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This family-run retailer has been selling wine since the '30s and it shows. With locations in Highland Park, Barrington and Chicago, Vin prides itself on its carefully curated stock, knowledgeable team and affordable pricing—the trifecta of wine shopping. It'd be a shame to visit and not lean on the staff for recommendations; many of them are professionally trained and certified wine experts who are excited to share their wisdom with you.