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.

Some years demand recognition and a celebration fit for a king. In Tupelo, 2025 is one of those years. Celebrate the Tupelo Spirit through a year-long journey of unforgettable programs and events. From honoring Elvis’ 90th birthday to highlighting the major milestone anniversaries of some of Tupelo’s most iconic people and places, each month offers unique experiences that capture the heart and soul of Tupelo. Discover the Tupelo Spirit by celebrating Tupelo’s history, connecting with others, and celebrating all that makes Tupelo truly one-of-a-kind.

Enjoy a night of Mississippi music during the Celebrate Tupelo Down on Main concert on September 26. With a great line-up of live music, food trucks, and cool temps, it makes for the perfect night in Fairpark with your special someone. Music begins at 7 p.m. with Tupelo-native blues musician, John Clayton White. Cedric Burnside brings his North Mississippi Hill Country blues to the stage at 8:15 p.m. Paul Thorn will close out the night with his special blend of Americana music at 9:30 p.m.

Tupelo ushers in fall with an array of seasonal festivals and special events. 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.

Elevate your couple’s getaway by exploring Tupelo’s interactive trails. The Tupelo Cocktail Trail invites you to sip craft cocktails at seven Downtown Tupelo bars and restaurants. Immerse yourself in Elvis Presley's enduring legacy with the All Shook Up: Elvis’ Tupelo Experience trail, exploring the King of Rock 'N' Roll's birthplace and other iconic landmarks. Bask in the glow of neon lights and stunning murals with the It’s Electric: Neon Lights and Mural Sites trail, a visual journey through Tupelo's artistic heritage and vibrant culture. Go on a culinary adventure along the Taste Tupelo digital trail, featuring 11 local restaurants showcasing some of the town’s must-try dishes. Download your pass for each trail and discover how to claim your prize for completing them at tupelo.net/experiences.

Stay up-to-date on all of the exciting things happening in Tupelo by subscribing to our e-newsletter at tupelo.net/about-us/newsletter-signup. Your getaway is just around the corner. Visit tupelo.net to create your custom itinerary or download one of the many itineraries available on the site. Plan your fall couple’s getaway today and imagine what you can do here!