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A mile of cottonwoods.

Riverside Drive runs along the Mississippi from Mud Island to Tom Lee Park. The inland side has a continuous row of mature cottonwoods — a flat, fully shaded mile, walked south for the morning shadow.

By

Riverside Drive is the kind of street most cities don’t have anymore — a four-lane road along a major river, with a sidewalk on the inland side that runs uninterrupted for a mile under a row of cottonwoods, sycamores, and a few old bald cypresses. The trees were planted in the 1930s as part of the WPA bluff-stabilization work. Most of them are now sixty to ninety feet tall, and the canopy on the east side of the street is dense enough to read as continuous from Mud Island down to Tom Lee Park.

The walk works best southbound in the morning. The river is to your right and the cottonwoods are to your left, and the building shadow off the Cotton Exchange and the One Commerce Square tower extends out across Riverside until about 9:30. After that the shadows shorten and the cottonwoods take over. The picks below all sit on this mile; the inland streets up the bluff are a separate walk we’ll come back to.

The picks · 5.Graded MAY 06, 2026
  1. 01
    Mud Island to Beale Street Landing

    The full southbound mile. The cottonwoods are densest in the stretch between Court and Union.

    Shade
    84%
    Walk
    22 min
    Best at
    8:30 am
  2. 02
    Beale Street Landing to Tom Lee Park

    The redeveloped southern stretch. New canopy still filling in; the sycamores along the entry path are mature.

    Shade
    72%
    Walk
    10 min
    Best at
    9 am
  3. 03
    Court Square to the river

    Cut west from Court Square under the magnolias, then down the Court Avenue stair to Riverside. Lunchtime route.

    Shade
    79%
    Walk
    7 min
    Best at
    12 pm
  4. 04
    Tom Lee Park · the Riverline Walk

    The new bluff-edge walk above the park. Less canopy but a constant river breeze.

    Shade
    61%
    Walk
    14 min
    Best at
    8 am
  5. 05
    Big River Crossing approach

    A short walk south to the foot of the Harahan Bridge. The bridge itself is full sun; the approach under the cottonwoods is the cool part.

    Shade
    70%
    Walk
    11 min
    Best at
    9:30 am

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About the author
Amar Braithwaite is the founder of Stay Cool. He builds shade-aware navigation tools and writes the Field Notes corpus on urban shade infrastructure. Read the why →

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