Venue

Chicago Symphony Orchestra

📍220 S Michigan Ave, Chicago, Illinois, 60604

Vintage

Built in 1904, music complex that hosts the Chicago Symphony Orchestra & classical & jazz concerts.

★4.9(3,810)📞+1 312-294-3000Call🌐cso.orgWebsite

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Historic Estate

Villa D' Citta Bed & Breakfast

📍2230 N Halsted St, Chicago, Illinois, 60614

Vintage

A historic villa turned B&B with posh Italian-themed quarters, a stocked kitchen & a hot tub.

★4.9()📞+1 312-771-0696Call🌐villadcitta.comWebsite

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Venue

Salvatore's Wedding and Event Venue

📍525 W Arlington Pl, Chicago, Illinois, 60614

ElegantVintage

Classic Italian dishes in an upscale space best known for hosting weddings & other special events.

★4.7(235)📞+1 773-528-1200Call🌐salvatores-chicago.comWebsite

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Venue

Osteria Via Stato

📍620 N State St, Chicago, Illinois, 60654

Vintage

Classic Italian dining in archway-enhanced environs with adjacent pizzeria offering thin-crust pies.

★4.6(1,839)📞+1 312-642-8450Call🌐osteriaviastato.comWebsite

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Venue

The Drake

📍140 E Walton Pl, Chicago, Illinois, 60611

ElegantVintageScenic Views

Refined 1920s hotel with classic rooms & lake views, plus 3 sophisticated restaurants & a gym.

★4.3(4,523)📞+1 312-787-2200Call🌐hilton.comWebsite

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Historic Estate

The Wheeler Mansion

📍2020 S Calumet Ave, Chicago, Illinois, 60616

GardenElegantVintage

Elegant quarters with European antiques & art, plus a free gourmet breakfast & a courtyard garden.

★4.2(127)📞+1 312-945-2020Call🌐wheelermansion.comWebsite

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Venue

Graduate by Hilton Evanston

📍1625 Hinman Ave, Evanston, Illinois, 60201

ElegantVintageScenic Views

Charming, vintage-style quarters, some with lake views, in an elegant hotel offering dining.

★4.1(495)📞+1 847-475-3300Call🌐hilton.comWebsite

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Hotel & Resort

The Wheelhouse Hotel

📍3475 N Clark St, Chicago, Illinois, 60657

ModernVintage

Vintage-chic rooms in a trendy hotel with a pizza restaurant, a rooftop bar & free Wi-Fi.

★3.9(108)📞+1 773-248-9001Call

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