One of the most depressing times of the year can be when the summer comes to an end, but it shouldn’t be because there is so much to look forward to in the following months! September is the start of apple picking and apple cider donuts (yum!), October has pumpkin picking, fall festivals, Halloween and to me is the start of boot season. Almost every weekend towards the end of September and throughout October we go to different farms to either do some apple picking, pumpkin picking, or just to try different donuts lol. So far my favorite donuts are from Vera’s Fruit & Vegetable Market in Cold Spring, with Fishkill Farms as a close second. When my family and I went to Fishkill Farms I broke out my Levis denim jacket with the sherpa lining. You can never go wrong with a denim jacket – with this one the sherpa lining just lets you extend wearing it into the colder temps. I have been wearing Eastland’s since high school. For me and my friends it was the go-to boot and still is for me. With all the different collections like the Made in Maine, 1955, and Mark McNairy I’m able to have different styles for all my different looks. I recently received these 1955 Sherman boots from Eastland and thought this was a perfect time to break them in. I already owned a pair in suede so I knew I was going to love them and was eyeing the leather for a while. The vibram sole makes this boot comfortable while giving the boot a rugged look. I also really like the height of the boot and the rich color – just a classic everyday boot to have!