Arts and Entertainment Agenda: Dec. 19-25

Buckhorn Public Arts brings RY X to Aspen, Dec. 19

Buckhorn Public Arts brings Grammy-nominated artist RY X to Aspen for a special winter performance at 8 p.m. Dec. 19 at the Wheeler Opera House. RY X is known for his atmospheric sound and global following. A pre-show reception from 6:30 to 7:30 p.m. will be held for Buckhorn Social Club members. For Buckhorn Social Club Membership details, visit buckhornpublicarts.org/membership. For more information and show tickets, visit wheeleroperahouse.com/event/buckhorn-public-arts-presents-ry-x.

PRESS on the Road at Hotel Jerome, Dec. 19-20

PRESS on the Road will kick off Dec. 19-20 at Hotel Jerome, located at 330 E. Main St. A multi-property collaboration between the Auberge Collection and PRESS, Napa Valley’s iconic restaurant known for over two decades of dedication to regionally sourced cuisine and the world’s most extensive collection of Napa Valley wines, brings the PRESS experience on the road.

The activations will bring to life signature dishes. It’s an opportunity to experience a Napa Valley icon in Auberge settings through the winter season. 

Dinner will feature:

• Seeded Pretzel Epi with cultured yoghurt butter and sweet onion powder (enhancement: spoon of Petrossian Ossetra — $95)
• Ricotta Gnudi with shaved matsutake and mushroom essence (enhancements: Perigord black truffle — $90 | Alba white truffle — $155)
• Alaskan halibut with Dungeness crab and smoked butter
• Eye of the ribeye with short rib crêpe, chanterelle mushrooms, and red beet jus
• Opera Cake with coffee-caramel cremeux. 

Tickets are $238 and can be purchased at Tock reservations.

Après Ski family-friendly show at Hotel Jerome, Dec. 20-21

Theatre Aspen will present “Once Upon a Time Broadway Wintertime Tales” from 4-5 p.m. Dec. 20-21 in the Grand Ballroom of Hotel Jerome, located at 330 E. Main St. This one-hour performance boasts a star-studded cast, with Danny Kornfeld, Mia Scarpa, Nevada Riley, Chris Marsh Clark, Avery Ramsey, and Sofia Macaluso. Designed for families with children ages 4-10, the show includes assigned seating with a special area near the stage for children. If there are groups that would like to sit together, contact [email protected]. Tickets are $95 for adults and $65 for children, including the show and sweet treats. For tickets, theatreaspen.org/holiday-cabarets-2025.

Diplo at Belly Up Aspen, Dec. 20

Diplo will perform at 9:30 p.m. Dec. 20 at Belly Up Aspen. A 13-time Grammy nominee, Diplo is a member of Major Lazer and the supergroup LSD, with Sia and Labrinth. Known for blending electronic, dancehall, and pop influences, he has released music across solo and collaborative projects. Diplo also released a self-titled album in 2022, his first full-length of electronic music in 18 years, featuring four U.S. Dance No. 1 singles. The show is for ages 21 and older. Belly Up Aspen is located at 450 S. Galena St. For tickets, visit bellyupaspen.com/events/diplo-2.

Holiday Wellness Fair and Boutique Shipping, Dec. 21

Holiday Wellness Fair and Boutique Shipping will take place from 2-5 p.m. and a Winter Solstice Ritual Gathering from 5:30-7:30 p.m. with astrology, Tarot, apothecary, massage, sound healing, and fresh juice. Aspen Shakti, located at 535 E. Hyman Ave., is hosting a series of seasonal classes and gatherings in their downtown Aspen Studio. To sign up, visit AspenShaktiSignup.

Holiday Paint and Sip and Vintage Ornament Painting classes, Dec. 21-22

Local artist and muralist Kelly Peters will host two holiday class sessions and open her studio for shopping beforehand. All events take place at Kelly Peters Studio, 465 Mill St., Ste. 8, Aspen.

“Studio Sip & Shop”: 11 a.m. to 4 p.m., Dec. 21-22, Kelly Peter’s Studio. Browse originals, prints, and holiday gifts. Private shopping appointments are available upon request. 

“Holiday Paint & Sip”: 4-6 p.m., Dec. 21, at Kelly Peters Art Studio. To register, visit PaintandSiptickets.

