Monday, May 12
Aspen’s Past to Present Tour (Mondays & Thursdays 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. To reserve your tour, click here.
Game Night at MOLLIE Aspen (5:00 pm, MOLLIE Aspen) Every Monday from 5:00pm-9:00pm, bring your friends and family together for a FREE game night that’s perfect for all ages (kids welcome!). Whether you’re rolling dice, strategizing your next move, or just enjoying a classic game of cards, this is your chance to unwind, share stories, and create lasting memories. MOLLIE Aspen has a variety of games available, from beloved classics to new favorites, plus drink specials and cozy corners. Come as you are and make Mondays something to look forward to! To learn more, click here.
Tuesday, May 13
Aspen’s Off the Beaten Path Tour (Tuesdays & Fridays, 10:00 am, Downtown Aspen) The Off the Beaten Path Scenic Tour brings guests through lesser visited areas around Aspen that capture its Victorian charm and natural beauty. Stroll through the streets of the Victorian neighborhood of the West End highlighting Aspen’s history and walk along the Roaring Fork River & the Rio Grande Trail connecting with nature. This tour is a healthy walk lasting approximately 90 minutes. It’s a great way to acclimatize to Aspen’s altitude during a visitor's first few days in Aspen. To reserve a tour, click here.
Evening May Birding (6:00 pm, Rock Bottom Ranch) Experience the sights and sounds during the time when day shifts to dusk in the cattail marsh, pond, and sedge meadow habitats of Rock Bottom Ranch. As red-winged blackbirds and song sparrows wind down their activities and wild turkeys fly up to safe roosts in the nearby cottonwoods, the snipes begin their winnowing display flights and Virginia rails start calling. You will experience this fascinating and brief window of time with the goal of learning about crepuscular birds, those that are active at dusk and dawn. As daylight fades, dominant sensory awareness will shift from visual to auditory and you will become immersed in a different and fascinating world. To register, click here.
Wednesday, May 14
Decade by Decade: Aspen Revealed (Tuesday-Saturday, 12:00 pm, Wheeler/Stallard Museum) The Wheeler/Stallard house is a Queen Anne style Victorian built around 1887/1888. The first floor of the Museum is interpreted as a Victorian Aspen home and the second floor gallery features rotating exhibitions to explore area history. The house is listed on the National Register of Historic Places and the grounds comprise the Ruth Whyte Park. Currently on display, the history exhibition Decade by Decade: Aspen Revealed offers a comprehensive view of the area’s fascinating past; from mining boom to dilapidated ranching town to today’s international recreational and cultural resort, Aspen forged a unique path. Featuring photographs and artifacts that represent Aspen’s connection to national events and trends, the exhibition reflects on the community’s place within the larger historical landscape of the nation – sometimes congruent, sometimes divergent – but always exciting. Learn more here.
Thursday, May 15
Theatre Aspen Edu Presents The Addams Family, The Musical (Thursday-Sunday, Aspen HS Black Box Theater) Theatre Aspen Education Middle School actors present The Addams Family the Musical. Join Theatre Aspen to celebrate the wackiness in every family with a best-selling Broadway musical adapted for middle school-age performers! Wednesday Addams, the ultimate princess of darkness, has grown up and fallen in love with a sweet, smart young man from a respectable family – a man her parents have never met. And if that wasn’t upsetting enough, Wednesday confides in her father and begs him not to tell her mother. Now, Gomez Addams must do something he’s never done before – keep a secret from his beloved wife, Morticia. Everything will change for the whole family on the fateful night they host a dinner for Wednesday’s “normal” boyfriend and his parents. To view performance times and purchase tickets, 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. To learn more or register, click here.
Friday, May 16
Roaring Fork Rising (Friday & Saturday, 7:00 pm, Wheeler Opera House) The Wheeler launches Roaring Fork Rising, a new initiative designed to celebrate and support local talent in the Roaring Fork Valley. Hosted in The Vault, this new program will offer 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 week’s performances feature Emery Major with David Uhlfelder and The Sopris Sisters with Rai Omri. To view the full lineup or purchase tickets, click here.
An Evening with Shakedown Street (9:30 pm, Belly Up Aspen) For over 30 years, Shakedown Street has been performing the immense catalog of the Grateful Dead. The ever-shifting repertoire draws from homegrown idioms steeped in traditional Americana, folk, blues, jazz, and rock and roll, with a healthy dose of the avant-garde. Dig deeper into the songs, their storylines, and the characters inhabiting them, and you’ll find enduring tales of murder and intrigue, gamblers and thieves, sinners and saints, tales of everyman, mythic and surreal, blue-collar rhapsodies in a kaleidoscopic tapestry awash in color, sound, and light. To learn more and purchase tickets, click here.
