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Scenic 8-Day Journey Through Oregon's Three Sisters Region Itinerary

Last updated: 2024 Jun 14

Mountain Majesty and Culinary Delights

Morning

Begin your journey with a hearty breakfast at Angeline's Bakery & Cafe, where the aroma of freshly baked goods will awaken your senses. Afterward, take a scenic drive to the iconic Three Sisters Wilderness, where you can enjoy a morning hike amidst the stunning alpine landscape.

Afternoon

For lunch, savor the flavors of the region at Three Creeks Brewing Co., known for its craft beers and delicious pub fare. Post lunch, continue your outdoor adventure with a visit to the majestic South Sister, the highest of the Three Sisters peaks. You can opt for a guided trek or simply admire the peak from a nearby vantage point.

Evening

As the day winds down, relax with a sumptuous dinner at Sisters Saloon & Ranch Grill, a rustic eatery with a menu that pays homage to the area's ranching heritage. Unwind with a drink and reflect on your first day in the shadow of the mountains.

Bedtime

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4.47
South Sister
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Waterfalls and Wood-Fired Eats

Morning

Enjoy a leisurely morning at The Depot Cafe, where you can fuel up with a classic breakfast before heading out. Today's journey takes you to the enchanting McKenzie River Waterfalls, a series of cascades set amidst lush greenery. Take your time exploring the trails and capturing the beauty of the falls.

Afternoon

For a taste of local cuisine, make a stop at Los Agaves Mexican Grill for a satisfying lunch. With your appetite satisfied, continue to the otherworldly Proxy Falls, a photogenic spot that's a favorite among photographers. The short hike to the falls is well worth the effort.

Evening

Conclude your day with a visit to Martolli's Hand Tossed Pizza, where you can enjoy artisanal pizzas made with fresh, local ingredients. Pair your meal with a glass of wine and reminisce about the day's discoveries.

Bedtime

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4.31
McKenzie River Waterfalls
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High Desert Wonders and Western Flavors

Morning

Start with a breakfast at Bronco Billy's Ranch Grill and Saloon, an establishment that captures the spirit of the West. Post breakfast, head to the nearby city of Bend for a morning of exploration. Visit the fascinating Newberry National Volcanic Monument, where you can witness the remnants of ancient volcanic activity. Don't miss the serene waters of Paulina Lake.

Afternoon

For lunch, find a spot at Deschutes Brewery Bend Public House, a local favorite known for its brews and diverse menu. Afterward, continue your Bend excursion with a visit to the lively Old Mill District. Explore the shops, take a walk along the river, and soak in the vibrant atmosphere.

Evening

Return to Three Sisters for a dinner at Sisters Saloon & Ranch Grill, where you can enjoy a blend of classic and contemporary dishes. The warm, welcoming ambiance is the perfect setting to unwind after a day of desert exploration.

Bedtime

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4.24
Newberry National Volcanic Monument
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Cultural Heritage and Cascade Vistas

Morning

Delight in a breakfast at Angeline's Bakery & Cafe once more, and then set out for a morning of cultural immersion. Visit the High Desert Museum near Bend, where you can learn about the natural and cultural history of the region. Explore the indoor and outdoor exhibits, including live animal encounters.

Afternoon

Refuel with a lunch at Three Creeks Brewing Co., and then make your way to the breathtaking Smith Rock State Park. Spend the afternoon hiking the trails and admiring the dramatic rock formations that have made this park famous.

Evening

As the sun begins to set, enjoy a dinner at The Depot Cafe, where the cozy atmosphere and delicious food provide the perfect end to your day. Reflect on the beauty and diversity of the landscapes you've experienced.

Bedtime

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4.72
High Desert Museum
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Alpine Lakes and Gourmet Delights

Morning

Begin with a delightful breakfast at Los Agaves Mexican Grill, and then head out for a morning of alpine exploration. Drive to the stunning Santiam Pass, where you can take in panoramic views of the Cascade Range. If you're feeling adventurous, consider a short hike to one of the nearby alpine lakes.

Afternoon

For lunch, stop at Martolli's Hand Tossed Pizza for a taste of their wood-fired creations. Afterward, continue your journey to the serene Mount Washington Wilderness. Enjoy a leisurely afternoon walk, taking in the fresh mountain air and the beauty of the subalpine landscape.

Evening

Return to Three Sisters for a dinner at Bronco Billy's Ranch Grill and Saloon, where you can enjoy a satisfying meal in a relaxed, Western atmosphere. Raise a glass to the day's adventures as you recount your favorite moments.

Bedtime

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4.41
Santiam Pass
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Volcanic Legacies and Cascade Peaks

Morning

Start your day with a breakfast at The Depot Cafe, and then make your way to the impressive Lava River Cave. Explore the underground marvel, walking through the cool, dark passages and learning about the geology that formed this unique feature.

Afternoon

After emerging into the daylight, enjoy a lunch at Three Creeks Brewing Co.. Then, continue to the towering Mount Bachelor, a prominent peak in the Cascade Range. Take a scenic chairlift ride to the summit and be rewarded with breathtaking views of the surrounding mountains and forests.

Evening

As the day winds down, return to Bend for a dinner at Deschutes Brewery Bend Public House. Savor the flavors of the Pacific Northwest and raise a glass to the natural wonders you've encountered.

Bedtime

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4.49
Lava River Cave
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4.49
Mount Bachelor
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Farewell to the Cascades

Morning

Enjoy a final breakfast at Martolli's Hand Tossed Pizza, and then take a leisurely drive through the countryside, bidding farewell to the majestic Three Sisters peaks. Reflect on the memories you've made and the natural beauty you've witnessed during your time in this remarkable region.

Afternoon

For your last lunch in the area, return to Sisters Saloon & Ranch Grill for a taste of their Western-inspired cuisine. Relive your favorite moments from the trip as you savor the flavors of the local fare.

Evening

As the sun sets on your journey, take a moment to enjoy the tranquility of the Three Sisters region. Dine at Bronco Billy's Ranch Grill and Saloon, where the warm hospitality and comforting dishes provide the perfect conclusion to your Oregon adventure.

Bedtime

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Reflections and Departure

Morning

Begin your last day with a breakfast at Angeline's Bakery & Cafe, where you can enjoy the familiar flavors of the region. Take a moment to reflect on your journey and the experiences you've had as you prepare for your departure.

Afternoon

After checking out, consider a visit to the charming town of Sisters, where you can explore the local shops and galleries. Enjoy a final lunch at The Depot Cafe, and then bid adieu to the Three Sisters region as you head to your next destination.

Evening

Conclude your trip with a memorable dinner at Three Creeks Brewing Co., toasting to the adventures you've had and the memories you'll carry with you. Safe travels, and may the spirit of the Cascades stay with you always.

Bedtime

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