Aspen’s charm isn’t just about its world-class ski slopes or luxury lodges—it’s also about the stories, scenery, and local flavor waiting to be uncovered. Whether you’re into spooky ghost tales, exploring historic landmarks, or enjoying a leisurely stroll through Victorian neighborhoods, Aspen offers a variety of tours that cater to different interests and energy levels. One standout is the Aspen’s DarkSide Ghost Tour, perfect for those after a little thrill amid the town’s shadowed streets. Meanwhile, the Past to Present Historic Tour offers a deep dive into Aspen’s transformation from a mining town to glamorous mountain resort. For a more active experience, the Guided Light Hike provides scenic trails with stunning views, and families or groups wanting a fun challenge might enjoy the Amazing Aspen Scavenger Hunt. Whatever your style, Aspen’s tours promise a memorable way to experience this mountain town.
1. Aspen’s DarkSide Ghost Tour
At number 1, the Aspen’s DarkSide Ghost Tour offers a spooky glimpse into Aspen’s past. During this approximately 1-hour guided walk, you’ll explore shadowy streets and learn about the gruesome stories and unsolved mysteries that haunted the town during the silver boom era. The tour is led by a professional guide who skillfully weaves true stories with local legends, making it both entertaining and chilling. It’s a short, evening activity perfect for those interested in Aspen’s darker side or wanting a fun way to start their night. Reviewers highlight Dean’s storytelling talent, calling him “an excellent storyteller” and praising the spooky yet educational experience. At just $45, it provides a compact but memorable glimpse into Aspen’s haunted history. This tour suits anyone with a taste for ghost stories, history, or a bit of thrill.
Bottom Line: A fun, compact ghost walk that combines history and mystery, ideal for families or anyone curious about Aspen’s haunted past.
2. Aspen’s Past to Present Historic Tour
Number 2 on our list is the Aspen’s Past to Present Historic Tour, which takes about 1 hour 30 minutes to explore Aspen’s transformation. This walking tour is led by a knowledgeable local guide who shares stories about the characters, landmarks, and folklore that shaped Aspen from a humble mining town into the luxury destination it is today. The tour includes stops at scenic views of Aspen Mountain and Smuggler Mountain, as well as a visit to the modern library exhibiting historic images. Reviewers rave about Dean’s storytelling and the opportunity to see Aspen through a historical lens, especially during the fall when colors enhance the experience. At $45, it offers good value for those interested in the town’s evolution and local legends.
Bottom Line: A well-rounded historical walk that’s perfect for first-time visitors wanting a comprehensive intro to Aspen’s past and present.
3. Aspen’s Off the Beaten Path Tour
Position 3 features the Aspen’s Off the Beaten Path Tour, a 1.5-hour walk through the Victorian West End and into the John Denver Sanctuary. This tour offers a more personal view of Aspen’s architecture, natural beauty, and local stories. You’ll visit the Red Brick Center for the Arts, learn about Aspen’s artistic community, and enjoy scenic riverside trails. The guide encourages questions, making it interactive and engaging. Reviewers mention Dean’s knowledge and the chance to discover hidden spots away from busy streets. This tour suits travelers who want a relaxed pace combined with cultural insights and picturesque scenery. For $45, it provides a peaceful yet informative experience.
Bottom Line: An excellent choice for visitors who love architecture, art, and nature, offering a quiet, insightful stroll through Aspen.
4. Highlights of Aspen Tour
The Highlights of Aspen Tour is a quick 1-hour overview perfect for first-time visitors. The guided walk covers main attractions, including the Wheeler Opera House and Aspen Mountain, with stops for photos and stories about the town’s culture. The guide shares fun facts about Aspen’s architecture and history, making this a perfect snapshot for those with limited time. Reviewers mention Dean’s engaging commentary and the opportunity to see key landmarks up close. This tour is great for travelers who want a concise, informative introduction with a focus on visual highlights. It costs $45, offering a solid value for a compact tour.
Bottom Line: A brief but comprehensive tour ideal for short stays or those wanting a quick orientation.
