6-Day Adventure and Relaxation Itinerary in Bend, Oregon

Day 1: Explore Downtown Bend

Bend, Oregon

8:00AM

Breakfast at The Sparrow Bakery

Start your day with a delicious ocean roll and a freshly brewed cup of coffee at The Sparrow Bakery, a local favorite to fuel your adventure.
Walk or bike to The Sparrow Bakery from your accommodation.
USD10, 1 hour

9:30AM

Bend River Promenade

Take a scenic stroll along the Deschutes River on the Bend River Promenade, where you can enjoy the beautiful views and spot local wildlife.
Bike the short distance to the promenade; approximately 5 minutes.
Free, 2 hours

12:00PM

Lunch at Deschutes Brewery

Enjoy a hearty lunch at Deschutes Brewery, sampling local brews and farm-to-table cuisine in a welcoming atmosphere.
Cycle back to downtown; about 10 minutes.
USD20, 1.5 hours

2:00PM

Bicycling through Shevlin Park

Enjoy the peaceful ambiance of Shevlin Park with miles of biking trails surrounded by towering conifer trees.
Bike to Shevlin Park; approximately 15 minutes.
Free, 3 hours

6:00PM

Dinner at 10 Barrel Brewing

Refuel with dinner at 10 Barrel Brewing where you can enjoy innovative dishes and a relaxing atmosphere, perfect after a day of adventure.
Bike back; around 20 minutes.
USD25, 2 hours
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Day 2: Nature Exploration Day

Bend, Oregon

7:30AM

Breakfast at McKay Cottage

Savor the delicious seasonal offerings at McKay Cottage, known for its cozy atmosphere and exceptional brunch menu.
Drive or bike to McKay Cottage from your hotel; approximately 10 minutes.
USD15, 1.5 hours

9:00AM

Visit Deschutes National Forest

Head out to Deschutes National Forest for breathtaking views, where you can hike or bike on numerous trails throughout the area.
Drive to the forest; about 30 minutes.
Free, 4 hours

1:00PM

Picnic Lunch at Sparks Lake

Enjoy a packed lunch at Sparks Lake, surrounded by stunning views of the Cascade Mountains; the perfect spot for some relaxation.
Drive to Sparks Lake; around 10 minutes.
USD10 (for packed lunch), 1.5 hours

3:00PM

Visit Smith Rock State Park

Explore Smith Rock, where you can hike amongst dramatic cliffs and beautiful winding trails; it's a climber's paradise.
Drive to Smith Rock State Park; about 30 minutes.
USD5 (vehicle parking fee), 3 hours

7:00PM

Dinner at The Lot

Gather at The Lot to experience food trucks and craft beer on a spacious patio, where outdoor seating and good vibes await.
Drive back to Bend; approximately 30 minutes.
USD20, 2 hours
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Day 3: Adrenaline and Scenic Views

Bend, Oregon

8:00AM

Breakfast at The Breakfast Club

Start your day with a smile and enjoy a hearty breakfast filled with a range of classics at The Breakfast Club.
Short bike ride; around 10 minutes.
USD15, 1 hour

9:30AM

Biking the Phil's Trail System

Bike through Phil's Trail, which features miles of singletrack in stunning forest surroundings, perfect for experienced riders.
Drive or bike to the trailhead; about 15 minutes.
Free, 3 hours

1:00PM

Lunch at Zydeco Kitchen & Cocktails

Savor some Cajun and Southern comfort food at Zydeco, known for being vibrant and flavorful with locally sourced ingredients.
Drive back to Bend; approximately 15 minutes.
USD22, 1.5 hours

3:00PM

Kayaking at Mirror Pond

Take a serene kayak trip on Mirror Pond, surrounded by picturesque views of the Cascade Mountain range.
Short drive to Mirror Pond; around 10 minutes.
USD25 (rental fee), 2 hours

