Winterfest 2025 in Bend Oregon

Tisha Kelly • February 6, 2025

How to Spend the Weekend at Winterfest 2025 in Bend, Oregon

 Experience magic of Bend WinterFest 2025 from February 14 to 16 in the Old Mil  District. Enjoy live music, art, delicious food, and entertainment for all ages. (oregonwinterfest.com)


Wine Walk:

Kick off WinterFest weekend with the Wine Walk on Friday, February 14. Stroll through the diverse retailers in the Old Mill District and sample win from around the globe. Tickets are $30 and include a commemorative glass, tastings, and entry to the festival all three days. (oldmilldistrict.com)

Live Music Lineup:

  • Friday, February 14:
  • 5:30 PM – 6:30 PM: Rubbah Tree – Central Oregon-based reggae rock with psychedelic influences.
  • 7:00 PM – 8:00 PM: Chest Fever – A passionate tribute to The Band, featuring members of Mrs. Henry.
  • 8:30 PM – 10:00 PM: Crazy Train – An Ozzy Osbourne & Black Sabbath tribute featuring uncanny vocals and a high-energy band. oldmilldistrict.com
  • Saturday, February 15:
  • 5:30 PM – 6:30 PM: The Rusty Frets – A new reggae band from the Pacific Northwest known for dynamic, high-energy performances.
  • 7:00 PM – 8:00 PM: The Bandulus – A soulful ska and reggae band bringing infectious rhythms.
  • 8:30 PM – 10:00 PM: Afroman – The Grammy-nominated rapper known for hits like "Because I Got High." 

Pump Bump Jam Contest:

Get ready to ride, race, and revel at the Winterfest Pump Bump Jam! There's a category for every level of rider and prizes on the line.

  • Friday, February : Snowboarders take the spotlight starting at 6 PM.
  • Saturday, February 15: Skiers hit the track at 6 PM.

Pre-registration is available at Tactics shop in downtown Bend.-site registration opens at 5 PM each day. (runsignup.com)

Additional Entertainment Highlights:

  • Fire Pit Competition: Marvel the creativity of local artists as they craft unique, functional fire pits.
  • Ice Carving Exhibitions: Witness skilled sculptors transform blocks of ice into intricate masterpieces.
  • Light Displays: Stroll through mesmerizing light installations that illuminate the winter night.
  • Kids' Activities: Family-friendly zones featuring games, crafts, and entertainment tailored for children.

Culinary Delights:

Savor a diverse array of drinks and beverage options throughout the festival grounds. From gourmet food trucks offering international cuisines to local breweries serving craft beer there's something to satisfy every palate. Don't miss the salty hot beverages and sweet treats perfect for the winter season.

What to Wear:

 Given Bend's winter climate, it's advisable to dress warmly. Layering is key to staying comfortable during outdoor activity. Waterproof boots, gloves, scarves, and hats are recommended. Check the local weather forecast closest to the event for the most accurate information.

Tickets:

Tickets provide access to all three days of the festival. Prices are $20 for adults and $12 for youth. They can be purchased online at oregonwinterfest.com or at the Ticket Mill in the Old Mill District. Please note that once a ticket is sold, the Ticket Mill cannot reissue it; for replacements, show proof of purchase at the gate. (oregonwinterfest.com)



Where We Come In

Central Oregon Vacation Homes offers a diverse selection of accommodations, from expansive mountain homes to cozy cabins in the woods, and from riverfront properties to quaint downtown Bend cottages. Each home is unique, with some featuring hot tubs, fireplaces, game rooms, workout rooms, and many are pet-friendly. 

After a day of festival activities, relax next to the fireplace, soak in the hot tub, or enjoy the serene surroundings of your vacation rental. Staying with Central Oregon Vacation Homes ensures a comfortable and memorable experience during your WinterFest adventure.

Don't miss this opportunity to enjoy Bend WinterFest 2025 while staying in a cozy vacation rental tailored to your needs.

Book Your Stay Here

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By Tisha Kelly June 21, 2025
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