Rachel Naidus

Hiking: Your Guide to Aspen’s Best Summer Trails

Aspen summers are magical, simply put. The Roaring Fork river moves the snow melt at a rushing pace, the days are warmer, brighter and longer. The mountain breeze evokes a sense of ease and hope that could make any visitor want to stay indefinitely. A large component of the magical equation are the mountains that make up Aspen’s backyard. Within these mountains are some of the most enjoyable trails to hike. Ranging in difficulty, we have broken down some of the best trails to hit this summer, and how to best prepare for them. 

While trails vary in difficulty and terrain, it is important to prepare ahead of time by packing the appropriate essentials and doing your research. Difficulty, elevation gain, length etc..are all important factors when choosing the best route for you. We suggest to always wear a backpack and fill it with essentials. What are some of the essentials we suggest? Always: water, snacks (such as a larabar, trial mix or salted nuts), sunscreen, a hat, sunglasses, light layers and a rain shell. If the trailhead provides physical maps at the start, it is important to grab one and throw it in your pack. Some things to think about adding are a picnic blanket, extra socks and a small first-aid kit. Should you and your group want to enjoy a more substantial lunch, Aspen Luxury Concierge is more than happy to arrange lunch boxes. 

Ajax Trail

Beginning in Koch park, the Ajax trail measures 1.5 miles long and is dog friendly. Ideal for a casual hike at any point during the day. This trail contains mostly shade cover, but be sure to wear sunscreen and a hat. A small bottle of water should suffice for the trek. Afterward, walk over to Ajax tavern for a drink and appetizers, complete with views of Aspen mountain. 

For more information on Ajax Trail click here


American Lake Trail

For those seeking a more challenging hike––with a beautiful lake view at the summit––American Lake is a must-visit. The trailhead parking lot is a sharp right off of Castle Creek Road, about 9.75 miles from town. This hike is not for the faint of heart. It’s nearly 7 miles roundtrip. Make sure to pack extra layers, plenty of water, sunscreen and snacks. We suggest a high-ankle hiking boot for ample ankle support. Dogs are allowed, but on-leash only. 


For more information on American Lake click here


Cathedral Lake

A difficult trail with a beautiful view. Cathedral Lake is a 5.3 out and back that is steep but worth the workout. This is a popular trail, so we suggest starting early AM to avoid the crowds. Dogs are allowed, but on leash only. Make sure to pack plenty of water and snacks. Sunscreen, baseball hat and chapstick are all suggested for this hike. 


For more information on Cathedral lake click here


Chaparral Ranch Trail

Located in Woody Creek, this 3.5 mile long trail is ideal for walking, running or biking. Easy breezy and mildly challenging. Just a few miles from Aspen’s town center, this is a great place to start, or end, your day. Sunscreen and a hat are suggested as the sun is quite strong. Stop by Woody Creek Tavern post-activity for a margarita and snacks.

For more information on Chaparral Ranch Trail click here 


Crater Lake Trail

A shorter hike with beautiful views, including a start at the ever-popular Maroon Bells. This is an ideal day hike; which can be done solo, or with the entire family. It is dog friendly and quite popular, so it is suggested to start in the morning. It is 3.5 miles in total length––perfect for a pre-lunch workout. Make sure to wear a hat, sunscreen and bring a water bottle. While there are some trash receptacles at the base of the bells, it is best to be cautious and pack in and out, leaving no trace behind. 

For more information on Crater Lake Trail click here


Difficult Creek Trail

Located off Highway 82, towards Independence Pass, Difficult Creek trail is a dog friendly easy breezy hike. Three miles in length, this scenic adventure is ideal June through September. 

For more information on Difficult Creek Trail click here


Grizzly Lake Trail

Those looking for a challenge, look no further than Grizzly Lake Trail. The drive in is bumpy at best, but worth the trek. You begin your hike at high altitude. Measuring 3.6 miles each way, totalling just over 7.2 miles roundtrip, you ascend quite a bit of feet. Make sure to pack plenty of water, a light lunch and healthy snacks. Electrolyte powders or tabs are suggested to help ease any onset of altitude sickness. This is dog friendly, so feel free to bring your canine friends! 

For more information on Grizzly Lake Trail click here


Grottos Trail

This is a picnic lover’s dream. With an easy hike via dirt path, you can make your way to the ice caves and breathtaking waterfalls. Pack a picnic and bring some beverages because this is the ideal spot to spread out the picnic blanket and kick up your hiking boots. 

