This Week in Aspen
Aspen offers a diverse range of weekly events and experiences.
From unforgettable arts and culture events to guided outdoor adventures, plus much more, explore the full lineup of events below.
Monday, May 25
Aspen's Past to Present Tour (Mondays & Thursdays, 10:00 AM, Downtown Aspen) This classic historical walking tour of Aspen tells it’s history from humble mining camp to world famous resort. A casual 12 block stroll through historic downtown Aspen acclimatizes you to Aspen’s energy and possibility. A great experience for both the first time visitor and the regular. This tour visits historic landmarks of Aspen including the Wheeler Opera House, the Red Onion, the Pitkin County Courthouse & the Hotel Jerome among others when accessible. Native Legend, Mining Folklore & Local Tales bring History to life on an entertaining guided walk. 90 minutes long with distance of approximately 1 mile along sidewalks, pedestrian ways and parks of mostly flat terrain. Reservations required - reserve your spot here.
Tuesday, May 26
Aspen’s Off the Beaten Path Tour (Tuesdays & Fridays, 10:00 AM, Downtown Aspen) A scenic guided walking tour through Aspen’s West End neighborhood and trails along the Roaring Fork River. Participants will learn the stories behind Aspen’s Victorian & Modern architecture stitched together with hidden gems of nature. Reservations are required. To sign up, click here.
Cooldown Aspen Group Run (6:30 PM, Aspen Tap) Cooldown is a nationwide social club disguised as a running/walking club! All paces are welcome. Cooldown’s focus is on meeting new people, making friends, and ensuring everyone stays for the post-run drinks. Join Cooldown for a 1-3 mile walk, run, or jog. Meet outside of Aspen Tap. Run starts @ 6:30pm so please arrive a few minutes early. Happy Hour priced drinks for all attendees post-run! Select evenings will also feature samples and giveaways! To learn more, click here.
Aspen’s DarkSide Ghost Tour (Tuesdays, Thursdays, & Saturdays, 8:00 PM, Downtown Aspen) True stories of Aspen’s tarnished past of Ghosts, Murder & Mayhem from 1879 to today on an entertaining evening walk. This tour visits some of Aspen Colorado’s most haunted places and tells the stories behind them as well as some truly darker happenings. This is a great tour for the whole family or just the adults. Reservations required. Purchase tickets here!
Wednesday, May 27
Explore the Aspen Art Museum (10:00 AM - 6:00 PM, Tuesday - Sunday, Aspen Art Museum) Located in the heart of downtown Aspen, the Aspen Art Museum brings the community together through art, hosting critical dialogues, exhibitions, and events. The Aspen Art Museum recently unveiled a new exhibition, Kerstin Brätsch: Fossil Psychic Stone Mimicry (Aspen), and there's still time to explore Keith Mayerson: My American Dream (Rocky Mountain High). Learn more here!
Mall Fest 50 Art Parade Workshop (5:30 pm, Red Brick Center for the Arts) Join Aspen Public Art for a hands-on workshop to create your own costume, mask, or prop for the Mall Fest 50 Art Parade on June 27th. The theme of the parade is “What do you LOVE about this place?” – a creative invitation to come together and bring joy to the streets. Artist/educator Reina Katzenberger and her team at The Project Shop will help participants create wearable art to don for the Art Parade. Basic supplies will be provided. Participants are encouraged to bring reclaimed, recycled and/or compostable fabric, materials and ornamentation that they would like to upcycle into their fits and kits. To register, click here.
Thursday, May 28
Aspen's Past to Present Tour (10:00 AM, Downtown Aspen) This classic historical walking tour of Aspen tells its history from humble mining camp to world famous resort. A casual 12 block stroll through historic downtown Aspen acclimatizes you to Aspen’s energy and possibility. A great experience for both the first time visitor and the regular. This tour visits historic landmarks of Aspen including the Wheeler Opera House, the Red Onion, the Pitkin County Courthouse & the Hotel Jerome among others when accessible. Native Legend, Mining Folklore & Local Tales bring History to life on an entertaining guided walk. 90 minutes long with distance of approximately 1 mile along sidewalks, pedestrian ways and parks of mostly flat terrain. Reservations required - reserve your spot here.
