Happy Holidays

Joy to the Bend: Happy Holidays & Happening in Bend

We heart the holiday season in Central Oregon.

From hot chocolate dates around fire pits and early morning runs at Mt. Bachelor to curling leagues at The Pavilion and SantaLand in the Old Mill District, Bend and the surrounding areas embrace the winter months with a zeal rarely seen outside of the North Pole.

Some come join us along the Deschutes River for some of our favorite holiday events!

Santa flies into the Old Mill District

Come welcome Santa Claus to the Old Mill District and the opening of SantaLand!

With a little help from our friends at AirLink, everyone’s favorite man in red will kickoff the Christmas season November 29, the day after Thanksgiving, by landing in the Les Schwab Amphitheater at 10:15 a.m.

Santa will chat with the visiting crowd for a few minutes before heading over to SantaLand, located this year between REI and Tumalo Art Co. in the Old Mill District, for photos and fun!

Celebrity Santa

Take a photo with the holiday’s biggest celebrity… Santa! Parents join in the fun by guessing the Celebrity Santa of the day. Local, county and state officials as well as local personalities. Participate in this year’s fun event located in SantaLand. Photography by Karen Cammack Photography.

SantaLand is open from 11 a.m. to 5 p.m. the following days:

November 29-December 1, December 6-8, December 13-15, December 19-23.

Doors open at 10:45 a.m. for signups.

Please note, Santa’s schedule gets filled quickly, be sure to arrive early.

Be sure to check-in at the SantaLand table as soon as you arrive. They’ll take down your cell phone while you wait for your turn in line giving you the opportunity to finish shopping or have lunch.

Where’s SantaLand?

SantaLand is located in the former Gymboree space, between REI and Tumalo Art Co.

Tree of Joy

This season give a gift to a child or family in need through the Tree of Joy in SantaLand. Choose a name and gift suggestion and return it back to SantaLand by Dec. 15 or to the Hampton Inn & Suites by Dec. 18.


Come experience glorious sounds of local choir groups this holiday season in the Old Mill District. Throughout December we’ll feature various choral groups along the river and throughout our shops and restaurants.

Here’s the complete list and schedule of choir performers for the 2019 holiday season.