For more information on Grottos Trail click here



Hunter Creek Trail

Hunter Creek trail is a fun adventure, easily accessible from town. It is a rocky dirt path you can run, hike or mountain bike on. Varying in length, you can easily make this short or long depending on your mood. There are trail maps along the way that provide detailed information. Bring your dog, because this is a dog friendly path. Take in the Aspen tree groves and sunshine while hiking along waterfalls. This route also links to additional trails in the Upper Hunter Creek Valley with a connector to Smuggler Mtn trails as well as links that connect to the Hunter Flats, Four Corners and Van Horn Park. A versatile and less intimidating hike. 

For more information on Hunter Creek Trail click here



Little Cloud Trail

A short and steep “up” that connects you to Aspen Mountain.  Little cloud is the perfect “little” trail. It is dog friendly and mostly shade covered, but best to wear a hat and bring a small water bottle. Looking for more of a challenge? Continue onward and straight up Aspen Mountain to the sundeck. 

For more information on Little Cloud Trail click here



Lollipop Trail

A short 1 mile hike, walk or trail run located at the top of Smuggler Mountain. It is dog friendly and has tree cover for shade. Make sure to pack water and a snack in case. You may want to explore further and take some of the trail connectors leading to Smuggler or Hunter Creek.

For more information on Lollipop Trail click here



Lost Man Trail

A long and idyllic hike you must try. There are a few ways to slice and dice this trek. We suggest starting at the top portion. Make sure to take two cars or hire a driver if you would like to hike from point A to point B. For those hiking an out and back, one car will suffice. What to pack? A light lunch, snacks, water, sunglasses, sunscreen and a baseball cap. Be sure to bring extra layers in your backpack. Think sweatshirt, a long sleeve and a light shell that is wind resistant and moisture wicking. 

If you are looking to just take the out and back we suggest Lower Lost Man.  This out and back provides a fairly mellow single track trail with minimal elevation gain. It also includes the Lost Man Reservoir as well as one of the diversion canals that routes water from the West side of the Continental Divide to the East side via the Grizzly Reservoir.

For more information on Lost Man Trail click here



Rio Grande Trail

This is the ultimate walking, running and biking trail. Mostly paved, this trail is dog friendly. Make sure to bring a leash as your dog can be on our off. This trail hugs the Roaring Fork River and provides breathtaking views, as well as calming sounds (from the water). Head towards woody creek and take the trail all the way to the Woody Creek Tavern for a bite to eat. 

For more information on Rio Grande Trail click here


Smuggler Mountain

This is the go-to for locals and visitors alike. This is in “Aspen’s backyard” so to speak. Easily accessible from the East and West sides of town, this hike is moderately challenging, dog friendly and a great way to start the day. Insider tip: take a seat at the lookout and take in the incredible view of Aspen mountain. 


For more information on Smuggler Mountain click here


Sunnyside trail (Out and back to the radio tower)

Sunnyside Trail loop in either direction––to or from Rio Grande Trail / Stein Park to Hunter Creek––offers a steep up  and down off the Stein Park start, then has a traverse through Aspen and Pine forests. This is a beautiful trail that is sure to challenge even the most fit of people. We strongly suggest you wear a hat, sunglasses, SPF and bring a waterpack; as well as snacks. This is dog friendly so feel free to bring your buddy! 

For more information on Sunnyside Trail click here


Tiehack Trail

A difficult, yet short, 1.5 mile hike up Buttermilk Mountain. Feel free to bring your dog/dogs as this is dog friendly and you may like the companionship as you hike this difficult trail. What to bring: water bottle, light snack, hat, sunglasses and your earbuds. 

For more information on Tiehack Trail click here



Weller Lake Trail

This is an easy mild hike just over 1 mile round trip. It is dog friendly and a great place to paddle board (should you feel like hiking up with it). The beauty in this hike is the enchanted forestlike feel. Bring some water and a snack, so you can sit and enjoy the lake view for a while. 

For more information on Weller Lake Trail click here


Woody Creek Trail

The Woody Creek Trail is just over 9.7 miles and leads to Lenedo, CO. Mostly flat, this mild path is ideal for walking, running or biking. There are sweeping views of ranch pastures, red rock hills and the Roaring Fork river. This is a more calm and quiet path, so for those looking for a tranquil time this is your spot. What to bring: a water bottle, hat, sunglasses and your earbuds. 

For more information on Woody Creek Trail click here

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by:Rachel Naidus

Rachel is the Principal & Founder of Aspen Luxury Concierge. For over a decade, she has cut her teeth in the luxury hospitality services business. Since 2019, she has led ALC’s premier staff in creating luxury, effortless experiences for its clients. With her ever growing network of partners, vendors, and clientele, Rachel leads the pack in providing expert services to Aspen luxury travelers and locals.