8:00 AM
2–3
Miles
~2hrs
Duration
4.9★
Rating
The standout trail of the weekend. Sharon Conglomerate rock formations — ancient, dramatic, unlike anything in the Brandywine area. The outer loop counterclockwise is the right call: overlook first, then the cave section.
🧊 Do Icebox Cave. It's a short detour off the main loop — a narrow passage through rock that stays year-round cold. Adds 20 min and is the best part of the hike.
Trail Notes
- Large paved parking lot — arrive by 8am to get a good spot
- Do the outer loop counterclockwise (3:00 on the map, then left) for the best sequence
- Overlook is an easy 10-min walk from the lot — don't skip it
- Bring water — no fountains on trail
- Roots and rocks on the cave section — trail shoes earn their keep here
🚗
Drive to Tremont ~30 min. The South Side opens at 10am Sundays — timing works perfectly.
11:00 AM
A beloved Tremont neighbourhood spot with big windows, great natural light, and a Sunday brunch menu that over-delivers. The smash burgers and nachos are the stars. If the patio's open, take it.
Must Order
- Smash burger — some of the best in Cleveland
- Nachos — legitimately great, not an afterthought
- Mini donut flight — described by regulars as "a spiritual experience"
- Biscuits and gravy — if you're still going
Afternoon
Depart
CLE → Home
Cleveland Hopkins International
15 min from The South Side to the terminal. Return the rental car first (Hertz/Enterprise lots are right at the airport) — allow 20 min for that plus check-in and security.
Timing Ladder
11:00
Arrive South Side for lunch
12:30
Leave Tremont — 15 min to airport
12:45
Return rental car at CLE
1:15
Through security — CLE is fast, rarely long waits
3:00+
Target departure time — comfortable window
✈️ Book a flight departing 3pm ET or later for zero stress. Any earlier and you're rushing out of Sunday lunch.