The Chapman Menu With Prices & Happy Hour

Name: The Chapman
Address: 500 S Park Ave, Winter Park, FL 32789, Winter Park, FL, US
Telephone: (407) 635-1967
Price range: $

Contact & Location

american restaurant · $

500 S Park Ave, Winter Park, FL 32789

(407) 635-1967 · tap to call

thechapman.com

How far is The Chapman?

500 S Park Ave, Winter Park, FL 32789

Distance from central Winter Parkin the centre

Straight-line distance from the midpoint of our Winter Park listings.

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Hours of Operation

Monday11 AM–10 PM

Tuesday11 AM–10 PM

Wednesday11 AM–10 PM

Thursday11 AM–10 PM

Friday11 AM–12 AM

Saturday10 AM–12 AM

Sunday10 AM–10 PM

See It Before You Go

Short videos of from people who went: cocktail, one in a melon / flatbread, citrus, history, lore, event. Tap to play.

Videos by @kateredeker · The Chapman · The Chapman, playing in the creator’s official Instagram / TikTok players.Not affiliated with DiscoverHappyHours.

Happy Hour & Drinks

Updated August 2026

Weekdays · 3 PM-6 PM

SPIRITS

Buffalo Trace

Tito's

Bombay Sapphire

Milagro Silver

Dewar's

Bacardi Silver

WINES

Casa Canevel, Prosecco, Venteo

$10

Schug, Sauvignon Blanc, Sonoma, CA

$10

Pighin, Pinot Grigio, Friuli, IT

$10

Paul Hobbs Crossbarn, Chardonnay, Sonoma, CA

$10

Harvey & Harriet, Red Blend, Napa Valley, US

$10

Calera, Pinot Noir, Central Coast, US

$10

William Knuttel, Cabernet, Dry Creek Valley, US

$10

BITES

Tuna Poke Wontons

Raspberry tuna poke, avocado, micro green garnish, bang sauce, wonton chip

Jerk Chicken Arancini

Joyce Farms jerk spiced chicken, citrus risotto, guava, mango relish

Vegetable Involtini

Eggplant, zucchini, raisins, crispy garbanzo, pomegranate, pistachios, citrus yogurt, coconut curry, house spices

The Burger & Blini

Brasstown beef cheeseburger, steak fries, caviar blini, glass of happy hour wine

$30

Cocktails and Beverages

COCKTAILS

FLORIDA SEVENTY-FIVE

St Augustine gin, tangerine, vanilla, prosecco

$17

THE DIPLOMAT

Diplomatico Mantuano Rum, Velvet Falernum, ginger liqueur, strawberry liqueur, rhubarb bitters, fresh strawberry

$17

CLOUDSTAR

Stoli Vanilla, banana liqueur, passion fruit, prosecco, cotton candy

$17

POSITIVE AFFECT

Affect vodka, Genepy Liqueur, cucumber, basil, citrus

$17

BLACKBERRY SOUR

Buffalo Trace, Ferrand dry curacao, citrus, blackberry syrup, egg white, cabernet sauvignon

$18

ESPRESSO MARTINI

Grey Goose vodka, Mr Black espresso liqueur, Liquor 43, butterscotch schnapps, KOS espresso

