Monday, December 22
Teddy Bear Story Hour (Monday & Tuesday, 10:30 am, Hotel Jerome) Celebrate the holiday season at a special Teddy Bear Story Hour in Santa’s Workshop at the Hotel Jerome! Roaring Fork Valley Storytellers will share classic tales from around the world and kids are encouraged to bring their teddy bears or stuffed animals for this beloved holiday tradition. Families of all ages welcome. To learn more, click here.
History Ski Tour: Aspen Highlands (11:00 am & 1:00 pm, Aspen Highlands) Ski with Aspen/Snowmass Ambassador and volunteer historian Dan Sadowsky to learn about Aspen Highlands’ “maverick,” innovative, and unique past. These one hour tours are offered on Mondays at 11 am and 1 pm. Meets at the guest services cabin outside Merry Go Round This tour takes place on moderate terrain; lift ticket and skis or snowboard required. To learn more, click here.
10 Days of Toklat (December 22nd – 30th, 12:00 pm, Catto Center at Toklat) Stop in during the 10 Days of Toklat Open House, December 22nd-30th. Each day brings stories, festivities, and memories to enjoy together in the heart of winter. Warm up with hot beverages, indulge in delightful snacks, and share in the history and spirit of Toklat to honor its legacy and bright future. To check out the daily activities and register, click here!
DanceAspen: A Snowy Soirée (3:00 pm & 5:00 pm, Wheeler Opera House) This holiday-themed show will be approximately thirty minutes performed on the main stage. Featuring the DanceAspen company in vibrant, festive costumes, patrons can enjoy post-show cocoa and cookies. The Wheeler lobby will be decorated for the holidays, so you can also take a moment for photo opportunities with the dancers. Come join the Wheeler Opera House for an amazing afternoon and prepare to be dazzled. This is an all-ages, all are welcome performance. Families are encouraged to attend and celebrate the holidays in the beautiful, historic Wheeler Opera House. To purchase tickets, click here.
Christian McBride & Benny Green (6:30 pm, Paul JAS Center) Christian McBride & Benny Green plus Niki Haris with The James Horowitz Trio & Special Guest Jimmer Bolden (Double Bill). To purchase tickets, click here.
Tuesday, December 23
Holiday Market (11:00 am, MOLLIE Aspen) Celebrate the season at MOLLIE Aspen’s Holiday Market, a cozy community gathering filled with festive charm and local flavor. Whether you’re a hotel guest or a local passerby, the Holiday Market is the perfect place to find that last-minute item on your holiday list. To learn more, click here.
Hotel Jerome History Tour (Tuesdays & Thursdays, 1:30 pm, Hotel Jerome) Bask in the history of Aspen as you relax in the lobby of the iconic Hotel Jerome, which has been at the center of community life since its doors opened in 1889. The program includes a history primer in the lobby followed by a brief tour of the first floor area to experience the history of Aspen as seen through the eyes of the tastefully restored historic hotel. This tour takes place indoors, throughout the first floor of the Hotel Jerome. To register, click here.
Holiday Jazz Alchemy (4:30 pm, Aspen Shakti) An Evening of Body, Soul & Holiday Spirit with Live Louis-Armstrong-Inspired Piano. A glamorous, golden-hour gathering where you step into Aspen Shakti and instantly feel transported into a warm, soulful, romantic jazz lounge—except you're moving, breathing, sweating, and awakening inside the experience. To register, click here.
Chloe Flower (6:00 pm, Wheeler Opera House) Globally acclaimed pianist, composer, and cultural icon Chloe Flower brings her signature blend of classical elegance and contemporary flair for a one-night-only holiday concert. Audiences will experience timeless seasonal favorites reimagined in her dazzling ‘Popsical’ style, alongside selections from her groundbreaking upcoming holiday album—the first-ever instrumental classical holiday collection devoted entirely to works by female composers. To purchase tickets, click here.
An Evening With MRE (8:30 pm, Belly Up) 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.
