
Winster has about 6 buses per day each way (Monday-Saturday) but no Sunday or Bank Holiday Monday service. (Nearest Sunday/BH buses at Darley Dale).
Buses on route 172 are run by Andrew's of Tideswell. You can check bus times on this Timetable. It is - in principle - possible to track the live position of buses on this page - but the data feed can be unreliable, and a bus missing from the tracking data may nevertheless be running.
Note for ramblers fancying a one-way walk: many buses from Bakewell run via Youlgreave and Middleton-by-Youlgreave.
To/from Sheffield, the fastest option is the 218 from Bakewell - taking about 45 minutes. Many services start/finish at Matlock, and can be picked up at Darley Dale - but most travel via Chatsworth, making the Bakewell-Matlock leg rather slow. From Matlock, there is little difference in journey time between the 218 via Bakewell and the x17 via Chesterfield - both take about 75 minutes.
Bakewell and Eyam Community Transport run services for “local elderly and/or disabled residents and to visitors to the area”. They operate Dial-A-Bus services from Winster to Matlock, Bakewell, Alfreton, Buxton and Chesterfield on certain dates each month, as well as a series of day trips further afield with pickups in Winster. They also hire 16-seat vehicles to community groups at reasonable prices (Secret Gardens use them for their Park & Ride service, for example).
The "Derbyshire Wayfarer" day ticket covers buses and some trains and can save a lot compared to single fares.
There is a useful bus map available in PDF format.
The Transpeak service runs hourly for much of the day on the route Derby-Matlock-Darley Dale-Bakewell-Buxton. But be warned that punctuality can be very poor. The services change numbers at Matlock (TP2 from Derby, TP3 on to Buxton) but it is probably the same bus throughout.
National Express run coaches from Chesterfield direct to London once a day and to Luton, Heathrow and Gatwick airports twice a day.