Hillstone Winter Park

The Write-Up

The full story

Hillstone sits on Lake Killarney in Winter Park, an elegant, serene room where the view never disappoints and the sunset does the decorating. The Hawaiian ribeye comes off the grill cooked to perfection, the French dip gets called the best a guest has ever had, and the spinach and artichoke dip and key lime pie round out the regulars' order. Expect a wait for a table, since lakeside seats are the prize.

District Story

The story of Winter Park

A park built for the winter, drawn on paper in 1881, and still legible in every street you walk today.

Read the Winter Park story →

Similar Feel

More places with this feel

Matched by vibe, not by neighborhood: the places across Greater Orlando closest in spirit to Hillstone Winter Park.

Sixty Vines

American · Winter Park · $$

A wine-country room transplanted to Winter Park, with wines on tap by the glass, carafe or bottle and a greenhouse patio that glows after dark.

110 S Orlando Ave Ste 12, Winter Park, FL 32789

Shake Shack Winter Park

Burgers & sandwiches · Lake Killarney lakefront · $$

On Lake Killarney, guests call it the best view for a burger joint: the familiar Shack standard with the lake as backdrop.

119 N Orlando Ave, Winter Park, FL 32789

The Chapman

Fine dining & steak · Winter Park · $$$

On Park Avenue, the warm, artful dining room Winter Park kept asking for, built on a scratch kitchen and Florida ingredients.

500 S Park Ave, Winter Park, FL 32789

Ômo by Jônt

Fine dining & steak · Winter Park · $$$$

Winter Park's Michelin-starred splurge, a tasting menu staged as a journey through a series of intimate rooms.

Omo by Jont, 115 E Lyman Ave, Winter Park, FL 32789-4311

The Glass Knife

Bakeries · Winter Park · $$

A pretty, polished Winter Park cafe named for the antique glass cake knives on its walls, all chic light and careful detail.

The Glass Knife, 276 S Orlando Ave, Winter Park, FL 32789

The Grove Bar + Kitchen

American · Winter Park · $$

Citrus-grove heritage worn warmly in a golden, textured room in Winter Park Village built for lingering.

480 N Orlando Ave C-134, Winter Park, FL 32789

Keep Going

More in Winter Park

Other places in Winter Park, Local Picks first, then the closest to Hillstone Winter Park.

AVA Mediterranean Local Pick

Mediterranean · $$$

A glamorous Greek agora on Park Avenue, sophisticated and high-energy from the moment you sit down.

290 S Park Ave, Winter Park, FL 32789

The Imperial on Park Local Pick

Bars & lounges · Wine Bar · $$

Park Avenue's neighborhood bar, warm and laid back, with boutique wines, craft beers and cocktails built on Winter Park Distillery spirits.

136 S Park Ave, Winter Park, FL 32789

Prato Local Pick

Italian · $$$

Italian the Park Avenue way: rustic yet upscale, exposed brick and warm light, house-made pastas and wood-fired pizzas.

Prato, 124 N Park Ave, Winter Park, FL 32789

Shake Shack Winter Park

Burgers & sandwiches · Burgers · $$

On Lake Killarney, guests call it the best view for a burger joint: the familiar Shack standard with the lake as backdrop.

119 N Orlando Ave, Winter Park, FL 32789

Bulla Gastrobar

Mediterranean · Tapas Bar · $$

A Winter Park room for Spanish shareables, casual but still upscale, with a buzzy, celebratory energy.

110 S Orlando Ave #7, Winter Park, FL 32789

Sixty Vines

American · Wine Bar · $$

A wine-country room transplanted to Winter Park, with wines on tap by the glass, carafe or bottle and a greenhouse patio that glows after dark.

110 S Orlando Ave Ste 12, Winter Park, FL 32789