Wednesday, December 24
Holiday Social and Cookie Decorating (11:00 am, MOLLIE Aspen) Join MOLLIE Aspen for Festive Cookie Decorating and Holiday Après in their heated tent on their Roof Terrace. This cozy event is the perfect holiday gathering for friends and family. As you unleash your creativity and decorate an assortment of seasonal cookies, you’ll be treated to the warm sounds of live acoustic music featuring the talented Penelope Thornton. The Roof Terrace Bar will be open, offering a selection of light, delicious bites and beverages, perfect for sipping while you create your edible masterpieces. Advance reservations for cookie decorating are strongly recommended as space is limited. Cookie decorating is complimentary for MOLLIE guests and $15 for the public. Come enjoy the cozy atmosphere, the music, and the stunning views! To sign up, click here.
Cocoa With the Cops (1:00 pm, Corner of Galena Street and Cooper Avenue- Across from Paradise Bakery) The Aspen Police Department will be giving away free Cookies and Cocoa at this location as a community building event (time subject to change). To learn more, click here.
Christmas Eve Services (4:00 pm, 6:00 pm, 8:00 pm, Aspen Chapel) Celebrate the Most Wonderful Day of the Year with Joan Hess, Bob Finnie and special guests at Aspen Chapel (in-person or virtually at 6 pm). To learn more, click here.
Traditional Christmas Eve (5:30 pm, Aspen Community Church) Join Aspen Community Church on Wednesday, December 24, at 5:30 pm for a traditional Christmas Eve worship program. The group will sing hymns, have a special children’s time, hear the story of the birth of Christ, and close with the lighting of candles as all sing Silent Night. To learn more, click here.
Thursday, December 25
Holiday Social (11:00 am, MOLLIE Aspen) Take a break from the slopes and warm up on MOLLIE Aspen's heated, tented roof terrace for a festive Holiday Après. Sip on complimentary hot chocolate as you unwind to live acoustic music by Hanna Von B, all set against Aspen’s snowy winter backdrop. Treat yourself to seasonal beverages and elevated light bites while soaking in the relaxed, celebratory atmosphere. To learn more, click here.
Holiday Dining Specials (Wednesday & Thursday, Downtown Aspen) Aglow with holiday lights, Aspen’s snow-covered streets set the scene for a festive night out. From spirited celebrations to elegant dining experiences, check out our guide to holiday dining in Aspen.
Friday, December 26
History Ski Tour: Aspen Mountain (11:00 am & 1:00 pm, Aspen Mountain) Learn about the amazing mining and ski history lying literally beneath your ski as you tour Aspen Mountain with Tony Vagneur, an Aspen/Snowmass Ambassador, Aspen native, and volunteer historian. Meets at the guest services cabin at the top of the Silver Queen Gondola (below the Sundeck near the “nests”). This tour takes place on moderate to difficult terrain. Lift ticket and skis or a snowboard is required. These one hour tours are offered on Fridays at 11 am and 1 pm. To learn more, click here.
Martini & Frites Après (3:00 pm, MOLLIE Aspen) Unwind from the holidays by joining MOLLIE Aspen on their Roof Terrace for Martini & Frites Après! Enjoy complimentary frites with every martini purchase, sponsored by Aspen Vodka. DJ Romy will set the vibes from 3-5 pm, with the bar open until 8 pm. No tickets required. To learn more, click here.
Mountainfilm on Tour: Family Friendly Matinee (4:00 pm, Wheeler Opera House) Mountainfilm on Tour is coming to Aspen bringing a selection of culturally rich, adventure-packed and inspiring documentary films curated from the Mountainfilm festival held every Memorial Day weekend in Telluride, Colorado. The Family Friendly Matinee program offers a vibrant mix of short documentaries that celebrate wonder, resilience, and the joy of discovery—perfect for audiences of all ages. To purchase tickets, click here.
SOFI TUKKER (Friday & Saturday, 9:30 pm, Belly Up) SOFI TUKKER is a GRAMMY-nominated duo, composed of best friends Sophie Hawley-Weld and Tucker Halpern. Originally meeting as students at Brown University, Tucker and Sophie didn’t cross paths until their senior year. Sophie had just returned from living in Rio de Janeiro and was performing her original bossa-nova inspired songs. Tucker, who had taken up DJing after being forced out of D1 basketball due to illness, convinced Sophie to take a leap of faith and move to New York with him to form a band instead of moving back to Rio after graduation. Less than a year later, SOFI TUKKER dropped their debut single “Drinkee” which became Grammy-nominated, followed by their debut album Treehouse (which also became Grammy-nominated). To learn more and purchase tickets, click here.
