Posted on 7/10/2024

Ultimate 3-Day Itinerary for Visiting Sisters, Oregon in the Summertime


Discover the ultimate summer getaway in Sisters, Oregon, with our carefully curated 3-day itinerary. Nestled in the heart of Central Oregon, Sisters offers a perfect blend of adventure, relaxation, and local charm. From exploring breathtaking wilderness trails and enjoying farm-to-table dining to indulging in spa treatments and stargazing under clear night skies, this guide ensures you experience the best of Sisters. Whether you’re hiking to stunning waterfalls or savoring a grilled meal on your vacation rental's back deck, your visit to Sisters will be unforgettable. Dive into this itinerary and start planning your perfect summer escape!

Day 1: Exploring the Heart of Sisters

Morning:

  • Breakfast at The Cottonwood Café: Enjoy a hearty breakfast with locally-sourced ingredients. Try their famous Eggs Benedict or a stack of blueberry pancakes.  The Cottonwood Café

  • Stroll through Downtown Sisters: Wander through the charming streets lined with Western-themed buildings. Visit unique boutiques, art galleries, and the  Sisters Coffee Company for a quick caffeine fix.

Midday:

  • Visit the Sisters Historical Museum: Learn about the town’s rich history and its roots in the Wild West . Sisters Historical Museum

  • Lunch at The Open Door: Savor delicious farm-to-table dishes in a cozy, art-filled setting. Their sandwiches and salads are perfect for a light yet satisfying meal.  The Open Door

Afternoon:

  • Explore the Three Sisters Wilderness: Head to the McKenzie Pass-Santiam Pass Scenic Byway. Stop at the Dee Wright Observatory for stunning views of the Cascade mountains and lava fields.

Evening:

  • Dinner at Chops Bistro: Treat yourself to a fine dining experience with dishes like pan-seared salmon or a succulent steak, paired with a local wine. Chops Bistro

  • Evening Stroll: Take a leisurely walk along the Peterson Ridge Trail to enjoy the sunset and panoramic views of the Sisters and surrounding mountains.

Day 2: Adventure and Nature

Morning:

  • Breakfast at Sisters Bakery: Start your day with freshly baked pastries, muffins, and a cup of coffee. Sisters Bakery

  • Horseback Riding with Black Butte Stables: Experience the scenic trails of Central Oregon on horseback. Enjoy a guided tour through meadows and forests. Black Butte Stables

Midday:

  • Lunch at The Gallery Restaurant: Enjoy a casual lunch with a variety of options, from burgers to fresh salads. The Gallery Restaurant

Afternoon:

  • Hiking at Proxy Falls: Drive to the Proxy Falls Trailhead and hike to one of Oregon's most beautiful waterfalls. The 2-mile loop is family-friendly and offers breathtaking views. 

  • Visit Clear Lake: Spend the afternoon kayaking, paddleboarding, or simply relaxing by the crystal-clear waters of Clear Lake.

Evening:

  • Dinner at Sisters Saloon & Ranch Grill: Enjoy a Western-themed dining experience with hearty dishes like BBQ ribs and burgers. Sisters Saloon & Ranch Grill

  • Star Gazing at Sisters Eagle Airport: Check if there are any star gazing events or simply enjoy the clear night skies of Sisters. Sisters Eagle Airport

Day 3: Relaxation and Local Culture

Morning:

  • Breakfast at Angeline’s Bakery & Café: Delight in freshly baked goods, smoothies, and organic coffee in a charming, laid-back setting. Angeline’s Bakery & Café

  • Spa Morning at Shibui Spa: Indulge in a morning of pampering with massages, facials, and other rejuvenating treatments. Shibui Spa


Midday:

  • Lunch at Three Creeks Brewing: Enjoy a craft beer and a delicious pub lunch. The outdoor seating is perfect for summer. Three Creeks Brewing

Afternoon:

  • Visit the Hood Avenue Art District: Explore local art galleries and studios. Chat with artists and find unique souvenirs. Hood Avenue Art District

  • Bike Ride on the Metolius-Windigo Trail: Rent a bike and explore this scenic trail that offers a mix of beautiful landscapes and varied terrain. 

Evening:

  • Dinner at the Sisters Depot: Savor a delightful meal at this local favorite spot, known for its delicious and fresh offerings. Sisters Depot

  • Live Music at The Belfry: End your trip with a night of live music at this historic venue. Check their schedule for performances during your visit. The Belfry

Additional Tips:

  • Grill on the Back Deck: Since these are vacation rentals, consider buying meats from Sisters Smokehouse and enjoying a home-cooked meal on the back deck. Relax and take in the serene surroundings.

  • Weather: Summer in Sisters is warm and sunny, but evenings can be cool. Pack layers to stay comfortable.

  • Reservations: Make dining and activity reservations in advance, especially during peak tourist season.

  • Transportation: A car is essential for exploring the area. Ensure you have a reliable vehicle for accessing more remote attractions.

Enjoy your summer getaway to Sisters, Oregon, where the beauty of nature and the charm of a small town combine for an unforgettable experience.

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