Checker Hall

This casual bar with Mediterranean-leaning bites sits above all the action of Highland Park's busiest stretch—and one of its newest venues. Atop the Lodge Room, both concepts in a gorgeous and refurbished masonic temple, Checker Hall serves tropical-leaning cocktails and mocktails, including house-made grog, mai tais, dark and stormies and even a horchata cocktail with cold brew from neighboring coffee shop Kindness & Mischief.