Saturday, December 27
Special Holiday Downtown Walking Tour (1:30 pm, Meets at the Wheeler Opera House) A special holiday walking tour of the historical buildings, sites, and scenes around downtown Aspen, with interesting stories around every corner. This tour begins with a history “primer” at the Sister Cities Plaza on Wagner Park and weaves through the festive downtown core before finishing at the iconic Hotel Jerome, whose halls are decked for the holiday season. To register, click here.
Cosmic Sound Journey (5:00 pm, MOLLIE Aspen) Join a deeply healing sound journey led by Danielle Klein that soothes your nervous system, calms your mind and restores balance within. Through the vibrations of the Crystal Tones® Alchemy Crystal Singing Bowls®, Grotta Sonora gong, chimes and other sound healing instruments, you will be brought into a theta brainwave state, which activates your parasympathetic nervous system—your body’s natural ability to repair, restore and heal itself. To read more about the Cosmic Sound Journey or reserve a spot, click here.
The Motet (7:15 pm & 9:30 pm, Paul JAS Center) After 26 years, nine albums, and over a thousand shows, The Motet are embarking on a bold new chapter with the addition of Sarah Clarke on lead vocals. Known for their fiery musicianship and genre-defying blend of funk, soul, and disco, the band — Dave Watts (drums), Joey Porter (keys), Garrett Sayers (bass), Drew Sayers (keys, saxophone), and Ryan Jalbert (guitar) — brings fresh energy to their signature sound. Formed in Colorado in 1998, The Motet have headlined venues and festivals nationwide, including Red Rocks Amphitheatre, Bonnaroo, Electric Forest, and High Sierra. Their 2024 album, Love Time, marks this exciting new era, showcasing grooves that blend vintage soul and modern funk with heartfelt, personal lyrics. True to their mission, The Motet continue to bring fans together through joyful, danceable, and deeply human music. Early and Late Night Showtimes: 7:15 pm and 9:30 pm. To purchase tickets, click here.
An Evening with Kate Hudson (7:30 pm, Wheeler Opera House) Kate Hudson returns to Aspen for a special performance with her band, celebrating her debut album Glorious. With 12 original songs that blend cinematic pop, modern rock, and raw vulnerability, Hudson’s voice is both powerful and intimate, inviting listeners into her world. Raised between the mountains of Colorado and the beaches of California, Kate’s musical influences span decades and genres—resulting in a sound that’s fluid, honest, and unmistakably her own. To purchase tickets, click here.
Sunday, December 28
Après Ski Trivia (2:00 pm, MOLLIE Aspen) Join MOLLIE Aspen for a special afternoon of Après Ski Trivia co-hosted by Christy Sports! Gather your cleverest friends and head to MOLLIE for a lighthearted afternoon of trivia, après, and a little friendly competition. Whether you’re a pop culture pro, a history buff, or just in it for the laughs, there’s a place at the table for you. Teams of 2–6 are welcome. Please specify your team’s size by selecting multiple attendees when you register. Walk-ins welcome, as space permits. Participation includes a shot at glory, bragging rights, and fun prizes.
Limited bar menu available for purchase. Free for both MOLLIE guests and the public. Learn more here!
Fraser the Yellow Dog Storytelling with Jill Sheeley (3:30 pm, Hotel Jerome) Jill Sheeley will be storytelling her Fraser stories. Cookies and hot chocolate will be served. To learn more, click here.