5. Aspen: From Past to Present History Walking Tour
Number 5 takes you into Aspen’s historical and criminal lore with a 1.5-hour walk. The guide uncovers stories behind landmarks like the Hotel Jerome and the Wheeler Opera House, plus tales of notable crimes from serial killers to Hollywood stars. This tour gives a darker, more intriguing side of Aspen’s past, appealing to those interested in local legends and criminal history. With a price of $45, it’s a good pick for history buffs wanting more than surface-level stories. Reviewers note how Dean shares anecdotes with enthusiasm and depth, making the past come alive.
Bottom Line: For those fascinated by crime stories and landmark history, this tour offers a unique, story-rich experience.
6. Aspen: Dark History Ghost-Themed Guided Walking Tour
At number 6, this Dark History Ghost-Themed Guided Walking Tour takes about an hour exploring Aspen’s darker legends and ghost stories. The tour emphasizes tales of murders, massacres, and haunted sites like the Hotel Jerome, shedding light on the town’s ghostly reputation. Accessible terrain makes it suitable for most visitors. Priced at $45, it offers a compelling mix of history and mystery, especially for fans of paranormal stories. Reviewers appreciate the vivid storytelling and the chance to see Aspen in a new, more mysterious light.
Bottom Line: An engaging ghost tour that’s perfect for spooky story lovers and those curious about Aspen’s haunted corners.
7. Aspen: Guided Light Hike with Roaring Fork River Views
Number 7 offers a Guided Light Hike, a 2-hour scenic trek suited for active travelers. You’ll discover hidden neighborhoods, walk across scenic bridges, and pass notable sites like the John Denver Sanctuary and Ute Cemetery. The hike emphasizes the natural beauty and history along the Roaring Fork River. Reviewers mention its moderate difficulty and the insightful commentary from guides who share local stories along the way. At $65, this tour blends exercise, scenery, and storytelling—a good choice for those wanting a bit of outdoor activity without strenuous effort.
Bottom Line: A scenic, moderate hike perfect for nature lovers who want to combine walking with cultural insights.
8. Cemetery Tour
Number 8 is the Cemetery Tour, focusing on Aspen’s pioneer roots at the Ute Cemetery. The 1-hour walk explores the graves of early residents, with stories about their lives and deaths. An especially poignant experience for history enthusiasts interested in Aspen’s founding era. Reviewers comment on its interest and the personal touches like flags and flowers. This tour suits travelers wanting a peaceful, reflective experience that connects them to Aspen’s early settlers.
Bottom Line: A short, meaningful walk that offers insights into Aspen’s pioneer past and early community.
9. Private Car Service from Aspen or Snowmass to Denver Int’l Airport (DEN)
If your plans include heading to Denver, the Private Car Service delivers comfort and convenience. For around $1,380, you’ll be picked up directly from your accommodation and taken in a spacious vehicle, perfect for luggage or skis. It’s a hassle-free alternative to shuttles or rental cars, especially after a long trip or during busy seasons. Reviewers praise its timeliness and high quality. This service is best suited for travelers prioritizing comfort or with tight schedules.
Bottom Line: A stress-free way to travel between Aspen and Denver with personalized service.
10. Aspen: City Highlights Walking Tour
Number 10 is the City Highlights Walking Tour, offering a 1-hour guided exploration of Aspen’s main attractions. You’ll see the Wheeler Opera House, Aspen Mountain, and learn about the city’s rise as a ski hub. Reviewers mention Dean’s engaging narration and the opportunity to capture great photos of iconic spots. Ideal for first-time visitors short on time, this tour hits the key places and offers insightful commentary on Aspen’s culture and architecture.
Bottom Line: A quick, focused introduction to Aspen’s top landmarks, perfect to orient yourself upon arrival.
11. Aspen’s Off the Beaten Path Scenic Walking Tour
This scenic walk explores Aspen’s Victorian West End and Riverside paths. Over 1.5 hours, you’ll see quaint neighborhoods, Victorian homes, and natural spaces. Reviewers love the relaxed pace and the chance to discover lesser-known parts of the town. The guide shares stories behind the architecture and the natural features. Best suited for travelers seeking a peaceful, scenic stroll with cultural insights.
