Hometown Holidays in Sisters, Oregon

Come Hang Your Stocking in Sisters this Season

We’re going overboard this holiday with 60+ events and counting! So book a stay, pack your skis and snowshoes, and get ready to make this the best holiday season ever.

Holiday Events

We’re crazy about the holidays here in Sisters. We have over 60 events for you to enjoy between Thanksgiving and New Year’s. Parades, tree lightings, meet and greets with Santa, craft markets, and plenty more to inspire your festive side.

Give a Gift from Sisters

Explore local businesses where cozy boutiques, galleries and vintage marketplaces teem with curated treasures. Discover artisan homewares, locally-crafted treats, and one-of-a-kind gifts brimming with holiday spirit.

Letters to Santa

Have a holiday wish? Drop a line to Santa. Deliver a letter to The Nugget Newspaper between November 29th – December 15th, 2025 to receive a reply from Old Saint Nick himself.

Town of Tiny Lights

During this most wonderful time of the year downtown Sisters is adorned with thousands of tiny lights. Take a drive-through tour or stroll the streets after dark and be whisked away in our winter wonderland.

Stay in Sisters

Enjoy a seasonal retreat in Sisters. From cozy cottages to boutique hotels, and places for the whole family to gather, you’ll find it right here. Book your stay today and share in this most magical time of the year.

Tour of Gingerbread Homes

The holiday season is about to get a little sweeter. From December 5–23, participating businesses will showcase their creative gingerbread displays. Follow the Gingerbread Trail, enjoy the creativity, and vote for your favorites.

List of events in Photo View

    Three Sisters Lions Club Holiday Faire

    Featuring local vendors with high quality unique handmade items. Free admission, daily from November 28, 2025 to December 20, 2025 at Sisters Art Station. Monday-Friday 10:00am-8:00pm Saturday 10:00am-6:00pm Sunday 10:00am-4:00pm.

    Jessie Leigh Christmas Concert

    A Christmas Concert You Won’t Want to Miss! Nashville recording artist Jessie Leigh channels small-town heart, patriotic soul, and powerhouse energy into every performance—don’t miss the rising star winning hearts …

    Breakfast With Santa

    Stop by Frankies (formerly Sisters Depot) for breakfast with a truly special guest, Santa Claus.

    Blue Christmas

    Blue Christmas a special service of worship, prayer, and a message of hope for those whose hearts are hurting in this season. All are welcome to join on Sunday, December …

    BREATHE Ice Skating Day

    High Schoolers are invited to enjoy a fun evening of ice skating and eating with Breathe on Sunday, December 14. Meet at The Hangar by 5 p.m., and we will …

    Winter Solstice Celebration

    Enjoy a fire & a contemplative walk, marking the shortest day of the year and the beginning of winter season. Hang out afterward for a cup of cocoa or tea. …

    Christmas Dinner

    Enjoy a delicious Christmas dinner at Black Butte Ranch’s main lodge.

    Christmas Eve Celebration – Indoor

    Celebrate with scripture, candlelight, a dramatic monologue from Jesus’ Mother, Mary, and worship at 3 p.m. on Christmas Eve in the Worship Center at Sisters Community Church. This family-friendly service …

    Candlelight Christmas Eve Service

    Attend a candlelight Christmas Eve service at Sisters Church of the Nazarene.

    Christmas Eve Service – Outdoor

    Celebrate with scripture, candlelight, a dramatic monologue from Jesus’ Mother, Mary, and our choir at the Fir Street Park, 5 p.m. on Christmas Eve. This family-friendly service is a time …

    Community Christmas Dinner

    The Sisters-Camp Sherman Fire District is hosting a free community Christmas Dinner at the Fire Hall.

    4th Friday Holiday Artwalk

    On the fourth Friday of each month, downtown Sisters comes alive with the Sisters Arts Association’s 4th Friday Artwalk, a celebration of creativity and community. Local galleries open their doors …