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BROOKSIDE AND WALDO

A Waldo Walk & Pizza

A short daylight trail walk followed by pizza on Gregory Boulevard.

About $17–$29 for two2 hrs 10 minLimited verified information
Plan this date
Map of the stops for A Waldo Walk & PizzaA map of a few blocks, not to scale, north at the top, with straight lines between stops. Stop 1, Trolley Track Trail (Waldo), the start. Stop 2, City Barrel Pizza + Patio, 0.4 miles from stop 1, 20 min drive. The route is about 0.4 miles end to end. Neighborhoods shown: Waldo.WALDOWORNALL RDMAIN STWALNUT STMCGEE ST20 min driveSTART Trolley Track TrailCity Barrel Pizza + Patio12N0.1 miA Waldo Walk & PizzaOutdoorsFoodDriveStraight lines between stops, not driving directions.Not to scale, north up. Map data © OpenStreetMap contributors
The route is about 0.4 miles end to end. © OpenStreetMap

Whole route inGoogle Maps Apple Maps

Also close by
  • Betty Rae’s Ice Cream (Waldo), dessert, 1 min walk from stop 1
  • Bobby Baker's Lounge, drinks, 7 min walk from stop 1
  • Dodson's Bar & Commons, games, 7 min walk from stop 1
  • Crows Coffee (Waldo), coffee, 7 min walk from stop 1
  • Lew's Grill & Bar, drinks, 10 min walk from stop 1

The stops

  1. Trolley Track Trail (Waldo)Daylight only; turn back for closures or poor conditions.about 40 min · then 20 min driveWebsite Google Maps Apple Maps
  2. City Barrel Pizza + PatioConfirm kitchen service first. Patio seating depends on weather and availability; alcohol is optional.about 70 min · 120 E Gregory Blvd, Kansas City, MO 64114Website Google Maps Apple Maps Rotates by date and hours. Also possible: Waldo Pizza, Cosmo Burger (Waldo).

How the night flows

Confirm a locally open Waldo trail segment, walk back to your starting point, then reposition to City Barrel. This does not traverse the Brookside construction area.

Good to know

Reservations
Check with the place
Parking
Use a legal trail access point and confirm parking separately at City Barrel; do not assume reserved trail parking.
Getting around
Driving
Setting
Indoors and outdoors
Alcohol
None needed
What to wear
Comfortable shoes for short walks between stops.

Before you go

Hours not confirmed for City Barrel Pizza + Patio. Check their pages or call before you go.

Hours, prices and reservations change. Anything we haven't recently source-checked is marked “Confirm today” in the planner rather than presented as fact. Check the venue's own page before you head out.

We last looked over this date on September 17, 2026. That is a review of the plan, not a promise that every detail is current.

Spot something closed, moved or wrong? Tell us so it can be fixed.

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