writing challenge 2026
write 100 words a day
win a Tuscany retreat
Begins January 1st, 2026
“We are what we repeatedly do. Excellence then,
is not an act, but a habit.” – Aristotle
MAKE YOUR WRITING A HABIT
Write 100 words a day and you could win our annual Tuscany Writing Retreat, as well as lots of other prizes. The challenge is free for everyone.
2026 Prizes
GOLD LEVEL
Write 320+ Days-
An 8-Day Tuscany Writing Retreat
-
Anything from Silver Level
-
Anything from Bronze Level
SILVER LEVEL
Write 220+ Days-
A 90-Day Workshop of your choice (3 Winners)
-
Anything from Bronze Level
BRONZE LEVEL
Write 120+ Days-
A 30-Day Workshop (4 Winners)
-
A Year of Writing Prompts (12 Winners)
| Raffle Prizes | Gold (write 320+ days) | Silver (write 220+ days) | Bronze (write 120+ days) |
|---|---|---|---|
| 8-Day Tuscany Writing Retreat (1 Winner) | ✅ | ➖ | ➖ |
| 90-Day Workshop (3 Winners) | ✅ | ✅ | ➖ |
| 30-Day Workshop (4 Winners) | ✅ | ✅ | ✅ |
| A Year of Writing Prompts (12 Winners) | ✅ | ✅ | ✅ |
FAQs
The challenge will begin January 1st and will run till December 31st, 2026.
Register now to get reminders leading up to the start date so you don’t miss the first day.
The writing challenge will always be free for everyone.
If you’d like extra support, you can get the premium add-on and receive a fresh writing prompt in your inbox along with a convenient link to check-in on the leaderboard every day.
No problem! You can miss up to 45 days and still be eligible for top prizes.
Note: We reserve the right to remove anyone from the leaderboard who makes requests to have missed days added or claims excessive glitches. This is a free challenge. Please respect the spirit in which it is offered — to support writers in writing each day. We are unable to add days that you forgot to check-in.
The Leaderboard is a page where you will check in to let us know you wrote your 100 words that day. All participants are listed on the Leaderboard along with their rising tally.
We will send you the link to the Leaderboard when the challenge begins on January 1st.
At the end of the year, you will be put into a raffle to win prizes! You will be eligible for different prizes based on how many days you wrote in the year.
Winners will be announced in the January 1st, 2027 newsletter.
See the prize chart above to see what you could win!
Note: Travel is not included if you win the Tuscany Retreat
Check the current 2025 Leaderboard here.
