Short answer: Railroad Square is a privately run art district on the south side of downtown Tallahassee, a WWII-era industrial warehouse park its operator now describes as a 10-acre haven with more than 70 shops, galleries and small businesses. It is best known for the First Friday Monthly Festival on the first Friday of every month. Its south edge meets the City and Blueprint trail network along FAMU Way.
Last verified: October 18, 2026, against the sources listed at the end of this page.
What is Railroad Square in Tallahassee?
Railroad Square is a privately operated arts and small business district in former WWII-era industrial warehouses on the south side of downtown Tallahassee.
Its operator describes Historic Railroad Square as a WWII-era industrial warehouse park turned urban core art district, a 10-acre haven for the creatives of Tallahassee with more than 70 shops, galleries and small businesses, and calls it Tallahassee's original art district. The company places it right on the doorsteps of FSU, FAMU and downtown.
Railroad Square is now one of four locations that the operator markets together as The Art District, with Railroad Village, Railroad Crossings and Art District Collective, which together it counts at more than 100 businesses. The Art District site says Historic Railroad Square has been the haven for Tallahassee's creatives for the past 50 years. It is a private property, not a City park or campus site: the operating company, Art District Holdings LLC, lists its office at 1872 Mill Street in the B Building of Railroad Village, open by appointment only, with inquiries directed to (850) 224-1308.
| Art District location | What the operator says |
|---|---|
| Railroad Square | Featured location; WWII-era warehouse park, 10 acres, more than 70 shops, galleries and small businesses |
| Railroad Village | Home of the Art District Real Estate office, Building B, 1872 Mill Street, by appointment |
| Railroad Crossings | Added location with its own site |
| Art District Collective | Added location with its own page |
| All four | More than 100 businesses in all |
When is First Friday at Railroad Square?
First Friday falls on the first Friday of every month, when Railroad Square's galleries and shops open with live music and food.
The Art District says Railroad Square is best known for the First Friday Monthly Festival, which occurs on the first Friday of every month and offers open galleries and shops, live music and food. The Railroad Square site calls the festival exciting and popular and encourages visitors to come at other times of the month too.
Regular business days are not uniform, and the operator's own pages differ. The Railroad Square page says many Railroad Square businesses open Wednesday through Sunday each week, with a few open every day, while The Art District page says many businesses in the wider district are open Thursday through Sunday, with some open daily. Neither page posts festival start or end times, and the operator asks visitors to contact each business directly for its hours and address. A visitor who wants a particular studio open should check that business before the trip.
What shops, food and entertainment are in Railroad Square?
Railroad Square mixes galleries and studios with vintage and thrift stores, a pinball arcade, a cult cinema, a nonprofit theater and a large climbing gym, by the operator's list.
The Railroad Square site lists vintage, thrift and antique stores, art galleries, creative shops, a nonprofit theater, an authentic pinball arcade, a gaming shop, a cult cinema, what it calls the largest indoor rock climbing gym in the region, and a specialty kayak shop. Food and drink there include the Square Mug Cafe, Gamescape Cafe, Railroad Square Crafthouse and the Crumbox Gastgarden, which the operator says is the only cafe in town built out of a real railroad caboose.
The Art District page adds a photography studio and names food and beverage businesses across the district, including Flamingoz: A Taste of Miami, Halisi Africa, Miami Juice Bar and Sweet Boozey Cakes. It describes the businesses as creative local micro-businesses and points to a district map of murals and street art. Tenants change, so both lists are a snapshot of what the operator posted when checked.
Where do visitors park at Railroad Square?
Railroad Square offers free parking in marked yellow areas, with more than 200 spaces on site, according to its operator.
The Railroad Square map marks free public parking, with no towing, in yellow shaded areas, and counts more than 200 parking spaces in Railroad Square plus more than 100 more within a short walk. The same page notes that the square sits right along the Cascades Trail and parks, so a visitor can also arrive on foot or by bike from the trail network.
Street access has been under construction. The City of Tallahassee's Railroad Avenue Improvements Project, which began on Nov. 27, 2023, covers Railroad Avenue from Railroad Square to Gaines Street. Its final phase, which began on July 7, 2025, called for a round-the-clock full closure of Railroad Avenue from just south of the railroad track crossing to Gaines Street, with a marked detour on FAMU Way, Adams Street and Gaines Street and local access kept through side streets. The City page does not post a completion date, so drivers coming from Gaines Street should check it before relying on Railroad Avenue.
How does Railroad Square connect to the Cascades Trail and FAMU Way?
Railroad Square backs onto Segment 3 of the Capital Cascades Trail, the FAMU Way corridor that Blueprint completed in 2024.
The Blueprint Intergovernmental Agency says Segment 3, often called the FAMU Way Corridor, created a new east and west roadway about 1.5 miles long from South Monroe Street to Lake Bradford Road, linking FAMU and Florida State University and improving connections to the Gaines Street and College Town districts. Segment 3 was completed in 2024.
