5 Essential Fall Shoes to Wear All Season

Summer is officially over, and the days are getting shorter. But instead of mourning the season, we’re looking forward to fall with bright eyes and open wallets. That’s right, it’s time to go shopping for new shoes, fellas. But we’re not just walking into any old store with reckless abandon and grabbing the first pair we see. We’ve thought long and hard about the five essential pairs of fall shoes, so check out our guide below and step into style this season.

The Fall Wedding

Unless the dress code is black tie, dressing for a fall wedding is all about a few great pieces. If it’s earlier in the season, pull out that khaki suit you’ve been rocking all summer and pair it with rich jewel tones. As the weather gets chillier, handsome navy blue is always your best bet. Finish both with this pair of Mark McNairy x Club Monaco Saddle Wingtips, and you’ll be bagging a bridesmaid in no time. $395, clubmonaco.com

The Great Outdoors

Everyone needs a great pair of fall boots that work overtime in multiple situations. From hiking to running errands in chilly weather, they need to be equal parts stylish, utilitarian and comfortable. Go for a pair that comes higher than the ankle but fits slim – the last thing you want is to look like you’re wearing clown shoes. With rich chocolate leather and laces, these Chippewa boots are perfect for pretty much anything. $142.99, floridawesternwear.com

The Rainy Day

There is nothing worse than being stuck with cold, wet, soggy feet. But we totally understand your hesitation with golashes – they can ruin an outfit you worked hard putting together. That’s why we’ve been loving these Swims Helmut boots, perfect for preserving both your dry socks and swagger. Entirely waterproof, high-density nylon and rubber will keep your feet both warm and dry in any type of precipitation. $258.99, sneakerhead.com

The Workout

We tend to slack on our gym routines during summer with weekend travel and the like, but it’s easy to stay in shape when you’re out and about often. But you can use fall’s perfect weather to get the most out of your on-foot errands and outdoor fall activities with quality sneakers. This pair from the New Balance American Renegade collection is made in America and features a carbon rubber sole for comfort and durability. $150, scoopnyc.com

Date Night

Now that summer’s ended, you need to decide if that summer fling is worth keeping around another season. Whether you stick with the familiar or have someone else on the roster for fall, your beach look will not do for date night. Casually polished is what you want to rock this month, whether you’re hitting a hot restaurant, new cocktail bar or kicking it at a friend’s party. The Coach Nathaniel Lizard Slip On mixes luxe lizard skin with a sleek rubber sole, creating the perfect shoe. $598, coach.com