1. Wort Plaza Holiday Street Lighting Party
December 4th, 2025 at 5pm / Glenwood Street outside of the Wort Hotel
Join us in kicking off the holidays with our annual Glenwood Street Lighting Party. We will have live music with Mike Patton, cookies and hot cocoa. Santa arrives at 6pm to help turn on the lights. After the lights turn on, Santa will hand out candy canes to kids. Please dress warm because this event is all outside.
After the street lighting party, those that are 21+ can join us inside the bar starting at 7pm for live music with Tasha & the Goodfellows until 11:00pm, no cover.
2. Sip & Shop & Holiday Tunes
Monday, December 8th from 5-7:30pm / Silver Dollar Showroom
Enjoy holiday music with Papa Chan (ChanMan) to get you in the spirit. Pick up something locally made and special for the holidays. Give it as a gift or keep it for yourself we promise not to judge. And to entice you even more enjoy paired wines for the event. Is there a better way to shop than a Sip n Shop? Local Artisans, Wines & Music, one fantastic night- $20 gets you entry and wine tasting, free entry to shop.
Wine & Retail Therapy = a new HOLIDAY TRADITION
Tickets on sale Friday, November 21st at 10am. Click here for tickets.
3. AN EVENING WITH IAN MUNSICK AT THE COWBOY BAR
December 12th at 6:30pm / Million Dollar Cowboy Bar
Not only has Ian Munsick sold-out shows in Jackson’s Million Dollar Cowboy Bar three years in a row, but because of the demand for tickets for his previously announced December 11th show, a second night has been added. The Wyoming native will also bring his high-energy duo to the iconic stage on Friday, December 12th.
TICKET ON SALE FRIDAY, NOV. 21ST - GET TICKETS HERE!
4. Holiday Hoot
Monday, Dec. 15th at 6pm / The Silver Dollar Showroom
Kick off the Winter Hootenanny with a Holiday Version. Doors open at 5pm-Hoot starts at 6pm.
Dec 15th will mark the impressive 1,249th Holiday Hootenanny performance. It is a very popular open mic that fills up fast. Musicians sign up between 5 and 6pm with the show starting right at 6. Musicians play two, 3-minute songs, acoustic only, and are asked to play a traditional (old enough to vote) tune + one other.
What exactly is a “Hootenanny?” Originally, it was an Appalachian colloquialism which, in the 1960s, morphed into an informal gathering with folk music. Here in Jackson, back in the good ole’ days, Bill Briggs (first person to ski the Grand Teton) brought his music to friends and folkies under the bridge in Moose, WY. This was the start of what has now become the famous Jackson Hole Hootenanny.
5. Habitat Ginger Bread Showcase
Tuesday, Dec. 16th all day until 7:30pm / The Wort Hotel
The Gingerbread 5th grade competition is back for 2025! This event challenges the 5th grade students at JES to create an ‘affordable’ gingerbread home for a family of three, using only the materials provided, and explain how their design will best support the family. The house with the most votes receives the ‘Peoples Choice Award’ and the team with the most functional design wins the ‘Builders Choice Award’. The two winning teams receives a small plaque to display proudly in their classroom, commemorating their achievement.
6. Kids Karols
Thursday, Dec. 18th from 10:30am - 11:30am / The Silver Dollar Showroom
Various Local Preschools perform holiday songs on the Showroom Stage.
7. Holiday Cocktails & Music
Thursday, Dec. 18th at 7:30pm / The Silver Dollar Bar
Join us for Holiday themed cocktails specials and live music in the Showroom with Tasha & the Goodfellows! No cover. Must be 21+ for this event.
8. BREAKFAST WITH SANTA
Sunday, Dec. 21st from 9-11am / The Silver Dollar Grill
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Mark your calendars for a magical morning! Join us for Breakfast with Santa at The Silver Dollar Grill on Sunday, December 21st, 2025. Santa will be visiting from 9-11 AM, spreading holiday cheer, and each little guest will leave with a festive gift bag. Reservations open November 21st on Resy (30 days in advance).
9. Ginger Bread House & Cookie Decorating
Monday, Dec. 22nd from 4-7pm / The Wort Hotel
Join us at The Wort Hotel for a sweet evening of holiday fun! Decorate cookies for Santa, friends, or yourself—or build your own festive gingerbread house to take home.
Each cookie decorating ticket includes a dozen cookies with icing, sprinkles, and plenty of candy to choose from. Gingerbread house decorating includes all the frosting, candy, and creativity you’ll need to make your masterpiece.
Open seating for cookie decorating will be available in the Jackson Room, and gingerbread house decorating will feature reserved seating.
Tickets go on sale Friday, November 21st at 10am. Get tickets here.
10. Naughty or Nice Christmas Party
The Million Dollar Cowboy Bar / Door cover charge or free with local ID or Wort Guest
Join our sister bar, The Million Dollar Cowboy Bar for holiday fun on Christmas Eve. No advance tickets, first come, first serve.
Holiday pajamas, sweaters and costumes encouraged. Naughty or Nice drink specials. Door cover charge or free with local ID or Wort Guest-
Must be 21+ for this event.
11. Wort's Christmas Day Buffet
December 25th, 11am-4pm / The Wort Hotel / Reservations Are Required
Make plans to join us on Christmas Day in the Silver Dollar Bar & Grill to enjoy our traditional Christmas Buffet with all your holiday favorites from 11am-4pm.. Reservations are required. We will begin taking reservation on November 24th at 8am MST. Please call 307-732-3939 for your reservation.
Make plans to join us on Christmas Day in the Silver Dollar Bar & Grill to enjoy our traditional Christmas Buffet with all your holiday favorites
12. New Year's Eve Celebrations
There is no better place to ring in the New Year than in Jackson Hole. This year, both the Silver Dollar Showroom & the Million Dollar Cowboy Bar are throwing New Year's parties. The Silver Dollar Showroom will have music from 8pm-12am, no advance tickets or cover. The Cowboy Bar will have music from 9pm-1am, no advance tickets, first come, first serve. Must be 21+ for these events.
Stay at the Wort
Plan your winter stay at The Wort Hotel and save. We've got plenty of winter specials and packages for multi-day stays.