“Vintage Ornament Painting (drop-in style)”: 3-6 p.m., Dec. 22, at Kelly Peters Art Studio. This three-hour open session allows guests to arrive at any time; all materials are included. Kids must be accompanied by an adult. To register, visit VintageHolidayOrnamentPaintingWorkshoptickets.

DanceAspen Snowy Soiree, Dec. 22

The Wheeler Opera House and Paradise Bakery present DanceAspen’s all-ages “Snowy Soiree” from 3-5 p.m. on Dec. 22 at the Wheeler Opera House, located at 330 Main St. The holiday-themed 30-minute program features vibrant costumes and holiday choreography featuring the DanceAspen company, followed by cocoa, cookies, and photo opportunities in the Wheeler lobby. For tickets, visit dance-aspen.org/events/snowy-soiree.

Sensory Friendly Santa, Dec. 22-23 

Challenge Aspen presents a “Sensory Friendly Santa” from 5-6 p.m. Dec. 22 at The Collective Snowmass, located at 49 Wood Rd. in Snowmass Village. This free event for all ages and abilities gives everybody the opportunity to experience the joy of a visit with Santa in a “calm, sensory-friendly, warm, and welcoming atmosphere,” according to The Collective Snowmass website. There are no reservations required. For more information, visit thecollectivesnowmass.com/event/sensory-friendly-santa/2025-12-22.

MOLLIE Aspen Holiday Market, Dec. 23

A Holiday Market will be open to the public from 11 a.m. to 3 p.m. Dec. 23 at MOLLIE Aspen, located at 111 S. Garmisch St. This year’s vendors include Aspen Soap Company, Aspen Carved Candles, Pollinator Chocolate, Ciccell Skincare, Isa Catto Studio, Deja Nu Aspen, Matt Hays Art, Kelly Peters Art, Treelance Designs, and Lily Works. It will also feature Tuesday Foods “Healthy Sweet Treat Gifts”  consisting of six large cookies in a gift box for $48 plus shipping. For more information, visit mollieaspen.com/events/holiday-market.

Live music yoga class, Dec. 23

Aspen Shakti, with instructor Jayne Gottlieb, will host a special “Holiday Jazz Alchemy: Evening of Body, Soul, and Holiday Spirit with Live Louis-Armstrong Inspired Piano” yoga flow and jazz class from 4:30-6:30 p.m. Dec. 23 at 535 E. Hyman Ave. #105. To register, visit Aspen Shakti.

Holiday Après and Cookie Decorating at MOLLIE Aspen, Dec. 24

The MOLLIE Aspen will host a “Festive Cookie Decorating and Holiday Après” from 11 a.m. to 3 p.m. Dec. 24 on MOLLIE’s Roof Terrace. Penelope Thornton will perform live acoustic music while participants decorate an assortment of seasonal cookies. The Roof Terrace Bar will be open for a selection of light bites and beverages. Advance reservations are strongly recommended. The event is free for guests and $15 for the public. MOLLIE Aspen is located at 111 S. Garmisch St. For reservations, visit mollieaspen.com/events/apres-cookie-decorating.

Cocoa with the cops, Dec. 24

The Aspen Police Department will be giving away free cookies and hot chocolate from 1-3 p.m. Dec. 24 at Paradise Corner, 400 S. Galena St. There is some flexibility on the exact time. For more information, visit aspen.gov/404/Police.

‘Orbison Family Christmas’ album

Äsa Orbinson’s newly released holiday album, “Orbison Family Christmas,” featuring the entire Roy Orbison Jr. family, is available. Produced by Roy Orbison Jr., the album features Äsa performing alongside her husband and four children — Roy, Bo, Love, and Sun — all under 10 years old.

“Christmas has always been our favorite time of year — a season that fills our home with love, laughter, and the warmth of being together. Creating this album with my whole family was such a beautiful experience,” Äsa Orbison said in a statement. The Orbisons told The Aspen Times how the family loves spending Christmas in Aspen, complete with ski lessons in Aspen and snowboarding in Snowmass. To listen and purchase, visit instagram.com/reels/DRSNmtnkQkW/ and music.apple.com/us/album/orbison-family-christmas/1859720627.