Tucked against the dramatic peaks of the Cascades in Central Oregon, the town of Sisters has been named the best small town in Oregon for 2025 by Country Living magazine—and for good reason. With its breathtaking scenery, strong creative spirit, vibrant events, and outdoor adventures, Sisters is a gem that invites both leisure and exploration.
A Town Framed by Mountain Majesty
Sisters gets its name from the striking Three Sisters mountains, visible from nearly every vantage in town. The surrounding Deschutes National Forest provides a constant backdrop of lush pine, sparkling lakes, and snow-capped peaks. Whether you’re an adventure-seeker or scenery-lover, natural beauty is never out of reach.
Artistic Heart and Authentic Community
Sisters is more than its pretty setting—it’s a haven for artists, crafters, writers, and musicians. The town center bursts with locally-owned galleries, like Raven Makes Gallery, showcasing everything from Native jewelry to contemporary paintings. Warm, welcoming coffee shops such as Sisters Coffee Company add that cozy, small-town feel.
Locals and creative entrepreneurs breathe life into downtown, which features preserved Old West facades and a walkable main street lined with boutiques, bookshops, and artisan eateries. Residents thrive on community, connection, and a pioneering spirit that’s still felt in town gatherings and events.
Events that Bring the Town to Life
Sisters Outdoor Quilt Show: The world’s largest outdoor quilt show, held every July, attracts upwards of 10,000 visitors, with hundreds of colorful quilts displayed on storefronts throughout downtown. This event is not just for quilters—it transforms the heart of the town into a living gallery.
Sisters Rodeo: Known as the “Biggest Little Show in the World,” this June event draws in rodeo fans for days of thrilling competition and classic Western charm.
Sisters Folk Festival: A celebrated weekend each September, filling the town with the sounds of acclaimed folk and Americana artists across multiple stages.
Harvest Faire: The second weekend of October sees Main Avenue transformed by artists, food vendors, and family-friendly entertainment.
Outdoor Adventure at Every Turn
Sisters is truly an outdoor playground:
Hiking & Biking: Trails for every skill level, from gentle strolls along Whychus Creek to the steep McKenzie Pass Scenic Bikeway. Try the Peterson Ridge Trail for mountain biking or lace up for a trek into the Three Sisters Wilderness.
Water & Fishing: The Metolius River, Clear Lake, and Suttle Lake offer kayaking, canoeing, trout fishing, and swimming in crystal-clear mountain water.
Golf & Riding: Golfers can tee off at Aspen Lakes or Black Butte Ranch, while equestrian enthusiasts can explore miles of backcountry trails on horseback.
Winter Sports: Nearby Hoodoo Ski Area boasts 800+ acres for skiing and snowboarding, including night skiing and Nordic trails.
Unique Culture and Relaxed Sophistication
Sisters balances its rustic roots with an unexpected sophistication. Enjoy a flight of artisan spirits, savor hand-made chocolates, or linger in the town’s many acclaimed bistros and breweries. Events like the Sisters Stampede mountain bike race and Fourth of July festival bring together locals and visitors alike for truly memorable experiences.
Why Sisters Stands Out
What ultimately sets Sisters apart isn’t just the scenery—it’s the authentic sense of welcome and the endless ways to wander. Whether you’re browsing boutiques in the morning, hiking rugged trails in the afternoon, or listening to live music in the evening, there’s a place for every traveler. With its unbeatable blend of outdoors, arts, history, and community, it’s little wonder Sisters has earned the title as Oregon’s very best small town for 2025.
Sources
[1] https://www.countryliving.com/life/travel/a62831376/best-small-towns-in-america-2025/
[2] https://traveloregon.com/places-to-go/cities/sisters/
[3] https://www.pinesnvines.com/adventures/fun-things-to-do-in-sisters-oregon
[4] https://www.sisterscountry.com
[5] https://allthingsbend.org/things-to-do/sisters-oregon
