Often, yes. Any plants, shrubs, or ground cover sitting where the wall itself goes, or in the trench dug behind it for drainage backfill, typically need to come out before construction starts. How much landscaping is affected depends on the wall's height and how deep the excavation needs to go, not just the footprint of the finished wall.
A retaining wall isn't just the visible face, there's a footing below it and a backfill zone of drainage aggregate behind it that carries water away from the structure. Digging that trench usually requires clearing several feet behind the wall line, which can reach further into a yard than most people expect from looking at where the finished wall will sit. Taller walls need deeper footings and wider drainage zones, so they disturb more ground.
Mature shrubs or small trees close to the work area sometimes need to be relocated rather than removed outright, and Chelo's Brick & Stone will talk through what can be saved during the estimate visit before anything gets dug up. Established trees with root systems in the excavation zone are the trickiest case, since cutting through large roots can affect both the tree and the wall's stability, so those get flagged early rather than discovered mid-dig.
If you already have a landscaper or plan to handle replanting yourself once the wall is done, it's worth having that conversation before excavation starts rather than after, since knowing what's coming out ahead of time gives you a chance to relocate anything you value instead of losing it to the dig. Chelo's Brick & Stone marks out the wall line and excavation zone during the estimate so you can see exactly what's affected before committing to the project. On a sloped Blue Ridge lot where the wall line follows the grade rather than a straight run, that marked-out zone can look wider than expected until you see how the drainage trench and backfill actually sit behind the finished face.
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Chelo's Brick & Stone serves Hillsville, Galax, Wytheville, Fancy Gap, and Independence, VA. Call for a straight answer and a free on-site estimate.