Ask questions about their horses! People love talking about their horses, and if you show you're friendly and interested in them and their horses they will be happy to talk to you and get to know you as well! Also, smiling and saying hi to everyone is so easy to do and it shows people you're approachable. Good luck!
You don't have to be shy🙂 There is nothing wrong with grooming and saddling the horse you're gonna ride. I doubt they would mind you doing it.
I ask in the same boat as you!
For me, I just smiled and said hi at everyone.
I also started conversations about their horses etc like asked what age they were and what they've done!
It's easy to talk when it's about horses!
Do you take lessons with those People? If so then just start talking to them after Lessons and when you guys are untacking and Once you guys start talking a lot maybe you guys could ask each other if they want to go on a ride around the property