$16

COCO DANCER

Jalapeño infused Código 1530 tequila, coconut, elderflower, lime

$16

OLD FASHIONED

Served on a gentleman's cube. Traditional or smoked

THE CLASSIC

Elijah Craig Small Batch bourbon, sugar, Angostura bitters, orange bitters

$15

BLUEBERRY BARREL

Jack Daniels Bonded rye whiskey, Licor 43, Disaronno, blueberry nectar

$17

APRICOT RESERVE

Michter's American Whiskey, Apricot Liqueur, Dolce Semillion, grapefruit bitters

$22

BLOOD ORANGE BROWN SUGAR

Four Roses small batch bourbon, brown sugar, blood orange bitters

$16

CHOCOLATE CHERRY CORDIAL

Woodford Reserve Double Oaked bourbon, vanilla syrup, cherry, chocolate bitters

$18

SPIRIT FREE

WINTER PARK VICE

Hibiscus, coconut cream, pineapple, lime, toasted coconut

GENTLE BREEZE

Blood orange, fassionola, lemon, vanilla, ginger beer

$10

SPARKLING WINE

Pierre Sparr Brut Reserve, Crémant d’Alsace, FR

$16/$60

Jeio Brut Rosé Prosecco, Veneto, IT

$15/$56

Ayala Brut Majeur, Champagne, FR

$30/$116

WHITE WINE

Marchesi di Gresy La Serra, Moscato d’Asti,Piedmont, IT

$14/$52

Pighin Pinot Grigio, Friuli, IT

$15/$52

Granbazán Etiqueta Verde, Albariño, Rias Baixas, ES

$16/$60

Donnafugata Sul Vulcano Etna Bianco Carricante, Sicily, IT

$59

Cristom Estate Pinot Gris, Willamette Valley, OR

$65

Duckhorn, Sauvignon Blanc, Sonoma Coast, CA

$16/$60

Schug, Sauvginon Blanc, Sonoma, CA

$35

Peregrine, Sauvignon Blanc, Marlborough, NZ

$19/$72

Hubert Brochard Tradition, Sauvignon Blanc, Sancerre, FR

$22/$84

Louis Moreau Petit Chablis, Chardonnay, Burgundy, FR

$23/$88

Crossbarn by Paul Hobbs, Chardonnay, Sonoma Coast, US

$16/$60

Au Bon Climat Chardonnay, Santa Barbara, CA

$59

La Crema, Chardonnay, Russian River Valley, US

$19/$72

Frank Family, Chardonnay, Carneros, CA

$23/$88

Albert Bichot Brouilly Roche Rosé, Beaujolais, FR

$24/$92

Language of Yes Rosé, Central Coast, CA

$15/$52

RED WINE

Calera, Pinot Noir, Central Coast, US

$15/$49

Albert Bichot Origines, Pinot Noir, Burgundy, FR

$21/$80

Bouchard Aîné & Fils Bourgogne Pinot Noir, Burgundy, FR

$63

Domaine Drouhin, Pinot Noir, Dundee Hills, Willamette Valley, OR

$109

Ken Wright, Pinot Noir, Willamette Valley, OR

$18/$68

Au Bon Climat Isabelle, Pinot Noir, Santa Barbara, CA

$35/$136

Albino Rocca Ronchi Barbaresco, Piedmont, IT

$125

Castello di Neive, Barbaresco, Neive, Cuneo, IT

$99

Il Poggione, Rosso de Montalcino, Tuscany, IT

$65

Quilt Fabric of the Land, Red Blend, Napa Valley, US

$19/$76

Caymus-Suisun The Walking Fool, Red Blend, Suisun Valley, US

$17/$64

Orin Swift Abstract, Red Blend, Napa Valley, US

$24/$85

Domaine Combier, Crozes-Hermitage Syrah, Northern Rhone, FR

$69

Arnot-Roberts Clary Ranch, Syrah, Sonoma Coast, CA

$129

Seghesio Family Old Vine, Zinfandel, Sonoma County, CA

$65

Cht Belles-Graves Lalande-de-Pomerol, Bordeaux Blend, FR

$99

Cht Lassegue 2013, Bordeaux, Saint-Emillion, Bordeaux, FR

$29/$112

Markham, Merlot, Napa Valley, US

$18/$68

Duckhorn, Merlot, Napa Valley, CA

$99

Captûre Merlot, Pine Mountain-Cloverdale Peak, Sonoma, CA

$119

Chento Single Vineyard, Malbec, Medoza, AR

$65

Le Volte by Ornellaia, Super Tuscan Red Blend, Tuscany, IT

$20/$76

William Knuttel, Cabernet, Dry Creek Valley, US

$16/$60

Miner Family Emily’s Vineyard, Cabernet Sauvignon, CA

$75

Lion Tamer by Hess, Cabernet Sauvignon, Napa Valley, CA

$25/$96

Pride Mountain, Cabernet Sauvignon, Napa-Sonoma, CA

$35/$136

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Updated August 2026

The Chapman Lunch Menu

STARTERS

TODAY'S CRAFT SOUP

Fresh, seasonal ingredients

PULL-APART FOCACCIA ROLLS

Orange butter, Tasman sea salt

CRISPY BANG BANG LION'S MANE

Fungi Jon lion's mane mushrooms, ssamjang chili aioli, sesame, chives

$19

COLOSSAL LUMP CRAB CAKE

Ancho chili remoulade, fresh corn, salsa negro

$29

CITRUS SPICED CARROTS, FETA & RICOTTA WHIP

Rustic roasted carrots, radishes, pickled red onion, toasted pistachios, orange blossom hot honey

