Best List, What To Eat & Where To Eat It

Best Places To Celebrate A Special Occasion

While Winnipeggers are known to hunt for bargains, we also know how to indulge. These restaurants offer elegant eats with opulent settings to match.


Heavy wooden doors only a few steps from Portage and Main open onto a world that celebrates the British Empire. At Bailey’s, food is prepared and served in a highly professional manner. Specialties include the Reuben (one of the best in town), rack of lamb and prime rib of beef.

Location: 185 Lombard Ave, 204-944‑1180

Carne Italian Chophouse

Modern chophouses specialize in steaks and chops, and offer an array of cuts of meat: veal, pork, poultry, and lamb as well as fish and seafood. Carne Italian Chophouse is just this style of new wave meatery, where a porterhouse can be enjoyed with a side of gnocchi.

Location: 295 York Ave, 204‑896‑7275

The Gates On Roblin

This classy country estate houses The Gates on Roblin, the perfect backdrop for birthdays and anniversaries. The restaurant, with a total capacity of 300+, offers a selection of dining rooms, like the original dining room perfect for intimate groups of 12, or the spacious sunroom accommodating up to 72 guests at a time. Score a seat in the Atrium and enjoy breathtaking views alongside elegantly-prepared regional fare like bison short ribs and duck confit.

Location: 6945 Roblin Rd, 204-224-2837

Hy's Steakhouse

A tried and true classic Winnipeg establishment for 60 years, Hy’s Steakhouse is located at the city’s famous Portage and Main intersection. The atmosphere is comfortably opulent with traditional dark paneling. Perfectly aged steaks and Canadian prime rib are outstanding. Try the New York strip with Hy’s special steak sauce. 

Location: 1 Lombard Place, Main Floor Richardson Building, 204-942-1000


Maxime’s, a south Winnipeg favourite, sets the standard for suburban-style fine dining. Spherical lighting reminiscent of tangled ribbon graces the grand room. Heat from fireplaces add warmth, while soft carpet amps up the cozy factor. The wide-ranging menu offers short-order faves along with an extensive selection of dinner entrées.

Location: 1131 St. Mary’s Rd, 204-257‑1521

The VG Restaurant

The first born-and-raised Winnipegger to take the helm of the Fairmont kitchen, chef Tim Palmer has stacked the dinner menu at The VG Restaurant with local producers and seasonal ingredients in sophisticated applications. Local bison tataki is a beautifully presented array of thinly sliced, lightly seared loin served with tangy ponzu soy sauce on a bed of mustard cress.

Location: The Fairmont Hotel, 2 Lombard Pl, 204‑957‑1350

529 Wellington Steakhouse

Eat like a king at 529 Wellington Steakhouse, the city’s toniest steakhouse housed in an elegant riverside mansion. Waiters guide guests to dish decision with an educational meat tour tableside. Prime rib here is unparalleled and served with lofty, golden Yorkshire pudding.

Location: 529 Wellington, 204-487-8325