Hank Azaria and the EZ Street Band – A Springsteen Celebration (7:00 pm, Wheeler Opera House) Hank Azaria and the EZ Street Band is a labor of love for Azaria, a life-long Springsteen fan. “I’ve never worked harder preparing for any role than I did in perfecting a singing vocal impression of Bruce,” said Azaria. Acclaimed actor and voice artist, Azaria is perhaps best known for his decades of work on The Simpsons. Now he’s using his voice in a new and different way, and having a blast entertaining people in a live, concert setting. Azaria spent months creating an impression of Bruce’s distinctive speaking cadence and singing ‘voice’ to conceive the tribute show. As Azaria told Rolling Stone, “I think of it as a theatrical performance,” he says. “I’m staying in character as Bruce even though I’m telling stories about myself. It’s a performance piece, but I’m not a Bruce impersonator.” The tribute performance itself is a joyful, full-tilt rock ’n roll event, and Azaria’s physicality and flair are a true homage to Bruce. Azaria channels many familiar components of Bruce Springsteen’s iconography: intimate, irreverent storytelling, connection to family, preternatural stamina, camaraderie with the band, and a palpable love for performing. Azaria has delivered a show we want to root for – invigorating, upbeat and ambitious. To read more about the band or purchase tickets, click here.
The New Mastersounds (7:15 & 9:30 pm, Paul JAS Center) Since forming in Leeds, England in 1999, The New Mastersounds have been thrilling audiences with their infectious blend of funky soul-jazz. Early regulars at London’s Jazz Café, they soon gained recognition on the US funk scene, with guitarist Eddie Roberts now based in the States, and have become a late-night staple at New Orleans’ Jazz Fest. With fifteen studio albums, four live releases, and collaborations with legends like Maceo Parker, Fred Wesley, and Corinne Bailey Rae, the quartet continues to deliver tight, electrifying grooves that feed off the energy of the dance floor. To purchase tickets, click here.
Monday, December 29
History Ski Tour: Aspen Highlands (11:00 am & 1:00 pm, Aspen Highlands) Ski with Aspen/Snowmass Ambassador and volunteer historian Dan Sadowsky to learn about Aspen Highlands’ “maverick,” innovative, and unique past. These one hour tours are offered on Mondays at 11 am and 1 pm. Meets at the guest services cabin outside Merry Go Round This tour takes place on moderate terrain; lift ticket and skis or snowboard required. To learn more, click here.
DeeDee Bridgewater & The Memphis Soulphony (Monday & Tuesday, Paul JAS Center) Over a remarkable four-decade career, Dee Dee Bridgewater has earned her place among the greatest jazz vocalists of all time. A three-time GRAMMY® and Tony Award winner, she’s known for her fearless reinterpretations of jazz classics and her unmistakable stage presence. Bridgewater began with the Thad Jones/Mel Lewis Big Band and went on to perform with icons like Max Roach, Sonny Rollins, and Dizzy Gillespie. Her acclaimed albums — including the double GRAMMY®-winning Dear Ella and Eleanora Fagan (1915–1959): To Billie With Love From Dee Dee — showcase her artistry and deep respect for jazz heritage. Beyond music, Bridgewater is an NEA Jazz Master, UN Goodwill Ambassador, and founder of The Woodshed Network, supporting women in jazz. She continues to perform worldwide, leading ensembles from intimate duos to her powerhouse Big Band. To purchase tickets, click here.
Arrival from Sweden: The Music of ABBA (7:00 pm, Wheeler Opera House) ARRIVAL From Sweden THE MUSIC OF ABBA was founded by ABBA Original Musician Rutger Gunnarsson and the Swedish artist Vicky Zetterberg in 1995 in Gothenburg, Sweden and very soon became one of the world’s most popular and most selling ABBA show bands. Since the start in 1995, the band has toured in over 80 countries, done almost 140 successful USA tours and has appeared in several TV and radio shows all over the world. To read more about the band or purchase tickets, click here.
Marshmello (9:30 pm, Belly Up) Marshmello’s star continues to rise as the famously masked, Grammy-nominated artist and producer breaks boundaries across the music industry. With chart-topping singles and collaborations with artists such as Juice WRLD, Halsey, Khalid, Demi Lovato, Bastille, Kane Brown, Selena Gomez, Jonas Brothers, Manuel Turizo, Fuerza Regida, P!NK, Sting, and many more, Marshmello has amassed a staggering 16.8 billion streams on Spotify alone. With over 68 million monthly listeners, he’s one of the top 15 most-streamed artists in the world on Spotify and the third-most-subscribed artist on YouTube. To read more about Marshmello or purchase tickets, click here.
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