Hikes

I'm taking a trip to Glacier September 22-27th. I'm planning to hike the highline trail to Grinnell overlook and back to logans pass (half-way), Grinnell Glacier, Iceberg lake, Avalanche lake and Hidden Lake overlook. I'm in good shape. I kickbox, lift and will tailor my workouts a little more to hiking (jogging, walking lunges, Step ups) so its not so hard from now until September. I live in Texas so the worst part for me is going to be the cold. My questions are:

1. Does anyone have any tips for the cold?

2. Recommendations on places to stay outside the park? I want to save a little money.

3. Any other hikes I should hit or trade that may be better or if one gets closed? Theres so many to do I got overwhelmed researching this week.

Thank you all!