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Five great spots to indulge in Chicago's fine food and cocktails

We’ve selected five great places to eat, drink and party in Chicago—with special bargains, too, for members of the Starwood loyalty program

1/5
The Grill on the Alley When The Grill on the Alley opened in 2000, they already knew all about old-time sophistication. From the white-jacketed waiters to the soundtrack of classic jazz, this is a place where steak and seafood are served as you�d wish them always to be served. Slide along one of the leather banquettes, order your food-bagel and lox or corned beef hash for breakfast, lunch of jumbo lump crab cake followed by grilled cobb salad, or dinner of prime New York pepper steak with saut�ed zucchini, maybe a beer or cocktail on the side-and admire the art on the walls. SPG members get a year-round 10% discount. Under the Triple Benefits promotion, there are two further perks: an additional 10% off your tab if you return to dine before October 31, 2013, and if you dine with three or more guests you�ll also receive a complimentary cheese platter. Westin Michigan Avenue, 909 North Michigan Avenue, Chicago, IL 60611, +1-312 255 9009.Read more about The Grill on the Alley
2/5
Shula�s Steak House Owned by all-time-great NFL coaches Don Shula and his son Dave, Shula�s Steak House is among the finest in the United States, consistently voted in the nation�s top five for the last two decades. Extraordinary care is taken in the selection and cut of the beef they use -always premium Black Angus and always the signature SHULA CUT� - and no less with their seafood, including fresh Maine lobsters. This is a smart venue, but not stuffy; you can still enjoy a casual atmosphere while sipping on a tasty cocktail. SPG members get a year-round 10% discount. Under the Triple Benefits promotion, there are two further perks: you�ll get an extra 100 Starpoints per person if you dine with three or more guests, and you�ll receive a complimentary glass of house wine with your meal. Cheers! Sheraton Chicago Hotel & Towers, 301 East North Water Street, Chicago, IL 60611, +1-312 670 0778. Read more about Shula�s Steak House
3/5
Wave Under Executive Chef Gregory Elliott, Wave focuses on carefully sourced, seasonal ingredients, many coming from dedicated producers in the Midwest, in unusual combinations that show a clear affinity with both French and Italian cuisine. It�s a casual but contemporary setting for twists on classic cocktails (how about a tamarind whiskey sour?), cut-above bar snacks (kobe beef sliders, house-made truffle chips) and knockout meals (prosciutto-wrapped scallops followed by walleye pike). The restaurant has a great location within W Chicago Lakeshore, with a terrace from which you can look out on Lake Michigan and the attractions of Navy Pier. SPG members get a year-round 10% discount. W Chicago Lakeshore, 644 North Lake Shore Drive, Chicago, IL 60611, +1-312 255 4460.Read more about Wave
4/5
IPO IPO takes the best of Chicago�s diverse food traditions and represents them as small plates, perfect for sharing tapas-style. In the beautiful Beaux Arts setting of the W Chicago City Center hotel, built in 1928, Executive Chef Trevor Hoyte�s �new urban cuisine� gives a delicacy of presentation to such down-home classics as beef short ribs or grilled shrimp, while he displays his mastery of new techniques in such dishes as seared scallop with coffee foam. IPO has a great downtown setting, too, in the financial district just a few blocks from the Art Institute of Chicago in Grant Park. SPG members get a year-round 15% discount. Under the Triple Benefits promotion, there are two further perks: you�ll get an extra 100 Starpoints per person if you dine with three or more guests, and groups of seven or eight people get an additional 10% off their bill. W Chicago City Center, 172 West Adams Street, Chicago, IL 60603, +1-312 917 5608. Read more about IPO
5/5
Whiskey Sky In the city that gave us the skyscraper, visiting a smart rooftop bar is a must-and Whiskey Sky is one of the very best. Up on the 33rd floor of W Chicago Lakeshore, the bar provides spectacular views of Lake Michigan, taking in the Ferris Wheel on Navy Pier. The view inside is unique, too- subdued lighting is picked up with electrifying blues, while white cube tables are complemented by low-slung leather banquettes and club chairs. Guest DJs keep things upbeat every night, and there�s a bar menu to satisfy late-night cravings. W Chicago Lakeshore, 644 North Lake Shore Drive, Chicago, IL 60611.Read more about Whiskey Sky

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Become a Starwood Preferred Guest.

Interested in the only hotel loyalty programme offering deals on restaurants and bars? Register for free membership of the Starwood Preferred Guest® programme or at participating hotels for year-round savings of up to 30% at more than 1,000 Starwood hotel venues, including those above.

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