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A man and woman walk on a sidewalk past a mural in Tupelo, Mississippi — Every step seems special when strolling through Tupelo. (Tupelo CVB)

Tupelo, Mississippi, is positively the place for a fall couple’s getaway. This autumn, explore the city together and take in the season’s festive energy.

From celebrations of Tupelo’s unique spirit to exploring trails that showcase its distinctive culture, your romantic fall escape awaits.

Tupelo, MS - Immersive Cultural Experiences

Don’t-miss October events in Tupelo

People browse art vendor booths along the street in Tupelo, Mississippi during Robins St. Art Stroll — Shop handmade treasures and savor festival goodies at the Robins Street Art Stroll on Oct. 4. (Tupelo CVB)

Tupelo’s October calendar is packed with events that celebrate the season.

Kick off the month with the Robins Street Art Stroll, October 4, a day dedicated to art, music, food and entertainment.

For some spooky fun, the Tupelo Community Theatre presents its Haunted Theatre October 10-11, and Queen’s Reward Meadery hosts Movie Night at the Meadery, complete with food truck fare, mead and a movie on their expansive lawn.

Dancing with the King honors Tupelo’s favorite native son with a weekend of dance at the Tupelo Furniture Market, October 17-19.

Celebration Village, Tupelo’s annual holiday market, arrives October 22-25, offering the chance to start your shopping early.

Attend Fall into Tupelo, a two-day event that kicks off on October 24, with Chili Fest. Held in Fairpark, try chili recipes prepared by local cooking teams and vote for your favorite. Enjoy live music under the stars while sampling the flavors of fall.

Visit Tupelo for an Epicurean Expediation

More food, music + fun

Forklift Chef Cooper MIller plates a dish at his restaurant in Tupelo, Mississippi — Chef Cooper Miller plating a romantic dinner for two at Forklift. (Tupelo CVB)

With over 200 restaurants and 15 live music venues, Tupelo has plenty of options for great food and foot-tapping tunes throughout the city.

Start your day with a lively Saturday brunch and live music at Brick and Spoon. The Gin offers a Southern buffet all day, featuring comfort food staples, with live music on the back patio. For a unique twist, head to the Barnes Crossing District, where you can enjoy live music at Lone Star Schooner Bar & Grill.

Book a rooftop table at Park Heights Restaurant, where Chef Dan Schroeder’s Southern-inspired cuisine sets the stage for an intimate evening. Sit on the patio at Forklift, where Chef Cooper Miller serves legendary fried chicken and succulent lamb tenderloin with a truffle jus.

If you’re looking for a low-key dinner, Loco Taco’s outdoor tables filled with street tacos and margaritas might be exactly what you need.

Hit all the right notes

A saxophone player and guitar player perform in Tupelo, Mississippi. — Feel the beat and fill your belly at Blue Canoe. (Tupelo CVB)

No matter what suits your mood, Tupelo has the perfect place that hits all the right notes.

As the leaves begin to change and the temperatures start to cool, start planning your fall Tupelo couple’s getaway today with a visit to tupelo.net. Imagine what you can do here!

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