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Discovering Southern Oregon: A 9-Day Adventure Itinerary

Last updated: 2024 Jun 14

Welcome to Eagle Point

Morning

Start your Southern Oregon adventure with a delightful breakfast at Larks Home Kitchen Cuisine, known for its farm-to-table dishes. Afterward, immerse yourself in the natural beauty of the region with a visit to Crater Lake National Park. Enjoy the stunning views and take a leisurely hike around the rim of the caldera.

Afternoon

For lunch, savor the flavors of the Pacific Northwest at Luna Cafe + Mercantile, a charming spot with a focus on local ingredients. In the afternoon, head to Rogue River Gorge Viewpoint to witness the power of the river as it carves through the rock formations.

Evening

Conclude your day with a relaxing dinner at The Vine, a restaurant known for its extensive wine selection. Enjoy a leisurely meal as you plan the rest of your Southern Oregon journey.

Bedtime

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4.43
Crater Lake National Park
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4.32
Rogue River Gorge Viewpoint
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Wine Tasting in the Rogue Valley

Morning

Indulge in a delicious brunch at The Jacksonville Inn, a historic establishment with a charming ambiance. Afterward, take a scenic drive to the Applegate Valley Wine Trail and spend the morning visiting local wineries and vineyards.

Afternoon

For a late lunch, stop at The Bella Union, a popular spot in Jacksonville known for its diverse menu. In the afternoon, continue your wine tasting journey along the Southern Oregon Wine Trail, exploring the unique terroir of the region.

Evening

Enjoy a gourmet dinner at Alchemy Restaurant and Bar in Ashland, a culinary gem in the heart of the Rogue Valley. Afterward, take a stroll through the charming streets of Ashland and soak in the vibrant arts and culture scene.

Bedtime

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Applegate Valley Wine Trail
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3.50
Southern Oregon Wine Trail
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Outdoor Adventures in the Cascade Siskiyou National Monument

Morning

Start your day with a hearty breakfast at Brothers' Restaurant, a local favorite known for its comfort food. Then, embark on a hiking adventure in the Cascade Siskiyou National Monument, home to a diverse range of plant and animal species.

Afternoon

Pack a picnic lunch from Gather Food & Drink and enjoy it amidst the stunning scenery of the monument. Afterward, you can opt for a more leisurely activity like birdwatching or simply taking in the natural beauty.

Evening

For dinner, experience the culinary delights of Smithfields Restaurant and Bar, a farm-to-table restaurant in Ashland. Unwind after your day of exploration and savor the flavors of the region.

Bedtime

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Historic Jacksonville and Britt Music Festival

Morning

Explore the historic town of Jacksonville, known for its well-preserved 19th-century architecture. Enjoy a leisurely breakfast at Morning Glory Restaurant before taking a stroll through the charming streets and visiting the local boutiques and art galleries.

Afternoon

For lunch, try the eclectic menu at Deja Vu Bistro, a popular spot with a cozy atmosphere. In the afternoon, visit the Britt Music & Arts Festival and enjoy a live outdoor concert in the beautiful hillside amphitheater.

Evening

Dine at The Peerless Restaurant & Bar, a fine dining establishment in Jacksonville known for its elegant ambiance and seasonal menu. After dinner, take a moonlit walk through the historic cemetery and soak in the town's ghostly tales.

Bedtime

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4.73
Britt Music & Arts Festival
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Medford: Art, Culture, and Culinary Delights

Morning

Venture to the nearby city of Medford and start your day with a visit to the Schneider Museum of Art at Southern Oregon University. Explore the diverse collection of contemporary art before heading to downtown Medford.

Afternoon

Enjoy a leisurely lunch at The Urban Cork, a wine bar and bistro with a focus on local ingredients. Afterward, spend the afternoon exploring the Medford Commons Mural Tour and the vibrant street art scene in the city.

Evening

For dinner, indulge in the culinary creations at Alto Street Tacos & Tequila, a popular spot for its innovative Mexican cuisine. After dinner, you can catch a performance at the Craterian Theater at the Collier Center for the Performing Arts.

Bedtime

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4.33
Schneider Museum of Art
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4.79
Craterian Theater at the Collier Center for the Performing Arts
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Outdoor Paradise: Waterfalls and Hot Springs

Morning

Embark on a scenic drive to the Umpqua National Forest and spend the morning exploring the stunning waterfalls of the region, including the iconic Abiqua Falls and South Falls.

Afternoon

For a unique lunch experience, enjoy a picnic at the Umpqua Hot Springs and take a relaxing soak in the natural mineral waters. Afterward, you can continue your waterfall exploration or opt for a short hike in the forest.

Evening

Head back to Eagle Point and dine at The Point Pub and Grill, a local favorite for its casual atmosphere and diverse menu. Relax after your day of outdoor adventures and enjoy the laid-back vibe of the restaurant.

Bedtime

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4.80
Umpqua National Forest
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4.44
Abiqua Falls
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Rogue River Adventure and Local Eats

Morning

Embark on a thrilling Rogue River Jet Boat Tour and experience the beauty of the Rogue River from a unique perspective. After your river adventure, enjoy a riverside brunch at Beckie's Cafe, a beloved spot known for its homestyle cooking.

Afternoon

Spend the afternoon exploring the quaint town of Grants Pass, known for its charming downtown area and local boutiques. Grab a coffee at Bohemian Bar & Bistro and take a leisurely walk along the Rogue River.

Evening

For dinner, sample the local flavors at The Twisted Cork, a bistro with a focus on seasonal and sustainable ingredients. Afterward, you can enjoy a live music performance at The Sound Lounge.

Bedtime

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4.55
Rogue River Jet Boat Tour
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Grants Pass
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Culinary Delights of the Rogue Valley

Morning

Indulge in a leisurely breakfast at The Breadboard Restaurant, a cozy spot known for its delicious baked goods. Afterward, visit the Ashland Farmers Market and explore the local produce and artisanal products.

Afternoon

For lunch, enjoy the farm-to-table cuisine at Smithfields Pies and Pints, a popular spot in Ashland. In the afternoon, take a Historic Food Tour of Ashland and sample a variety of local dishes and beverages.

Evening

Conclude your culinary journey with a gourmet dinner at The Loft Brasserie & Bar, a fine dining restaurant in Ashland. Savor the carefully crafted dishes and toast to the flavors of the Rogue Valley.

Bedtime

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5.00
Ashland Farmers Market
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Farewell to Southern Oregon

Morning

On your last day in Southern Oregon, enjoy a leisurely breakfast at The Pump House Restaurant, a charming spot with a view of the Rogue River. Take a final stroll through the natural beauty of the region and savor the peaceful moments before your departure.

Afternoon

For lunch, dine at The River's Edge, a restaurant known for its fresh seafood and riverside location. Afterward, you can visit the TouVelle State Recreation Site for a relaxing afternoon by the water.

Evening

Conclude your Southern Oregon adventure with a farewell dinner at The Vine, where you can raise a glass to the memories you've made in this beautiful region. Reflect on your journey and start planning your next visit to the Pacific Northwest.

Bedtime

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