Tasting Table (4:00 PM, MOLLIE Aspen) Join MOLLIE Aspen at their communal tasting table for a relaxed exploration of four wines, each paired with a small bite designed to highlight the specific flavors and aromas in your glass. A sommelier will lead the session, offering context, observations, and guiding questions to help you discover how the pairings interact. Expect modest pours and light bites meant to spark curiosity and conversation. Come with an open palate and a willingness to taste thoughtfully; it’s a chance to slow down and compare notes together. Complimentary for MOLLIE guests | $40 for the public | 21+ Reservations are recommended as space is limited. To reserve your spot, click here.
Creative Happy Hour! Leather Making with Leah Aegerter (5:30 pm, Red Brick Center for the Arts) Join the Red Brick Center for the Arts for fun and social art-making evenings. Whether you have art experience or not, come create during evening sessions and enjoy a complimentary glass of wine or beer. Participants must be 21 years of age or older. This week, enjoy an evening of leather making with Leah Aegerter. Come create and learn the basics of leather work in this evening of leather making. This workshop is open to all levels. To register, click here.
Roaring Fork Rising (Thursday, Friday, & Saturday, 7:00 pm, The Vault at the Wheeler) Roaring Fork Rising was launched in 2025 as a new initiative designed to celebrate and support local talent in the Roaring Fork Valley. Hosted in The Vault, this program offers artists from Aspen to New Castle the opportunity to perform original work and connect with the community through live events at the historic Wheeler Opera House. This weekend features a Comedy Showcase (May 28, 2026), The Sopris Sisters with Mark Nussmeier (May 29, 2026), and Wild Flight with Hugh Phillips (May 30, 2026). To purchase tickets, click here.
An Evening w/ MRE (7:30 PM, Belly Up Aspen) MRE is an Aspen-based cover band comprising Roaring Fork Valley locals Steve Cook, Laurel Fox, Kris Harmony, Wes Lanich, Brett Nelson, Mike Ramos, and Nat Zilkha. Coming from various musical backgrounds including touring with Gov’t Mule, playing clubs and festivals around the U.S. (including the Newport Folk Festival) and working as session musicians in New York, LA and Nashville, they initially got together to play good time drinking music for their friends. Now they’re bringing their party back to the Belly Up. To purchase tickets, click here.
Friday, May 29
Spritz Fridays (3:00 PM, MOLLIE Aspen) Kick off the weekend at MOLLIE Aspen with a little sparkle at Spritz Fridays, sponsored by Bom Dia Bubbles. Sip your way through a bright, spring-forward cocktail menu while rotating DJs set the vibe with live, feel-good beats all afternoon into evening. The hot tub is open to the public, so bring your suit and soak it all in—literally—while taking in unbeatable views of Aspen Mountain. Bubbly drinks, sunshine energy, music, and mountain views… Fridays don’t get better than this. Come early, stay late, and spritz responsibly. DJs will set the vibes from 5:00pm–8:00pm, with the spa pool & bar open from 3:00pm–8:00pm. This week features DJ Blake Get Back Here; no tickets required. To learn more, click here.
Mustache Harbor (9:00 PM, Belly Up Aspen) For over a decade, MUSTACHE HARBOR has been thrilling audiences across the country with their spot-on renditions of the smoothest music from the 1970s and 80s, all performed with the highest level of musicianship and state-of-the-art sound and lighting. To purchase tickets, click here.
Hidalgo Tequileria Summer Reopening Night (9:00 PM, W Aspen - Hidalgo First Floor Speakeasy) A summer kickoff for the people who make Aspen what it is, DJs spinning, an easygoing early‐season vibe, and a tequila list that’s become a local favorite. To reserve a spot, click here.
Saturday, May 30
Aspen Parkrun (9:00 AM, Herron Park) Aspen Parkrun is a free community 5k, part of hundreds of Parkrun events taking place every Saturday morning across the U.S and around the world! All levels welcome - run it, walk it, bring the family.... Parkrun is powered by volunteers - no experience needed! Every week participants grab a post parkrun coffee at Swedish Hill at the Aspen Art Museum, 637 East Hyman, Aspen (approx. 800 yards from the finish) - please come and join! To learn more, click here.