$14

CARIBBEAN CHICKEN ARANCINI

Joyce Farms jerk spiced chicken, citrus risotto, guava, mango relish

$15

CHAPMAN SHRIMP COCKTAIL

Chilled jumbo shrimp, datil pepper cocktail sauce, ancho chili remoulade, fresh lemon

$22

ARTISANAL BURRATA BRUSCHETTA

Roasted roma tomatoes, basil pesto, prosciutto crisp, grilled focaccia, lemon oil, aged balsamic glaze

$15

HANDHELDS

CRAB & LOBSTER ROLL

Colossal crab and cold water lobster, celery, dijonnaise, toasted roll

$31

SOUTHERN CHICKEN SANDO

Roasted chicken, swicy bacon, melted cheddar, sun-dried tomatoes, griddle toasted focaccia, chili aioli

$19

FLORIDA FISH CRUNCH

Light crispy fresh catch, arugula, ancho remoulade, fresh lemon, artisan baked bun

$24

1882 CUBAN

La Segunda Bakery Cuban bread, slow roasted mojo pork, swiss cheese, dill pickle, dijon

$21

BRASSTOWN BEEF BURGER*

Cheddar cheese, blistered tomatoes, caramelized onion, lettuce, pickle, Chapman burger sauce, artisan baked bun, steak fries

$23

GRILLED ARTICHOKE & PORTABELLA

Swiss cheese, blistered tomatoes, caramelized onion, lettuce, pickle, Chapman burger sauce, artisan baked bun, steak fries

$21

MAINS

KVAROY ARCTIC SALMON

Tomato coulis, greek yogurt, kalamata olive, spring vegetable ratatouille

$39

AVOCADO TUNA POKE BOWL

Fresh ahi tuna in a hass avocado, poke vinaigrette, mix greens, bahn mi ancient grain salad, pickled onion, radish, crispy rice noodles

$27

FARMER'S LOL CHICKEN CHOP SALAD

Fresh vegetables, local lettuce, feta cheese, tomatoes, pepitas, LOL (lemonorange-lime) vinaigrette

$26

FILET MIGNON WEDGE SALAD

Cast iron seared angus filet, baby iceberg, Campari tomatoes, Cheshire Farm swicy bacon, avocado, bleu cheese vinaigrette

$35

ARCTIC SALMON CAESAR

Little gem, garlic croutons, marinated tomatoes, Parmesan, buttermilk Caesar dressing, wine-cured anchovy

$28

INVOLTINI

Eggplant, zucchini, raisins, crispy garbanzo, pomegranate, pistachios, citrus yogurt, coconut curry, house spices, basmati rice

$25

SEASONAL FLORIDIAN SALAD

Arugula, Little Gem lettuce, English pea shoots, goat cheese, strawberries, blueberries, mango, hearts of palm, peas, avocado, pistachio, house citrus vinaigrette

$23

SIDES

SUNFLOWER ARTICHOKE HEART

$12

CUBAN STYLE RICE & BEANS

ROASTED FUNGI JON MUSHROOMS

$12

SWEET & SOUR BRAISED CABBAGE

CHAPMAN STEAK FRIES

CLASSIC COLESLAW

GUANCIALE & PEAS

$15

The Chapman Brunch Menu

STARTERS

TODAY'S CRAFT SOUP

Fresh, seasonal ingredients

PULL-APART FOCACCIA ROLLS

Orange butter, Tasman sea salt

RISE N' SHINE FLATBREAD

Scrambled farm eggs, swicy bacon, fontina cheese, potato, roasted tomato, fresh avocado

$15

BLT WEDGE

Baby iceberg, Campari tomatoes, Cheshire Farms swicy bacon, avocado, blue cheese vinaigrette

$19

CRISPY BANG BANG LION'S MANE

Fungi Jon lion's mane mushrooms, ssamjang chili aioli, sesame, chives

$19

COLOSSAL LUMP CRAB CAKE

Ancho chili rémoulade, fresh corn, salsa negro

$29

CHAPMAN SHRIMP COCKTAIL

Chilled jumbo shrimp, datil pepper cocktail sauce, ancho chili remoulade, fresh lemon

$22

CITRUS SPICED CARROTS, FETA & RICOTTA WHIP

Rustic roasted carrots, radishes, pickled red onion, toasted pistachios, orange blossom hot honey

