The 15 Top Tours & Things To Do In Aspen: Which Is Best?

Aspen isn’t just a winter ski paradise or a summer playground; it’s a town bursting with activities that fit every interest. Whether you’re into spooky stories, exploring historic landmarks, uncovering hidden neighborhoods, or snapping professional photos, Aspen offers experiences that go beyond the typical sightseeing.

One standout is the Aspen’s DarkSide Ghost Tour, which combines history and a chill down your spine—perfect for those cozy evenings.

Or, if history is your thing, the Aspen’s Past to Present Historic Tour offers a deep dive into the town’s gold and silver boom days.

For outdoor lovers, the Guided Light Hike provides gentle exercise with stunning river and mountain views, while the Leisure Hike combines nature and history on a relaxing trail. Whatever your style, Aspen’s diverse tours promise memorable experiences.

Quick Overview

Our list features tours and activities that highlight Aspen’s dark side, historic charm, scenic beauty, and quirky fun. From ghost stories and cemetery explorations to historic downtown walks and scenic hikes, each experience offers a unique way to discover Aspen’s soul.

For history fans, the Off the Beaten Path Tour takes you into the Victorian West End and the John Denver Sanctuary, while the City Highlights Tour covers the main landmarks in just an hour.

For a more adventurous outing, the Guided Light Hike and leisure walks offer scenic trails with mountain and river views. And for those seeking something truly unique, the Scavenger Hunts turn sightseeing into a fun game.

1. Aspen’s DarkSide Ghost Tour

Get spooky in Aspen with this guided ghost tour. Timed for nightfall, this 1-hour walk takes you through shadowed streets of historic downtown, where you’ll hear about the gruesome stories that created Aspen’s ghostly legends. Led by a professional guide, you’ll slip through the dark to explore Aspen’s haunted past—a perfect blend of history and thrill.

This tour is especially popular because it’s short and easy to fit into an evening, plus it’s based on true stories that add credibility to the creepy tales.

Highlights include scenic views of Smuggler Mountain, where miners once risked their lives, and Aspen Mountain, where the removal of indigenous peoples is part of the dark narrative. Reviewers love Dean’s storytelling—calling him an “excellent host”—and the tour’s balance of history and spooky fun. It’s great for families, history buffs, or anyone wanting a different perspective on Aspen.

Bottom line: If you enjoy ghost stories with a historical twist, this short, fun tour offers a memorable night out—just don’t look over your shoulder too often.

2. Aspen’s Past to Present Historic Tour

At number 2, the Aspen’s Past to Present Historic Tour is a 1.5-hour walk that unpacks Aspen’s transformation from a humble mining town to a glamorous mountain destination. Led by a local guide, you’ll explore downtown Aspen, visiting iconic landmarks like the Wheeler Opera House and learning about the gold and silver rush that shaped its identity.

What makes this tour stand out is its focus on local legends and insider knowledge that bring Aspen’s buildings and neighborhoods alive. You’ll enjoy spectacular mountain views and see historic sites like the modern library with its vintage images.

The reviews praise Dean’s storytelling, noting how well he conveys Aspen’s rise to fame. It’s perfect for travelers interested in architecture, local lore, or those who want a slow-paced, insightful walk.

Bottom line: For a well-rounded history lesson paired with great scenery, this tour is a solid choice for curious travelers.

3. Aspen’s Off the Beaten Path Tour

If you’re keen to explore Aspen beyond the usual sights, the Off the Beaten Path Tour offers a 1.5-hour walk through the Victorian West End neighborhood and into the John Denver Sanctuary. This tour helps you appreciate Aspen’s architecture and natural landscapes, including riverside trails and scenic mountain views.

Led by a knowledgeable guide, you’ll uncover the stories behind historic buildings like the opera house and learn about Aspen’s connection to arts and culture. Reviewers appreciate the guide’s storytelling, especially about the connectivity and history of the area. It’s ideal for those who want a relaxed pace and an intimate look at Aspen’s architecture and natural beauty.

Bottom line: If you love architecture, art, and peaceful natural settings, this tour will deepen your appreciation of Aspen’s unique character.

