April 5, 2019 (2020 TBD)

Do you have the best burger in town? We'll be the judge of that. Join us in Downtown Tupelo for live music, lots of fun and the best burger-cooking competition around! Several categories are awarded, including professional/restaurant, Best in Show (based on theme) and People's Choice and new this year is the Secret Ingredient award!

Presenting Sponsor:

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April 12, 2019 (2020 TBD)

5:30- 7:30 PM then after party until 9:30

Wine Downtown is a progressive wine tasting throughout our participating downtown businesses, ending at Farmhouse for an after-party with delicious food and great live music. What better way to spend a Friday night than with a little shopping and "a little" wine?

Presenting Sponsor:

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June 3rd - June 7th, 2020

Tupelo Elvis Festival is a celebration designed to honor Tupelo’s native son, Elvis Presley, and the impact of his music. The festival music includes concerts by locally and regionally known artists in Fairpark, a Sunday Gospel Concert, and an Ultimate Elvis Tribute Artist Contest. In addition to all of the great music, the festival features a number of local food vendors, a pet parade, a 5K run, and much more!

For more details, please click here to visit our website or our Tupelo Elvis Festival Facebook Page!

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July 18, August 15, September 19, 2019

Down on Main is a **FREE** summer concert series that occurs once a month in Fairpark during July, August and September. Down on Main is a great way for us to come together as a community while enjoying live music, good food and cold beverages.

Presenting Sponsors:

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September 26, 2019

Ale Trail is a progressive craft beer tasting with stops in our shops throughout Downtown Tupelo. Start your night by picking up your tickets at FNB Bank, then shop around with our participating merchants. End your night at Farmhouse with an after-party catered by Sweet Tea & Biscuits and live music!

Buy Tickets

Presenting Sponsors:

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October 11, 2019

Everyone's favorite chili cook-off is back, and there can only be one winner! Ok maybe not... teams compete against each other in a number of prize categories, including best recipe, team spirit, best costumes, most creative tent and most original theme. Don't have a team? Throwing one together is easy - grab your friends, family, coworkers, anybody! 

Attendees can come at both lunch and dinner - tickets are sold at the gate upon entrance. You get to eat a bowl of delicious chili, then sample each team's recipe, all before casting your vote for People's Choice. As if that wasn't enough, there's beer and live music to make it the perfect Friday night!

Click here to sign up!

Presenting Sponsors:

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November, 2 2019

Formerly known as Pigskins in the Park, your favorite tailgating experience is back! Join us in Fairpark as we have the All-America City BBQ Cook-off, while we screen the Mississippi State at Arkansas AND the Ole Miss at Auburn game! It’s all FREE!

Want to compete? Click here to see all the rules, regulations and judging criteria.

Presenting Sponsors:

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Spring Open House: Date for 2020 TBA
Holiday Open House: November 24 (12-4pm)

There's no better way to welcome you into Downtown Tupelo than by opening our doors and inviting you in to shop with us during open house. Shop special sales, maybe grab a snack or two, and enter to win an amazing gift basket each participating store contributes to! Open house is just another way we say, "Welcome!"



November 30

Each year, the Saturday after Thanksgiving, local businesses like to celebrate Shop Small Saturday. This is a national movement, and on this day we encourage everyone to shop small! Shopping in Downtown Tupelo is the best way to give back to your community.

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Tuesday, December 3

Join us on Main Street this holiday season as we celebrate 71 years! The parade will run up West Main Street, cross over at Robins Street and come back up Jefferson Street.

Click here to download application.

Presenting Sponsor:

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Join us for the first ever New Years Celebration presented by Century Construction! Start your year off right. Come dance 2019 away and ring in the new year by walking down Main Street between two stages with great live music! Bring a little extra cash so you can get your last minute raffle ticket for a chance to win a brand new 2020 Toyota Corolla! Car will be given away at midnight! If you have kids and don’t want to stay out late, there will be a kids zone with a mini ball drop too! Kids activities start at 6:30.


Support Main Street!

If you would like information on how to become a sponsor or a member, fill out this form and we will get back to you ASAP!

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