$14

PETITE PLATES

CITRUS SHRIMP

Sweet corn-cauliflower hash, kale, black bean sauce, mango salsa, micro cilantro

$27

AHI TUNA STACK

Five grain medley, avocado, edamame, radish, pickled red onion, poke vinaigrette

$32

CHAPMAN MEATBALLS

Herb chicken, pomegranate reduction, lentil vegetable salad, salsa verde

$21

BRUNCH MAINS

TABLESIDE AVOCADO TOAST

Grilled artisan bread, tableside smashed avocado, fresh squeezed lemon, Maldon salt, pistachio, julienne radish, micro greens, hot honey drizzle

$22

SEARED ARCTIC SALMON CAESAR

Little gem, garlic croutons, marinated tomatoes, Parmesan, buttermilk Caesar dressing, wine-cured anchovy

$28

STEAK & EGGS RANCHEROS

Grilled prime skirt steak, farm fresh eggs, crisp corn tostada, melted cheese, avocado salsa verde, pico de gallo, arugula

$29

CHAPMAN AVOCADO TUNA BOWL

Fresh ahi tuna in a hass avocado, poke vinaigrette, zesty mix greens, bahn mi ancient grain salad, pickled onion, radish, crispy rice noodles

$27

FARMER'S LOL CHICKEN CHOP SALAD

Fresh vegetables, local lettuce, feta cheese, tomatoes, pepitas, LOL (lemon-orange-lime) vinaigrette

$26

WEEKEND WAFFLE

Chef's creation made with fresh, seasonal ingredients

$14

CREME BRULEE FRENCH TOAST

Mai chai spiced maple butter glaze, pecans, vanilla citrus sauce, fresh spring berries

$15

SEASONAL FLORIDIAN SALAD

Arugula, Little Gem lettuce, English pea shoots, goat cheese, strawberries, blueberries, mango, hearts of palm, peas, avocado, pistachio, house citrus vinaigrette

$23

HANDHELDS

BACON & EGG BRUNCH BURGER

Brasstown beef burger, farm fresh egg, swicy Cheshire Farms bacon, cheddar cheese, blistered tomatoes, porcini aioli

$24

SOUTHERN CHICKEN SANDO

Roasted chicken, swicy bacon, melted cheddar, sun-dried tomatoes, griddle toasted focaccia, chili aioli

$19

CRAB & LOBSTER ROLL

Colossal crab and cold water lobster, celery, dijonnaise, toasted roll

$31

1882 CUBAN

La Segunda Bakery Cuban bread, slow roasted mojo pork, swiss cheese, dill pickle, dijon

$21

FLORIDA FISH CRUNCH

Light crispy fresh catch, arugula, ancho remoulade, fresh lemon, artisan baked bun

$24

GRILLED ARTICHOKE & PORTABELLA

Swiss cheese, blistered tomatoes, caramelized onion, lettuce, pickle, Chapman burger sauce, artisan baked bun, steak fries

$21

BRASSTOWN BEEF BURGER*

Cheddar cheese, blistered tomatoes, caramelized onion, lettuce, pickle, Chapman burger sauce, artisan baked bun, steak fries

$23

Full Menu

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Frequently Asked Questions

What time is happy hour at The Chapman?

Happy hour at The Chapman is Weekdays 3 PM-6 PM.

Does The Chapman have a cocktail or drinks menu?

Yes. The Chapman lists 73 drinks on this page under Cocktails and Beverages, Happy Hour. FLORIDA SEVENTY-FIVE 17, THE DIPLOMAT 17, CLOUDSTAR 17.

What food does The Chapman serve?

The Chapman publishes Brunch, Lunch, 54 dishes. Dishes start at 7.

Does The Chapman have dessert?

Yes, 7 on the menu. Sky High Citrus Meringue Pie 17, The Plated Cappuccino 15, Valrhona Chocolate Decadence 15.

Where is The Chapman located?

The Chapman is located at 500 S Park Ave, Winter Park, FL 32789.

Is The Chapman good for groups?

The Chapman is an american restaurant in Winter Park. For large groups, we recommend calling ahead at (407) 635-1967 to check availability during happy hour.

What type of restaurant is The Chapman?

The Chapman is an american restaurant located in Winter Park, FL. They offer happy hour specials Weekdays.