Two Mile Dating

Offline-dating for young professionals through weekly, curated runs to slowly get to know someone in a comfortable setting 💛.
Each run is themed: you’ll be grouped with people who share similar interests, values, or lifestyles 🎨 🌍 📚🎵 💅🏽 🍗.
We meet at the tall Obelisk structure in Hermann Park next to the Reflection Pool.
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Two Mile Dating is a fun, organic way to meet other single young professionals who enjoy staying active, building genuine connections, and living with intention.
Expect a relaxed vibe, a balanced gender ratio, and a welcoming environment where you can simply be yourself.
After the run, we’ll grab dinner so there’s plenty of time to keep chatting beyond the trail.
Come solo or bring a friend
How the run will flow
7 - 7:20pm: Check-in, get your wristband, and meet your sub-group
7:20 - 7:30pm: Short stroll from the Obelisk to the start of the Marvin Taylor trail
7:30 - 8pm: Run your Two-miles
8 - 8:20pm: Cool-off with a half-loop walk with your group
8:20 - 8:30pm: Take group photo then head to dinner

Intentional dating for young professionals through running.
A low-pressure, comfortable alternative for meeting other single young professionals who value staying active, building a genuine connection, and living a purposeful life.
Each run is themed and thoughtfully organized to create a welcoming environment, with sub-groups curated around shared hobbies, interests, values, or lifestyle preferences.
Expect a relaxed vibe, a balanced gender ratio, and a comfortable social setting designed to help people connect organically.
After the run, we’ll continue the social over dinner so there’s time to connect beyond the route.
Come solo or bring a friend.
We'll meet at the tall Obelisk structure in Hermann Park that's next to the Reflection Pool.

Feeling someone's vibe takes more than one interaction. That’s why Two Mile Dating is built around repeated, low-pressure opportunities to see familiar faces, get more comfortable, and let chemistry develop naturally.
Although we can't engineer chemistry, we stand behind the space we're creating to help you to connect with others: attend six consecutive runs and if you don't connect with anyone, your next six runs are on us.