It may seem counterintuitive, but the cooler months are my absolute favorite times to get outdoors and hike. Don’t get me wrong, I love the summertime, but I’ll take a freezing morning over a sweaty, muggy afternoon any day of the week. A lot of that has to do with clothing options for each season, especially options for bottoms; there’s only so much you can take off on a boiling hot day, but when you start to shiver, you can always add an extra layer. Of course, you need to have the right pants for the job. Luckily, I’m an outdoor gear outfitter and have been helping savvy shoppers build their perfect hiking setups for years. 

Even better, Amazon is currently slashing prices on high-quality outdoor apparel, like classic trail pants, breathable and weather-resistant softshell pants, and warm, fleece-lined pairs, ahead of its October Prime Day. I’ve dug through the sales to find you the very best deals on hiking pants and outdoor bottoms, so follow along to see recommendations for every flavor of outdoor lover. 

Whether you’re a hardcore winter hiker or prefer to sip hot cocoa around the campfire, there’s plenty of options for everyone, especially with discounts up to 63 percent off. These deals won’t last forever and it’s only getting colder outside, so check out these unbeatable options while you can!

Baleaf Men’s Hiking Pants 

Even in the cooler months, a lightweight pair of technical joggers is often all you need to hit the trail — and this pair from Baleaf fits the bill perfectly. Many beginner hikers forget to shop for hiking pants with UPF protection during the colder months, but chillier days doesn’t mean you won’t still catch some sun. These pants are UPF 50+ to keep you shielded from those harmful rays, and they’re also water-resistant to protect you from everything else Mother Nature has in store. A knit polyester and spandex blend keeps these pants lightweight and comfortable, and their four-way stretch and special 3D tailoring keeps you trekking without worrying about restrictive fabric. I love the zippered hand pockets and cargo pockets for bonus storage, since I always need spots to stash gloves and hats on cold-weather hikes. I also love the price — right now, this pair is just $30. 

Columbia Men’s Silver Ridge Utility Pant

If you’re searching for an all-rounder pair of hiking pants for any season, look no further. Columbia’s durable midweight polyester construction holds up beautifully during the shoulder season, the awkward gap between warm and cool months. There’s no worse feeling than getting clammy on a cool morning hike, but thanks to Columbia’s specialized Omni-Wick and Omni-Shade technology, these Silver Ridge Utility Pants keep you safe from UV rays while pulling moisture away from the skin to keep you comfortable and dry. If you appreciate a truly tailored fit, you’ll love the integrated removable belt and movement-friendly gusseted crotch.

Libin Women’s Cargo Joggers

These cargo joggers from Libin have just about everything you could ask from a pair of lightweight hiking pants. There’s nothing I hate more than a pair of pants that slip down off my waist while I’m on the trail, but with a thick elastic waistband and adjustable drawstring, that’s not an issue with these joggers. Similar elastic bands at the ankles make for a secure fit, perfect for pulling over socks in areas where the poison ivy or poison oak hasn’t died back yet or to limit your chances of ticks. I’m impressed by this pair’s lightweight UPF-50+ water-resistant fabric, but I’m even more excited by their pockets. Two zippered side pockets, a zippered hip pocket, and two more velcro cargo pockets provide enough storage space for even the most passionate gearheads, leaving your hands free for scrambling, photo taking, and snacking. Be sure to grab a pair of these joggers while they’re 20 percent off ahead of Amazon’s October Prime Day sale. 

ATG by Wrangler Men’s Zip Pocket Trail Pant

Anyone who knows me will tell you that I love versatile gear with tons of uses, so I was super excited when I found this sleek pair of hiking pants from ATG by Wrangler. A durable water-resistant coating, gusseted crotch, and articulated knees mean they’ll pass muster on even the most intense trail days, but their classic colorways and straight-leg silhouette make them an easy pick for travel pants or to wear around town. Nylon is one of my favorite materials for hiking pants, and this pair’s sturdy construction is thick enough to keep the chilly wind off your legs without getting too hot on warmer days. Besides a total of four front and back pockets, these pants also have a handy zippered side pocket, so you won’t need to worry about scouring the trail for missing valuables like your map or keys. And at just $39, this deal is too sweet to pass up. 

Eddie Bauer Women’s Rainier Pant

I’ve been a fan of Eddie Bauer’s packs for a long time, and after trying their hiking apparel, I only became more of a fan. Somehow, these Rainier pants manage to hit the mark for high-performing hiking pants while looking stylish enough for everyday wear. Plus, their durable water-resistant, UPF-50+ fabric is bluesign certified, meaning that Eddie Bauer only used safe and sustainable materials. The high-quality nylon and spandex blend will stand up well as temperatures start to drop, but as we start to approach those truly cold mornings, these pants would also pair beautifully with some warm wool base layers for extra coziness. 

Jessie Kidden Men’s Waterproof Hiking Pants

As soon as it gets cold enough to wear them, I love to pull out a pair of softshell pants like this offering from Jessie Kidden. Softshell pants are the perfect middle ground between a standard hiking pant and a hardshell rain pant — they’re easy to move in, breathable, and warm, but also offer an impressive amount of rain and wind resistance. At just $37, this pair is an unbeatable bargain for a high-quality softshell, so if you haven’t tried them before, this is a great place to start. Wear-resistant fabric with a durable water-repellent coating will keep you dry, and a layer of cozy fleece provides added warmth if you have to spend any extended time out in the cold. 

