery
544 W Fairbanks Ave, Winter Park, FL 32789, USA
(407) 645-2050

Classic Irish Pub...Guinness, Darts, Pool...

The Alfond Inn

Picture of The Alfond Inn
300 E New England Ave, Winter Park, FL 32789, USA
(407) 998-8090

Nice big bar for large groups to meet up at. Not everyone will be staying here, but could be a good meeting place within walking distance to Park Ave! ( valet parking only )

Winter Park Farmers' Market

Picture of Winter Park Farmers' Market
150 N New York Ave, Winter Park, FL 32789, USA
(407) 599-3341

The Saturday Farmers’ Market is the NUMBER ONE produce and plant market in central Florida which takes place every Saturday morning from 8 a.m. to 1 p.m. in Central Park West Meadow. It is a popular community gathering place that provides fine produce, plants, baked goods and so much more.

The Charles Hosmer Morse Museum of American Art

Picture of The Charles Hosmer Morse Museum of American Art
445 N Park Ave, Winter Park, FL 32789, USA
(407) 645-5311

This is the world's largest collection of Tiffany glass and conveniently located in downtown Winter Park!

Kraft Azalea Garden

Picture of Kraft Azalea Garden
1365 Alabama Dr, Winter Park, FL 32789, USA
(407) 599-3334

Kraft Azalea is Winter Park’s secret garden! This beautiful park is shaded by enormous cypress trees that add to the old Florida charm of the 13-acre property.

Harry P Leu Gardens

Picture of Harry P Leu Gardens
1920 N Forest Ave, Orlando, FL 32803, USA
(407) 246-2620

Nestled in the heart of Orlando, Harry P. Leu Gardens is a 50-acre botanical oasis that invites you to explore, unwind, and connect with the natural world. Our lush gardens showcase an extraordinary variety of plants from around the globe, offering an enchanting experience for garden enthusiasts, families, and nature lovers alike.