4. Highlights of Aspen Tour

For first-time visitors or those short on time, the Highlights of Aspen Tour packs a lot into just an hour. Starting at the iconic Wheeler Opera House, you’ll get a quick overview of the city’s landmarks, architecture, and top sights. The guide provides engaging commentary on Aspen’s culture, history, and notable residents.

This tour offers a chance to see Aspen Mountain, the gondola plaza, and learn how the city’s silver rush shaped its growth. It’s especially good for newcomers who want a broad overview without committing to a longer walk. Reviewers love the guide’s enthusiasm and mention how the tour helped them get their bearings.

Bottom line: This tour is perfect if you’re on a tight schedule but want a comprehensive snapshot of Aspen’s highlights.

5. Aspen: From Past to Present History Walking Tour

This 1.5-hour walk explores Aspen’s evolution from a silver boomtown to a modern resort. The guide takes you through historic buildings like the Hotel Jerome and explains their stories, plus shares local legends. It’s a detailed look at Aspen’s social and economic changes.

Reviewers say Dean’s storytelling makes this tour engaging, especially when recounting famous criminal cases and landmark events. It appeals to history lovers who want to connect stories to physical places. With a focus on local lore, it enriches your understanding of Aspen’s character.

Bottom line: For those interested in criminal history, architecture, or local stories, this tour offers a lively, in-depth experience.

6. Cemetery Tour

Explore Aspen’s first burial ground on the Cemetery Tour, lasting about an hour. Walk through the abandoned Ute Cemetery and hear stories of early pioneers and residents. This tour offers a rare glimpse into Aspen’s early days and the lives of those who shaped the town.

The reviewer describes it as an “interesting hoot,” appreciating the personal stories and small touches like flags and flowers on graves. It’s an intimate, reflective experience ideal for those interested in local pioneers or who enjoy quiet, historical walks.

Bottom line: If you want a meaningful look at Aspen’s roots, this short cemetery walk offers a touching and educational experience.

7. Private Car Service to Denver Airport

For travelers needing seamless transportation, this private car service from Aspen or Snowmass to Denver International Airport guarantees comfort and reliability. The driver meets you at your lodging, helping with luggage, and then takes you in a spacious vehicle for the long ride.

Costing $1,380 per group, it’s an investment in stress-free travel, especially if you’re carrying skis or lots of luggage. Reviewers praise the timeliness and quality of the service, making it a practical choice for those with early flights or tight schedules.

Bottom line: If convenience and a hassle-free transfer are priorities, this private ride offers comfort and peace of mind.

8. Aspen: Dark History Ghost-Themed Guided Walking Tour

This evening Ghost Tour delves into Aspen’s darker stories—murders, massacres, and ghostly legends—through vivid storytelling. The 1-hour walk covers architecture from the Colorado Silver Boom era and explores the haunted halls of the Hotel Jerome.

It’s a more haunting counterpart to the earlier ghost tour, suited for those who want a spooky, atmospheric experience with an emphasis on local ghost stories. Reviewers note the leisurely pace and accessible terrain make it ideal for a relaxed, entertaining evening.

Bottom line: Perfect for history and ghost enthusiasts looking to see Aspen from a different, darker perspective.

9. Aspen: Guided Light Hike with Roaring Fork River Views

A gentle 2-hour walk hiking tour along Aspen’s scenic trails, this experience is designed for those who want nature without strenuous effort. Discover hidden neighborhoods, cross scenic bridges, and view the Ute Cemetery, Smuggler Mine, and the John Denver Sanctuary.

The guide shares insights about Aspen’s flora, fauna, and history, making it a well-rounded nature walk. Reviewers value the easy pace and beautiful scenery, suitable for families or less-active travelers.

Bottom line: For a relaxing outdoor experience with local stories, this light hike strikes a perfect balance.

10. Aspen: City Highlights Walking Tour

In just an hour, this City Highlights Tour takes you to Aspen’s main sights, including the gondola plaza, the modern museum, and historic landmarks. The guide offers insights into Aspen’s culture, architecture, and the famous people associated with it.

Reviewers appreciate the personalized attention and how it helps orient first-timers. It’s a quick, informative introduction for travelers who want to maximize a short stay.