6:00PM

Dinner at The Pine Tavern

Indulge in a unique dining experience at The Pine Tavern, famous for its scenic views and cozy atmosphere.
Drive back to Bend; about 10 minutes.
USD30, 2 hours
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Day 4: Relaxation and Local Culture

Bend, Oregon

9:00AM

Breakfast at Jackson's Corner

Enjoy a wholesome breakfast at Jackson's Corner, a community-centric place offering fresh, locally sourced food.
Bike or drive to Jackson's Corner; around 10 minutes.
USD12, 1 hour

10:30AM

Visit the High Desert Museum

Spend the morning exploring the High Desert Museum to learn about the region's unique culture and ecology.
Short drive from breakfast; about 15 minutes.
USD15 (adults), 2.5 hours

1:00PM

Lunch at The old mill district

Experience various dining options in the Old Mill District, enjoy the riverside view while having lunch.
Drive back from the museum; around 15 minutes.
USD20, 1.5 hours

3:00PM

Leisurely afternoon at Drake Park

Take a relaxing stroll through Drake Park, enjoying the peaceful atmosphere and beautiful landscaping.
Walk from lunch; approximately 10 minutes.
Free, 1.5 hours

5:00PM

Dinner at The Good Life Brewing

Wrap up the day with dinner at Good Life Brewing, known for its laid-back vibe and great beer selections.
Short bike ride; around 10 minutes.
USD25, 2 hours
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Day 5: Adventure in the Wild

Bend, Oregon

7:30AM

Breakfast at Joolz

Enjoy a delightful Moroccan-inspired breakfast with locally sourced ingredients at Joolz.
Bike over; around 10 minutes.
USD15, 1 hour

9:00AM

Canoeing on the Deschutes River

Take a guided canoeing trip on the Deschutes River, experiencing the beauty and tranquility of the flowing waters.
Meet at the river launch point; around 5 minutes drive.
USD60 (rental and tour fee), 3 hours

12:30PM

Lunch at Open Space

Enjoy a laid-back lunch at Open Space where the fresh, seasonal menu will surely delight your taste buds.
Return to Bend; approximately 10 minutes drive.
USD20, 1.5 hours

2:00PM

Hiking at Cascade Lakes

Spend the afternoon connecting with nature while hiking along the Cascade Lakes, featuring stunning mountain and lake views.
Drive to Cascade Lakes; about 30 minutes.
Free, 3 hours

6:00PM

Dinner at La Rosa

End the day with authentic Mexican food at La Rosa, known for its vibrant dishes and friendly atmosphere.
Drive back to Bend; approximately 30 minutes.
USD25, 2 hours
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Day 6: Last Adventure Day

Bend, Oregon

8:00AM

Breakfast at The 10 Barrel Kitchen

Indulge in a delicious breakfast with a twist at The 10 Barrel Kitchen, offering a wide variety of tasty options to start your day.
Short bike ride; about 10 minutes.
USD15, 1 hour

9:30AM

Visit Lava Butte

Explore Lava Butte, where you can hike to the summit for panoramic views of the surrounding area and lava fields.
Drive to Lava Butte; approximately 30 minutes.
USD5 (vehicle parking fee), 2 hours

12:00PM

Lunch at The Base Camp

Refuel at The Base Camp, known for its outdoorsy environment and a menu that caters to adventurers.
Short drive from Lava Butte; about 15 minutes.
USD20, 1.5 hours

2:00PM

Mountain Biking at Wanoga Trailhead

For your final adventure, hit the thrilling mountain biking trails at Wanoga Trailhead with diverse paths for all skill levels.
Drive to Wanoga Trailhead; around 15 minutes.
Free, 3 hours

6:00PM

Farewell Dinner at The Blacksmith

End your adventure in Bend on a high note with a farewell dinner at The Blacksmith, known for its steak and seafood.
Drive back to Bend; approximately 15 minutes.
USD40, 2 hours
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