Best Substack Writing Community Newsletters in 2026
NewsletterFIT tracks 4 newsletters that cover Substack writing community as a primary topic, all with posts in the last 90 days. By publicly shown subscriber count, the largest are Wirrowac’s Playground (1K) and CUPPA with Sophie Davies (200).
Updated Nov 13, 2026 · sorted by publicly shown subscribers · methodology
- 1Wirrowac’s Playground1K subscribers
SubstackEvery two weeks · last post 49 days ago
read, learn, play, create
Likely audience: Substack readers
- 2CUPPA with Sophie Davies200 subscribers
SubstackEvery two weeks · last post 7 days ago
From recent posts: The author reflects on a productive week involving a writers panel and a workshop at a summit in LA, contrasting these successes with a personal family health crisis. The piece emphasizes themes of community building, f…
Likely audience: Creative writers and bloggers
- 3
SubstackWeekly · last post 7 days ago
Roads, Roots, Music: exploring the history and culture and stories of the road song
Likely audience: Substack readers
- 4
SubstackWeekly · last post 8 days ago
Examining the stories we tell ourselves, not to remove the pebbles from our shoes, but to understand what they have to teach us
Likely audience: women seeking personal growth
Latest posts from these newsletters
- What Makes…CUPPA with Sophie Davies
- George Buckle…Greg's Substack
- That’s My…The Pebble in Your Shoe
- The Hallowed…Greg's Substack
- Writing about…Greg's Substack
- Conversations #1:…CUPPA with Sophie Davies
- CUPPA’s Pop…CUPPA with Sophie Davies
- Little Goblins…Greg's Substack