Presenting Our Progress

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We are Enterprise, Alabama | Deeply Rooted, Ever Rising

Located in the heart of "The City of Progress",

Downtown Enterprise utilizes the four-point approach endorsed by Main Street America -

Organization, Promotion, Design, and Economic Vitality -

to bring progress and prosperity to the downtown district.

New Parking Lots


70+ parking spaces were created by the paving of a previously privately-owned vacant lot.

The new parking lot addressed safety concerns of parking on Main Street as well as created convenience for downtown shoppers, diners, & visitors.


Our Progress

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Entertainment District Ordinance

The Downtown Enterprise Entertainment District allows guests age 21+ to carry alcoholic beverages in an approved container within the boundaries of the district during designated days and times.

This ordinance allows Downtown Enterprise to attract lively events, entertainment, and dining as well as complement activities within our district.




Girls Night Out - For A Cause

Girls Night Out is an annual event that benefits Breast Cancer Awareness. The event features refreshments, door prizes, swag bags, activities, and of course shopping! 

Funds raised through ticket sales are donated to Coffee County Family Services for women in need of assistance with mammogram screening. Girls Night Out has raised up to $3,000 in previous years!


Boutique Crawl - For A Cause


Boutique Crawl is a fun fashion event that involves the collaboration between Boutique owners working to support each other, local businesses, and a great cause.


Ticket holders for this event support fundraising efforts for Coffee County Family Services and receive great deals, refreshments, and giveaways in return. In its first year, the event raised $2,000! 


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Hometown Hero Banner Fundraiser


Hometown Hero Banners are available for purchase by community members to pay tribute by honoring and recognizing residents, past or present, that are serving or have served our country and community.

The banners are on display throughout Downtown Enterprise and recognize members of the military, first responders, medical professionals, and teachers. Proceeds are reinvested back into

downtown beautification.



Downtown T-Shirt Fundraiser

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In an effort to raise funds for downtown beautification, Main Street Enterprise designed t-shirts to be sold throughout stores downtown.

The initiative raised over $1,000 and will benefit various different aspects of the downtown district.


Spring Festival - Easter Hat Parade

Spring Festival is an annual event that includes 70+ vendors, music, food, arts & craft activities, and an Easter hat parade - the ONLY one in Alabama!

Prizes for the Easter hats are awarded in several categories and the contest is open for all ages to participate! Main Street Enterprise was awarded the Excellence in Promotion Award for this event!



Military Appreciation Day - Patriotic Parade


Military Appreciation Day is an annual event that includes shopping specials, music, and activities for the whole family to enjoy. During this event, various Military and Veteran Affairs Organizations share information and provide static displays.

In 2022, the Patriotic Parade was introduced to the event. Participants were invited to decorate their bikes, trikes, strollers, wagons, and scooters, and promenade down Railroad Street.  


Boll Weevil Block Party

The Boll Weevil Block Party hit the streets for the first time in 2022 as a part of WTVY's "Hometown Tour" segment. 

Enterprise residents enjoyed food trucks, live music, shopping, and gathering in the heart of the city. 


Master Plan Visualization


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Main Street Enterprise in collaboration with Friends of Main Street hosted a strategic planning meeting where wants and wishes for the downtown district were discussed at length.


This meeting aided Main Street in creating a master plan visualization that encompasses citizen voices.  

Our Achievements



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Excellence in
Building Design Award

Presented to the Bliss on Main Salon for the complete renovation of the downtown property.

Main Street Hero Award

For exceptional contributions to the marketing of downtown by Chad Wester.

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Excellence in Promotion

Presented to Main Street Enterprise for the 2022 Spring Festival Easter Hat Parade.

Excellence in
Business Promotion Award

Presented to Main Street Enterprise for the 2022 Come & Get Your Love event.

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Main Street Hero Award

For exceptional contributions to promotions by Wendy Grimes.

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Excellence in Marketing Award

Presented to the Enterprise Chamber of Commerce and the Enterprise Tourism Department for the collaborative effort for the 10-day “Enterprise Eats Restaurant Week” promotion

Excellence in Public Relations Award

Presented to Main Street Enterprise for the 2021 “Taco ‘Bout Branding,” promotion.

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Excellence in Promotion

Presented to the Downtown Enterprise Business Association & Main Street Enterprise for the 2020 Virtual Spring Market.

Excellence in Historical Preservation Award

Presented to the City of Enterprise Tourism Department for the Boll Weevil Monument Centennial Celebration.

Main Street Hero Award

For exceptional contributions to economic development and downtown revitalization by the Downtown Enterprise Business Association.