Bottom line: If you’re looking for a concise overview of Aspen’s highlights, this tour is an efficient choice.

11. Aspen’s Off the Beaten Path Scenic Walking Tour

Enjoy a 1.5-hour walk through quaint neighborhoods and scenic riverside paths. This tour showcases Aspen’s Victorian and modern homes, giving insight into local architecture and community. You’ll also traverse quiet trails that show a different side of Aspen’s natural beauty.

Reviewers mention the relaxed pace and fascinating stories about the homes and the area’s natural surroundings. It’s perfect for travelers wanting a relaxed, scenic walk away from the crowds.

Bottom line: For a peaceful, architecture- and nature-focused experience, this tour offers a perfect blend.

12. Self-Guided Scavenger Hunt: Aspen Get An “Altitude” Adjustment

Mix fun and learning with this self-guided scavenger hunt. Using an app, you’ll race around Aspen’s landmarks, answering trivia and solving challenges at your own pace. It’s a great activity for families, birthdays, or team building.

Participants rave about the interactive challenges and fun discovery. The activity lasts about 2 hours and can be tailored to your schedule, making it flexible and engaging.

Bottom line: If you enjoy games and learning about Aspen in a lively, interactive way, this scavenger hunt is a smart choice.

13. Amazing Aspen Scavenger Hunt

This app-based scavenger hunt turns sightseeing into a social competition, where teams complete challenges and climb the leaderboard. With an interactive remote host, you explore and learn about Aspen through engaging challenges and team adventures.

Priced at $29, it offers a fun, active way to see the town, especially suited for groups wanting a mix of tour and game. Reviewers note it’s unique and highly entertaining, perfect for friends or family.

Bottom line: For a playful, competitive way to explore Aspen, this scavenger hunt provides laughs and discoveries.

14. Photographer and Professional Photoshoot in Aspen

Capture your Aspen visit with a professional photoshoot. The experience includes shooting in famous and undiscovered locations, providing you with professional-quality images to remember your trip. Whether you’re solo or with family, the photos are tailored to your preferences.

At $202.58 per person, it’s an investment in lasting memories. Many travelers praise the ability to see hidden spots and leave with high-quality images, perfect for sharing or keepsakes.

Bottom line: For those wanting professional photos of Aspen’s iconic scenery, this experience offers great value and personalized service.

15. Leisure Hike – East Aspen Hunter Creek

This light, 2-hour hike is designed for relaxation and exploration of Aspen’s natural beauty. Starting from outside the Wheeler Opera House, you’ll pass through the Ute Cemetery, cross the Roaring Fork River, and walk along scenic trails. The tour offers views of Smuggler Mountain and the John Denver Sanctuary and is suitable for most fitness levels.

Reviewers love the educational aspect and the chance to see mother moose and calves along the trail. It’s an excellent way to combine light exercise with cultural insight.

Bottom line: If you’re after a peaceful outdoor experience with gentle walking, this tour hits the mark.

How to Choose the Right Tour in Aspen

Consider your interests, schedule, and budget. If you love spooky stories, the Aspen’s DarkSide Ghost Tour is a fun evening option. For history buffs, the Past to Present Historic Tour offers a deeper dive into Aspen’s origins. Outdoor enthusiasts will appreciate the Guided Light Hike or the Leisure Hike, which combine nature and education.

Families or groups wanting interactive fun may prefer the Scavenger Hunts or the Self-Guided Hunt. If capturing memories matters most, the Professional Photoshoot ensures high-quality images. Book early during peak seasons to secure your preferred time slot.

Aspen offers an impressive variety of tours—from spooky ghost stories to scenic hikes and cultural explorations—to suit different interests and activity levels. For history and architecture lovers, the Off the Beaten Path Tour and the City Highlights Tour are excellent options. If you’re after something more active, the Guided Light Hike and Leisure Hike provide scenic pathways with minimal effort.

For a spooky twist, the Aspen DarkSide Ghost Tour and the Dark History Ghost Tour are ideal, especially in the evenings. Families and groups can have a blast with the Scavenger Hunts or the customizable Photoshoot. Whatever your style, Aspen’s diverse options are sure to make your visit memorable—so don’t forget to book early!