HIP TO BE SQUARE
El Five is funky eatery in Highland that offers Spanish and Mediterranean tapas, both old and new school. Brunch is particularly good (the semi-buffet offers several tapasstyle dishes that you can revisit). Try one of the five paellas.
Death and Co. for drinks. With a cool vibe and a great cocktail menu, this New York transplant is good for both starting and ending the night.
The Highwayman and the Fortunella are both recommended.
Mile High Flea Market. With everything from collectibles to vegetables, this monster 80-acre flea market will have something for everyone to take home whether you want a hammer or homemade hot sauce.