I love Waterton. We usually go a couple of times per year. There is a hike that starts at Cameron lake and you'll end up in the Waterton town site. We did it one year, there was 7 of us and it took 9 hours. It can probably be done quicker if you don't have to stop every 30 seconds for some lazy ass wimp, but it is a long hike and I recommend you start in the morning and pack a lunch. At the highest point of the hike you'll be able to see something like 7 lakes in 7 different directions.
Are you camping or lodging? For camping my wife and I have always enjoyed Crandell Lake Camp Ground. There is no campfires allowed in the townsite campground. Since it is the long weekend it'll be packed and you may have to camp at one of the campsites just outside of the park. We had to do this twice, and both times we encountered people having sex in the bathroom stalls. I don't know much about the lodging as I've only camped in Waterton.
If you plan on biking you'll find some good bike trails too, but I can't think of the names of them.
Since you asked about beer, I've actually never drank in Waterton, but you can get plenty drunk at the Thirsty Bear.
Ice cream. You can't go to Waterton and not get ice cream. There is the place next to the RCMP station or the place next to Zum's.
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