6 Festive Holiday Events You Can’t Miss in Sisters

Chris Smith | 10.26.22

If you’re considering a new home for the holidays, Sisters, Oregon is an ideal place to make your holiday season the high point of your year. After all, the holidays are always at their peak when you’re celebrating at 3,000 feet!


From twinkling lights and festive storefronts to snow-covered peaks and cozy log cabins, the area around Sisters is the portrait of holiday cheer. And with a variety of holiday events happening across the area, you’ll find it easy to stay in the Christmas spirit as you enjoy one of the many fun ways to celebrate the holidays in Sisters.


Sisters Annual Christmas Tree Lighting Ceremony

November 25 @ 5:30 p.m.

Fir Street Park


Kick-off the holiday season with Sisters’ annual Christmas Tree Lighting Ceremony. Enjoy traditional Christmas carols and delicious cocoa as the city comes together in jolly Christmas cheer. It’s the brightest way to start your Sisters holiday adventure!


Annual Christmas Parade and Santa Visit

November 26 @ 2 p.m.

Hood Avenue


On Saturday, head over to Hood Avenue for the Sisters Annual Christmas Parade to see local groups and organizations present custom floats and performances in a fun holiday theme. It’s a fun celebration of all things Christmas, topped off by the arrival of Santa Claus himself! After the parade, bring the kids to the Chamber of Commerce for a special meet-and-greet with their jolly hero in the flesh. Santa loves Sisters – and you’ll love celebrating the holidays here, too!


The Ugly Christmas Sweater Fun Run and Walk

December 3 @ 10 a.m.

Fir Street Park


Don your ugliest holiday sweater and race to the finish at this festive family event! Now in its second year, the annual Ugly Sweater run begins at Fir Street Park and completes a full 5K through the heart of Sisters (don’t worry, you won’t be timed.) All donations support local charities and prizes will go to the race winners (and the ugliest sweater). The fun starts with hot cocoa and ends with free beer at The Barn, so be sure to head over and kick off the holiday season in Sisters style!


Christmas Day Dinner at Robert’s Pub

December 25, 2022

Black Butte Ranch


Gather together with your Sisters family for a cheerful holiday meal. Robert’s Pub, a seasonal restaurant at Black Butte Ranch, will host a family dinner this Christmas Day where guests can enjoy a fine meal and great holiday specials. Reservations are required.


Family Carriage Rides

December 27-31, 11a.m. to 3p.m.

Black Butte Ranch


An old-fashioned carriage ride is a wonderful way to get in the holiday spirit. Soak in the fresh, snowy air and clear mountain views as you take a scenic 30-minute ride through the backcountry of Black Butte Ranch. Guests can reserve a single seat for $12 or a full and private family ride for $120.



New Years Eve Snowball Dance & Firework Show

December 31 @ 9 p.m.

HooDoo Ski


Ring in the new year at HooDoo’s annual New Years’ Eve Party! Enjoy live music, food, and a complimentary firework show. If you’ve never seen fireworks reflected brilliantly off the mountain snow, you’re in for a treat – Oregon style! The bar and restaurant will be open through the midnight countdown. Greet the new year from a place where you feel like you’re on top of the world!


Get a headstart on your Christmas cheer by reserving the perfect home (away from home) for the holidays. Sisters Vacation Rentals has a wide variety of vacation properties to suit any holiday style, and our friendly team is happy to help you find the right one (and book it directly to pocket more present money.) Canyon Perch is a great choice for families; the modern 3-bedroom home has a wall of south-facing windows so you can search the skies for an early Santa sighting!

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