Several of its amenities touch the art district directly. Blueprint's Coal Chute Pond improvements, opened in June 2022, add a multi-use trail around the pond, lighting, seating and musical-play features built with the Knight Creative Communities Institute's Red Hills Rhythm Project, including an informal performance space with an entrance to Railroad Square. A restroom facility with two family stalls stands near the existing playground and Railroad Square on the north side of FAMU Way. The FAMU Way Skateable Art park, also opened in June 2022, is about 540 feet long, and its rattlesnake snake run, roughly 225 feet, is the longest snake run in Florida, Blueprint says.
The same corridor carries a History and Culture Trail of interpretive kiosks about the surrounding neighborhoods, Tallahassee's African American community, FAMU and the local civil rights movement, with artistic installations added through a partnership with the Council on Culture and Arts. Farther along, the St. Marks Trailhead at the Regional Stormwater Facility connects the Cascades Trail with the St. Marks Historic Rail Trail and has on-site parking.
What public projects are changing the streets around Railroad Square?
The City's Railroad Avenue rebuild and the Community Redevelopment Agency's earlier landscaping are the public projects closest to Railroad Square.
The City of Tallahassee says the Railroad Avenue project is meant to improve safety and mobility, with utility, roadway and sidewalk work, a multi-use trail on the west side of the road, landscaped medians, new pedestrian crossings, repaving and road design that ties FAMU Way and Gaines Street together. Most of the overhead electric lines within the project limits are being moved underground.
The Community Redevelopment Agency page says the City Commission created the Frenchtown/Southside Community Redevelopment Area and the agency in 1998 to revitalize areas north and south of downtown, that the redevelopment area covers over 1,450 acres of residential, commercial and industrial land near downtown, and that agency funds were used to design and install landscape improvements along Railroad Avenue, inside the Gaines Street Revitalization Area. Under FAMU Way, Blueprint describes a box culvert system that carries stormwater from the St. Augustine Branch through a mechanical rake that pulls litter out before the water reaches the Central Drainage Ditch.
Last verified: October 18, 2026, by re-reading the Railroad Square and Art District operator pages, the Blueprint Capital Cascades Trail project page, and the City of Tallahassee's Railroad Avenue Improvements and Frenchtown/Southside CRA pages.
Frequently asked questions
Who runs Railroad Square in Tallahassee?
Railroad Square is private property run by Art District Holdings LLC, whose Art District Real Estate office is in Building B of Railroad Village, 1872 Mill Street, by appointment. The operator takes questions at (850) 224-1308.
When is First Friday at Railroad Square?
The operator says the First Friday Monthly Festival takes place on the first Friday of every month, with open galleries and shops, live music and food. It does not post set hours, so individual businesses are the best check.
Is parking free at Railroad Square?
Yes. The operator marks free public parking with no towing in yellow shaded areas and counts more than 200 spaces in the square, plus more than 100 within a short walk.
How big is Railroad Square?
Its operator describes it as a 10-acre WWII-era warehouse park with more than 70 shops, galleries and small businesses, part of a four-location Art District with more than 100 businesses.
Can Railroad Square be reached from the Cascades Trail?
Yes. Blueprint's Coal Chute Pond space on FAMU Way, part of Capital Cascades Trail Segment 3, includes an informal performance space with an entrance to Railroad Square.
Sources
- Railroad Square Art District (operator's site, Art District Holdings LLC) https://railroadsquare.com/ Used for: 10 acres, 70+ shops, WWII-era warehouse park, First Friday, Wednesday to Sunday hours, businesses and food list, 200+ free parking spaces, office and phone
- The Art District (operator's site, Art District Holdings LLC) https://www.artdistrict.com Used for: four locations and 100+ businesses, 50 years, First Friday on the first Friday of every month, Thursday to Sunday hours, food businesses
- Blueprint Intergovernmental Agency: Capital Cascades Trail https://blueprintia.org/projects/capital-cascades-trail/ Used for: Segment 3 FAMU Way Corridor 1.5 miles, completed 2024, Coal Chute Pond June 2022 with entrance to Railroad Square, restroom, skateable art, History and Culture Trail, St. Marks Trailhead, box culvert and FlexRake
- City of Tallahassee: Railroad Avenue Improvements Project https://www.talgov.com/projects/railroad Used for: began Nov. 27, 2023, final phase July 7, 2025, full closure and detour, scope from Railroad Square to Gaines Street
- City of Tallahassee Community Redevelopment Agency: Frenchtown/Southside Community Redevelopment Area https://www.talgov.com/cra/cra-gfs.aspx Used for: CRA and F/S CRA created 1998, 1,450 acres, Railroad Avenue landscaping in the Gaines Street Revitalization Area
How this page was made
Digital Towns uses AI assistance to research and write its guides, and every page is only as good as the sources it cites. Our goal is the most accurate, useful local information possible.
This page was fact-checked twice before publishing.
If you see an error, or anything you can show is false, tell us right away and we will take a third look.
Report an error
Thank you. We'll take a third look and correct the page if it's wrong.