Mountain Hardwear Women’s Dynama/2 Ankle

In all my time as an outdoor gear outfitter, this is one of the hiking pants I’ve heard the most rave reviews about. Mountain Hardwear is no stranger to producing high-quality, built-to-last gear, and these Drynama/2 ankle pants are no exception. Sometimes, the simplest option is the best one: these no-frills pants have a thick, comfortable waistband, two deep hand pockets, a back pocket, and a zippered thigh pocket. Don’t let their simplicity fool you, though; these pants still rock UPF-50 protection and a water-resistant finish. This pair is an easy pick for someone who wants a pair of pants they can throw on and not worry about for a day of wear on the trail. Even better, they come in a variety of colors and are an incredible 40 percent off on Amazon right now. 

Free Soldier Men’s Outdoor Softshell Fleece Lined Cargo Pants

Another pair of softshell pants for those cooler days, this well-designed pair from Free Soldier is a fan favorite. Don’t just take my word for it — with nearly 4,000 five-star reviews on Amazon, you can’t go wrong with this pair. Wind- and water-repellent fabric and a comfortable internal lining of thin fleece give these pants everything they need to be great softshells, but the little touches on this pair bump them up to the next level. Waterproof taped zippers are a rarity on even more expensive softshell pants, but this pair has three, meaning that anything you stow will stay safe and dry, even if you get caught in a downpour or stop to make some snow angels. Two extra velcro cargo pockets make it tough to ever run out of storage space, and a removable belt holds things in place even if you’ve got those pockets loaded up. 

The North Face Men’s Paramount Pant

This pair of hiking pants from The North Face was clearly designed with versatility in mind. Like many of my favorite outdoor gear, you wouldn’t be able to tell that these Paramount pants are constructed with high-tech fabric at first glance, but that’s exactly the point. A PFC-free water-repellent finish helps water bead up and roll right off like you’d see on a pair of beefier softshell pants, and The North Face’s custom FlashDry-XD fabric does an impeccable job of pulling sweat and moisture away from your skin to keep things breathable, without sacrificing water resistance. Even with all that technical fabric, these pants still manage to look like a pair of classic chinos, perfect for travel or around-town wear. Apparently pants can work hard and play hard, too. 

Adidas Women’s Terrex Multi-woven Pants

Adidas’ Terrex pants are some of the comfiest hiking bottoms I’ve had the pleasure of wearing. Though they are undeniably hiking pants, I’d compare the experience of wearing this pair to something closer to a soft, athletic sweatpant, perfect for cooler days where you want to get moving but can’t bear to change out of your cozy clothes. Even better, that luxurious fabric is good for the planet since it’s constructed with over 70-percent recycled material. Pants with stretchy elastic waistbands like this one can ride down if you’re hiking with a pack, but a handy cinch drawcord on this pair keeps everything right where it needs to be. To sweeten the deal, this pair is currently on sale for 28 percent off, so be sure to grab them before the sale ends. 

Baleaf Women’s Fleece Lined Pants

If you run cold but don’t need all the bells and whistles of a softshell pant, these fleece-lined beauties from Baleaf are the way to go. Many people prefer to hike in a comfy pair of yoga pants or leggings, but on frosty morning hikes, you’ll definitely want the extra warmth of a soft, insulated layer. Beyond the stretchiness and wearability you’d expect of a classic yoga pant, Baleaf also snuck in water-resistant fabric and two deep hand pockets to make these even more well-suited for off-road use. If you’re looking for an excuse to continue wearing supercomfortable bottoms well into the cooler months, you can’t do better than this pair, especially while they’re on sale for a wallet-friendly 26 percent off.

Marmot Men’s Arch Rock Pant

Marmot is another tried-and-true outdoor brand that I’ve been a fan of for years, and these pants are another great offering from the brand. As a climber, I may be biased, but I think bottoms marketed toward climbers make for some of the best hiking pants on the market. These Arch Rock pants use specially articulated knees and a crotch gusset to give you maximum range of motion for difficult climbing moves, but those same features are also unbeatable for tougher hikes that require scrambling over debris or navigating steep switchbacks. Lightweight UPF-50 nylon is a fantastic choice of material for year-round wear, since it’s breathable, water-resistant, quick-drying, and comfortable. I’m a fan of the low-profile integrated belt on this pair that provides some welcome extra support without getting in the way. On top of that, this fantastic pick from a premium brand is a whopping 63 percent off on Amazon, making them a no-brainer. 

Outdoor Ventures Women’s Fleece Lined Softshell Pants

For the outdoor enthusiasts who truly want to brave the cold, these toasty insulated softshell pants from Outdoor Ventures are an excellent pick. Breathable yet water-resistant fabric is a necessity for all-day wear when snow or icy rain is a certainty, and these fleece-lined pants fight off the elements with ease. With more than 1,000 five-star reviews on Amazon, shoppers agree that these pants are a clear winner for cold-weather outdoor adventures. After a full day of snowshoeing, snowmobiling, and hiking in the snow, one customer wrote that “these were worth every penny I paid for them.” I also really appreciate that Outdoor Ventures included bottom leg zippers to make taking your boots off after a day in the cold a breeze. 

Columbia Women’s Saturday Trail Stretch Pant

Columbia is a master of crafting premium gear at an affordable price point, and these Saturday Trail pants are a shining example of that design philosophy. They’re packed with features like articulated knees, a crotch gusset, UPF-50 UV protection, and Columbia’s Omni-Shield technology that keeps them clean and stain-free even after repeat wear. Even as the leaves start to fall, I have a tendency to run hot, so I love the roll-up legs on this pair. If you find yourself becoming toasty, simply roll them up, snap them into place, and enjoy the ventilation of capris without having to keep track of the extra fabric of a full zip-off pant. These pants come in a flattering form factor and a generous nine color options. Now’s the perfect time to grab a few styles while they’re a generous 40 percent off, too.

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