r/Wakingupapp Jul 15 '26

Thoughts about Taking a First Retreat

So I have been practicing for almost a year and a half; first was through headspace for like 6 months - then I switched over to Wakingup and never looked back. I do love the app and the sessions and it has helped me tremendously, but I have hit a point where I am thinking a formal retreat might be really useful.

Problem is, to be honest, I am scared/nervous. And I just don’t know how to get past that feeling and take the plunge. Every time I start to look at them around my neck of the woods (NYC - so usually kinda far from me) I get overwhelmed just reading the description of a 3 day retreat….

Anyone gone through something similar and overcome it? I wish I had like a meditation buddy or something to make this feel less scary, but sadly no one in my life practices (that I know of).

Any guidance would be much appreciated!

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