Leisure Hike (Saturdays & Sundays, 10:00 AM, East Aspen Hunter Creek) This light hike connects trails, hidden neighborhoods and nature paths east of town along the Roaring Fork River and the Hunter Creek. The majority of the hike is adjacent to tranquil flowing bodies of water. A great beginner to intermediate hike full of scenic views. Register here!
An Evening with The Good Kind (8:30 PM, Belly Up Aspen) The members of the Boulder, CO band The Good Kind (Russ Grabski – Guitar and Vocals, John Kang – Bass, Drew Michael – Guitar and Vocals, R.T. Weber – Drums) are live music fanatics who have seen hundreds of live shows performed by some of the greatest musicians of the last 50 years. These experiences inspired the band to create the ultimate live music show featuring exceptional song selections and mind-bending jams. Every show is unique and energetic, with covers, originals, and plenty of dancing. To purchase tickets, click here.
Sunday, May 31
A Journey Through the Heart Cacao Ceremony (11:00 AM, Aspen Meadows Resort) Join Nicole Lindstrom, founder of GLDMND, for a two-hour journey through the heart — weaving together cacao, breathwork, movement, meditation and journal processing. Nicole will guide everyone through the inner realms of reflection and introspection, centering the group within their own felt experiences of heart wisdom and authentic truth. Please bring a yoga mat, journal & pen, favorite mug, meditation cushion, blanket, and layers. This upcoming gathering aligns with a rare Blue Full Moon—an event that only occurs every few years. Traditionally seen as a marker of heightened energy, deeper release, and meaningful turning points, this isn’t just any full moon. It’s an invitation to go a layer deeper—to listen more closely, to let go more fully, and to consciously step into what’s next. And the group will be doing so together, in ceremony. The full moon represents a peak moment of illumination—a time when emotions rise to the surface and clarity becomes more accessible. Cacao supports this process by calming the nervous system, accessing intuition and emotional clarity, connecting authentically—with ourselves and one another. Together, cacao + the full moon create a powerful container for releasing what no longer serves, gaining insight and perspective, reconnecting to your inner voice, being connected to intentional community. Under the light of this rare Blue Moon, gather not just to reflect—but to complete, clear, and consciously step forward. To register, click here.
Highlights of Aspen Tour (Saturdays & Sundays, 12:00 PM, Downtown Aspen) Embark on a leisurely stroll through town, where intriguing historical narratives, enchanting storytelling, and fascinating tidbits effortlessly blend together. This 60-minute scenic walk not only acquaints you with the local heritage but also grants you a genuine sense of belonging, acting as a splendid springboard to fully indulge in the abundant wonders that Aspen has to offer. To reserve a spot, click here.
Monday, June 1
Aspen's Past to Present Tour (Mondays & Thursdays, 10:00 AM, Downtown Aspen) This classic historical walking tour of Aspen tells it’s history from humble mining camp to world famous resort. A casual 12 block stroll through historic downtown Aspen acclimatizes you to Aspen’s energy and possibility. A great experience for both the first time visitor and the regular. This tour visits historic landmarks of Aspen including the Wheeler Opera House, the Red Onion, the Pitkin County Courthouse & the Hotel Jerome among others when accessible. Native Legend, Mining Folklore & Local Tales bring History to life on an entertaining guided walk. 90 minutes long with distance of approximately 1 mile along sidewalks, pedestrian ways and parks of mostly flat terrain. Reservations required - reserve your spot here.
Analog Lounge (4:00 PM, MOLLIE Aspen) Step away from the noise and settle into something a little more timeless at MOLLIE Aspen’s weekly Analog Lounge at the Cafe & Wine Bar. Designed as a gentle escape from screens and notifications, this gathering invites you to slow down and reconnect—both with yourself and those around you. Unplug and unwind over a thoughtfully curated selection of wines while enjoying classic board games, meaningful conversation, and the simple pleasure of being present. To learn more, click here.























