Events in Enterprise

World’s Smallest St. Patrick’s Day Parade and .5K Race

Coming March, 2022
Enterprise is the official Guinness World Record Holder for the “World’s Smallest Saint Patrick’s Day Parade.” A person of Irish descent, generally dressed in festive garb and carrying a large Irish flag, is the only person in the parade. He, or she, walks one block from the courthouse to the Boll Weevil Monument and back to the courthouse. The parade has enjoyed national, as well as local attention and draws many visitors each year. An addition was made in 2018 to add the smallest road race, a 0.5K after the parade to keep the small theme going and involve the large crowds who attend the event every year.

April Walking Tours

Spring Festival at the Monument

Piney Woods Arts Festival

Postponed for 2021 (look for us in April, 2022)
Annual Spring festival, hosted by the Coffee County Arts Alliance on the Enterprise State Community College campus. This juried art show features arts, crafts, food, live entertainment, car show, historic displays, film festival and children’s activities.

Coming April, 2022

Festival In The park

May 1, 2021
Enterprise Parks and Recreation presents this annual daylong event every year on the first Saturday in May at Johnny Henderson Family Park. The festival is known for food, fun and numerous free outdoor activities for all ages to include children’s arts and crafts, pony rides, train rides, petting zoo, karaoke, corn hole, contests, food truck, live music performances and many more attractions all day leading to the grand finale with fireworks by the lake.

Peak Season Day at the Farmers Market

May 15, 2021

Watermelon Day at the Farmers Market

June 26, 2021

Peanut Day at the Farmers Market

September 25, 2021

Boll Weevil Fall Festival

October 16, 2021
This annual festival spotlights a variety of artists and talent each Fall in Downtown Enterprise. Drawing in thousands of visitors, this community event is free and open to the public with arts and craft vendors, festival food, live music, activities, contests, a scarecrow village and much more.

Pumpkin Day at the Farmers Market

October 16, 2021

Spooky in the City

Coming October, 2021
The annual Spooky in the Park event has moved to the City and is hosted by the Enterprise Parks and Recreation Department near Halloween. This drive-through interactive event partners with Escape Enterprise to create a clue-solving mystery game that showcases local businesses and offers individuals and families a one-of-a-kind trick-or-treat event from the comfort of their car, truck or miniva

Enterprise Veterans Day Parade

November 4, 2021
The City of Enterprise Veterans Day Committee hosts an annual Veterans Day Parade and Tribute Ceremony to recognize and honor all those who have served in the Armed Forces. The city parade and ceremony are held on the Thursday before the federal holiday.

Enterprise Christmas Parade

The Enterprise Chamber of Commerce hosts the City’s Annual Christmas Parade each year, along Main Street in Downtown Enterprise. With more than 150 entries, it draws thousands of viewers from as far away as Panama City to Montgomery and is listed as the largest Christmas parade not only in Alabama but the entire Southeast.

Whoville Wholiday Celebration

December 4, 2021
“Grow your Heart” at this annual holiday festival in Downtown Enterprise. Hosted by the Main Street Enterprise Whoville Committee on the first Saturday in December.  The streets of Downtown Enterprise are transformed into “Whoville for the Holidays” with festive decorations, fabulous holiday shopping opportunities, delicious dining, tons of family friendly activities including appearances by the Grinch and Who Characters, Who Look-a-like Contest, Max’s Holiday Pet Parade and vendors, business owners and visitors dressed in festive “Who” inspired costumes all throughout the downtown district.

Enterprise Christmas Tree Lighting

Christmas at the Farmers Market

December 4, 2021

Happenings Around Town