Saturday, May 17
Aspen Parkrun (9:00 am, Herron Park) The city of Aspen recreation department is excited to announce the return of the Aspen parkrun series, starting May 3. Parkrun is a free, weekly 5k event where participants are welcome to walk, jog, run, volunteer, or spectate. This year, the community run series will feature a new course that starts and ends at Herron Park in downtown Aspen and follows an out-and-back route on the Rio Grande Trail. After the race, Swedish Hill bakery from the Aspen Art Museum will provide free drip coffee and a 10% discount on pastries for all park runners. Dogs are welcome on the course but must remain leashed. Registration: First-time participants must register at parkrun.us/aspen to receive their unique barcode. To learn more, click here.
Ride for the Pass (10:30 am, Independence Pass) The 31st annual Ride for the Pass start is at the Winter Closure Gate on Highway 82. The Ride has three options: The first ends at ghost town of Independence ten miles from the start (climbing approximately 2,300 feet, ending at an elevation of about 10,800 feet). The second option ends at Weller Lake, which is just over two miles from the starting line and climbs 500 verticle feet, making this option more family-friendly. There is also an e-bike (pedal assist only) option. Join this "car free" ride to support the Independence Pass Foundation and ride this iconic Colorado road before it opens to vehicle traffic for the season. A barbecue + raffle will follow the ride at the winter gate (weather permitting). To register, click here.
Roaring Fork Valley’s Second Annual Backcountry Symposium (11:00 am, TACAW) As more people access the backcountry, learning how to safely and responsibly spend time in these spaces is critical to being prepared. Aspen Public Radio and The Arts Campus at Willits (TACAW) present this FREE event that will convene local and visiting backcountry enthusiasts to learn about outdoor education, recreation ecology, and mapping technology, as well as tips and tools for wilderness safety and backcountry decision-making. The day will include a series of panel discussions and presentations exploring the outdoors and sharing key resources and tools for understanding the landscape of backcountry adventure. Beginning with a Resource Fair, area organizations and businesses working in outdoor education and adventure will provide information and resources, including Colorado Mountain College, Aspen Valley Land Trust, Buddy Program, Wilderness Workshop, and Explore Booksellers, who will be onsite with a selection of recommended titles available for purchase. To RSVP, click here.
The Weekenders Club (Friday-Sunday, 11:00 am, MOLLIE Aspen) Join MOLLIE Aspen every Friday, Saturday, and Sunday through May 31st for The Weekenders Club on the Roof Terrace – your spring go-to for laid-back fun in the sun. Indulge in specially priced drink buckets, savor delicious bites, soak in our oversized spa pool while enjoying the mountain views, and lounge in the sun while grooving to a curated vinyl soundtrack designed to lift your spirits. Come discover your weekend happy place at MOLLIE – where stunning views, great company, and unforgettable moments await. No reservations required, but space is limited, so come early! No cover charge. Learn more here.
Sunday, May 18
Leisure Hike (Saturdays & Sundays, 10:00 am, East Aspen Hunter Creek Trail) 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. 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 learn more or register, click here.
Aspen Art Museum Exhibits (Tuesday-Sunday, 10:00 am, Aspen Art Museum) The Aspen Art Museum is currently showcasing two exhibits: Jasper Marsalis: Einschub and Nairy Baghramian: Sitzengebliebene. Explore the exhibits between 10 am and 6 pm on Tuesdays-Sundays. Learn more about the featured exhibits here.
Monday, May 19
Aspen’s Past to Present Tour (Mondays & Thursdays 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. To reserve your tour, click here.
Game Night at MOLLIE Aspen (5:00 pm, MOLLIE Aspen) Every Monday from 5:00pm-9:00pm, bring your friends and family together for a FREE game night that’s perfect for all ages (kids welcome!). Whether you’re rolling dice, strategizing your next move, or just enjoying a classic game of cards, this is your chance to unwind, share stories, and create lasting memories. MOLLIE Aspen has a variety of games available, from beloved classics to new favorites, plus drink specials and cozy corners. Come as you are and make Mondays something to look forward to! To learn more, click here.
Connect with Aspen Chamber Resort Association on Facebook, X, Instagram, YouTube and TikTok.