Bottom Line: A gentle walk that combines architecture and nature, ideal for those wanting to experience Aspen beyond the busy streets.
12. Self-Guided Scavenger Hunt: Aspen Get An “Altitude” Adjustment
For a fun, independent activity, the Self-Guided Scavenger Hunt costs just over $12. It’s perfect for families or groups wanting a flexible way to explore Aspen’s landmarks while solving clues and answering trivia. The app guides you through the city’s highlights, making it engaging for all ages. Reviewers mention how kids enjoyed the questions and the interactive experience. It’s especially good for those with limited time who prefer to set their own pace.
Bottom Line: An affordable, flexible way to explore Aspen with a fun, interactive twist.
13. Amazing Aspen Scavenger Hunt
Number 13’s Amazing Aspen Scavenger Hunt offers a 2-hour app-based challenge. Teams compete by completing tasks, solving puzzles, and earning points on a live leaderboard, guided by a remote host. It’s a playful, social activity perfect for families, friends, or team-building. Reviewers love the mix of sightseeing, problem-solving, and fun competition. It’s best suited for those wanting an interactive and active exploration of Aspen.
Bottom Line: A lively, team-oriented way to see Aspen that mixes sightseeing with game elements.
$29.00 per person
14. Photographer and Professional Photoshoot in Aspen
Capture your trip with the Professional Photoshoot. For around $203, you can have a professional photographer take stunning pictures at scenic locations. Whether traveling solo, as a couple, or with family, this experience guarantees high-quality memories. The photographer can tailor the shoot to your preferences or suggest locations. Reviewers highlight the quality and personalized approach, making this a worthwhile splurge if you want lasting keepsakes.
Bottom Line: A fantastic way to get professional photos in iconic Aspen spots, perfect for special occasions or memorable vacations.
$202.58 per person
15. Leisure Hike – East Aspen Hunter Creek
The Leisure Hike offers a gentle 2-hour exploration of Aspen’s natural beauty along Riverside and Hunter Creek trails. The hike is suitable for all fitness levels and features views of Smuggler Mountain, the Ute Cemetery, and the John Denver Sanctuary. Reviewers mention how guides share fascinating stories about local biology and geology, making it both educational and scenic. It’s a great activity for those wanting a relaxing outdoor experience without strenuous exertion.
Bottom Line: A peaceful, scenic walk perfect for families or anyone wanting a light outdoor activity.
16. Aspen Self-Guided Tour: Tales of Wealth, Wildness and Rebellion
Finally, the Self-Guided Tour offers an affordable way to discover Aspen’s rebellious spirit and hidden stories. Starting at the historic Old Armory, you’ll explore sites linked to counterculture, celebrity hideaways, and local legends. Although it currently has no reviews, its price point at $14.99 makes it accessible for curious travelers willing to explore independently. It’s ideal for budget-conscious visitors eager to uncover the town’s less-polished tales.
Bottom Line: A budget-friendly, self-paced adventure into Aspen’s rebellious side—great for independent explorers.
$14.99 per person
How to Choose the Right Tour in Aspen
When selecting a tour, consider your budget, interests, fitness level, and how much time you want to spend exploring. For a spooky, fun experience, the Aspen’s DarkSide Ghost Tour is hard to beat. If you’re interested in history and architecture, the Past to Present Historic Tour or the Highlights of Aspen Tour are excellent options. For outdoor enthusiasts, the Guided Light Hike and Leisure Hike provide scenic routes with easy terrain. Families or groups wanting a fun, interactive activity might enjoy the Scavenger Hunts, while those seeking memorable photos should consider the Photoshoot. Booking early is advisable, especially in peak seasons.
Aspen’s variety of tours covers all interests—from ghost stories and historic landmarks to scenic hikes and active scavenger hunts. For history lovers, the Aspen’s Past to Present Historic Tour provides a deep dive into the town’s transformation. Those seeking fun and adventure might prefer the Amazing Aspen Scavenger Hunt, while travelers curious about Aspen’s spooky side will enjoy the DarkSide Ghost Tour. No matter your style, Aspen’s tours promise an authentic way to connect with this mountain town’s stories, scenery, and spirit—so be sure to book early and get ready for a memorable trip.