Photo credit: James Creel

Don’t let the upcoming cold weather put a damper on your style, here are style blogger The Metro Man’s crisp weather looks.

Believe it or not, the fall season is right around the corner. This season I’m gearing up for my adventures with Timberland’s new Fall/Winter 16 staples featuring the Killington 6" boot, which is a modern update to the iconic Timberland shoe.

This lightweight sneaker boot is perfectly on trend for fall weather and is a great option for day or night, whether spending the day at the office or running around town. This boot pairs well with everything, making it super easy to style, and this version has a lighter and more comfortable sole with OrthoLite and SensorFlex technology. The boot is available in four color-ways: Wheat Nubuck, Black Nubuck, Brown full-grain and Navy full-grain.  Its functionality makes it ideal for tackling anything that your day brings with comfort and style.

I layered up and styled these bad boys three ways to show you how I stay “cool” for the winter.

Fortunately it isn’t cold 24/7 during the winter season, and for days like those I opt into wearing a lightweight henley that will keep you warm and cool at the same time, and have you prepared for any adventure. Pair your henley with cargos or brand new fall denim for your next road trip up the coast, or exploring unexpected places in your local neighborhood for all day comfort and style.

With colder days comes rainy days, and a water-repellent jacket is a fall essential, like this guy from Timberland. Layer it over a t-shirt, or if the weather is more brutal, throw on a sweatshirt to stay warm. This versatile look can take you from work and back in style for your commute, and easily transition into a classic look for dinner or a night out on the town.

Every beginning of fall, I’m always on a search to find the ultimate comfortable sweater that I want to live in that entire season. The three things I look into when searching for my sweater is fit, fabric and color. The fit should be a bit oversized, so you can then feel really comfortable and move freely, while the fabric should feel soft enough that you will never want to take it off. Lastly, you want a nice autumnal colored sweater because tis’ the season. This look was perfect for a day spent in the great outdoors.

Crisp weather looks are handled, wondering what to wear for rainy days ahead? Check out how style blogger Jess Kirby stays dry and looks fly.