Date Night in Tupelo

Whether you're planning a romantic evening for two or simply looking to spark something special, Tupelo, Mississippi, is positively the place for a perfect blend of Southern charm and unexpected adventure. From cozy local eateries and live music to starlit strolls through historic streets, a date night here is more than just a night out — it’s a memory in the making.

FIRST THINGS FIRST: COCKTAILS

Take a trip Downunder. Located in downtown Tupelo, Downunder is a bar and restaurant with top-notch cocktails and Australian-inspired food. A fan favorite of locals is any cocktail with “Flavor Blaster,” a bubble gun that infuses the food or drink of your choice with aromatic flavors.

It’s just you and mead. As Mississippi’s first meadery, Queen’s Reward Meadery uses three simple ingredients: Mississippi harvested honey, yeast, and water. You can taste a variety of flavors while enjoying an evening of romance with your honey. This is a one-of-a-kind experience in Tupelo and one you’ll want to experience with your significant other.

Try out Jobos, Tupelo’s hot spot for unique drinks and surf-and-turf style food. Jobos, pronounced Yo-bos, is located inside Tupelo’s boutique Hotel Tupelo in the heart of downtown.

LET’S EAT (AND EAT WELL):

Park Heights has great food, a cozy atmosphere, and signature cocktails to help you and your significant other celebrate the day of love. Be sure to plan and make your reservation for a romantic evening in downtown Tupelo.

Forklift is locally sourced and amazingly good. The jerkhead steel trout is a must-try if you’re a fresh fish lover. Enjoy dining inside with a low-key and cool atmosphere or enjoy a fireside meal with patio dining.

With an ambiance set for a romantic meal, Woody’s has upscale dining in a cozy setting. For those who are craving a steak this Valentine’s, Woody’s serves charcoal-grilled, hand-cut steaks made to perfection. It is Tupelo’s ONLY Certified Angus Steakhouse!

NOW, LET’S TALK DESSERT:

Finish off your night out with a sweet treat at Crave. Skillet cookies, specialty cakes, and other homemade desserts with a side of gourmet coffee make for a sweet evening with your sweetheart.

For the ice cream and waffle cone lovers, Funky Cones is the place to be. Funky Cones makes their homemade waffle cones that come out warm and irresistibly good, especially paired with ice cream.

Kick it old-school and have a date night at Dairy Kream. When you think of the old-time ice creamery and burger joint, you picture a place just like Dairy Kream. Drive up and sit while you enjoy soft-served ice cream cones, malts, shakes, burgers, and fries.

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