Billy Reid Shirt, Robert Talbott Jacket, Ralph Lauren Pants (not pictured) , Hadleigh’s Shoes (not pictured)

If you have an anniversary that needs to be celebrated (or a birthday, career milestone, or any event for that matter), Highland Park Village is the jackpot for enjoying great food and a stunning ambiance.

When it comes to a special night out, we love the idea of a progressive dinner around the Village. Making a pit-stop at each restaurant is, in our opinion, the best way to treat our taste buds to the flavors and cuisines all of our delicious restaurants have to offer.

Our ideal celebratory evening would begin with Mambo Taxis at Mi Cocina, appetizers on the Mediterranean-style patio of Bistro 31, a fresh fish dinner from Café Pacific, and wrapping it up with a decadent dessert at the soon-to-be reopened Village Kitchen.  Coconut cream tart, anyone?

If you’re still feeling festive after the dining experience ends, catch a flick at the iconic Village Theater, or open the bottle of wine from Molto Formaggio that you stashed for a special occasion.

Oh, and if you’re worried about what to wear, fear not. We’ve done the work for you and picked the duds to don.

Rag & Bone Dress, Stella McCartney Purse, Anthropologie Necklace (*not pictured) , Rag & Bone Shoes