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5-Day Adventure and Relaxation in Oregon: Nature Lover's Paradise

Viewed by 68 travelers

Day 1: Explore Portland

Portland, Oregon on December 29, 2024

9:00AM

Breakfast at Blue Star Donuts

Start your day with delightful gourmet donuts that will have you dreaming of sweet treats.
Located in downtown Portland, easy walking distance from most hotels.
USD15, 1 hour

10:30AM

Visit the Portland Japanese Garden

Experience the tranquil beauty of the Portland Japanese Garden, perfect for a peaceful morning among nature.
A short drive or public transportation ride to Washington Park.
USD19, 2 hours

1:00PM

Lunch at Lardo

Savor gourmet sandwiches and delicious house-made fries in this popular eatery.
Located just a short drive from the garden.
USD25, 1.5 hours

3:00PM

Tour the Oregon Museum of Science and Industry (OMSI)

Engage your curiosity with fascinating exhibits and an IMAX theater that takes you across the universe.
Drive or take public transportation south along the Willamette River.
USD16, 2 hours

6:00PM

Dinner at Screen Door

Enjoy Southern comfort food with a twist, famous for their fried chicken and decadent brunch dishes.
A brief drive from OMSI.
USD35, 2 hours

8:00PM

Stroll through the Pearl District

Wander around this trendy neighborhood known for its chic boutiques and vibrant atmosphere.
Within walking distance from the restaurant.
Free, 1 hour
Find Hotels in Portland

Day 2: Mount Hood Adventures

Mount Hood, Oregon on December 30, 2024

8:00AM

Breakfast at 7th Street Bakery

Fuel up with fresh-baked pastries and local coffee before your day of adventures.
A quick drive towards Mount Hood, passing scenic views.
USD20, 1 hour

9:30AM

Ski at Timberline Lodge

Hit the slopes at one of Oregon's premier ski resorts, offering fun for all skill levels.
Drive to Timberline Lodge, approximately 30 minutes from the bakery.
USD100 (lift ticket), 4 hours

2:00PM

Lunch at the Timberline Lodge Dining Room

Enjoy delicious, locally-sourced cuisine as you take in stunning mountain views.
On-site at Timberline Lodge.
USD30, 1.5 hours

3:30PM

Explore Trillium Lake

Take a relaxing stroll around Trillium Lake, offering picturesque views of Mount Hood reflecting in the tranquil waters.
A short drive from Timberline Lodge.
Free, 1.5 hours

6:00PM

Dinner at Mt. Hood Brewing Company

Enjoy hearty pub food and craft beers brewed on-site for a cozy dining experience.
Drive back toward Government Camp for dinner.
USD35, 1.5 hours
Find Hotels in Mount Hood

Day 3: Nature in Bend

Bend, Oregon on December 31, 2024

8:00AM

Breakfast at The Warm Company

Kickstart your day with delightful breakfast burritos and artisanal coffee in the heart of Bend.
Short drive to downtown Bend.
USD20, 1 hour

9:30AM

Deschutes River Trail Hike

Take a refreshing hike along the stunning Deschutes River, surrounded by beautiful scenery.
Access the trail via downtown Bend.
Free, 2 hours

12:00PM

Lunch at 10 Barrel Brewpub

Enjoy delicious pizza and locally brewed beers while soaking in views of the river.
A short walk from the hiking trail.
USD30, 1.5 hours

1:30PM

Bend Art Walk

Explore the local art scene with a self-guided tour of galleries, shops, and street art in the Old Mill District.
Take a leisurely stroll to the nearby Old Mill District.
Free, 2 hours

4:00PM

Dinner at The Oxford Hotel Rooftop

End the year with stunning views and a special dinner atop Bend's historic hotel, celebrating the beauty of the city.
Travel to The Oxford Hotel, a short drive or 10-minute walk.
USD60, 2 hours
Find Hotels in Bend

Day 4: Crater Lake Wonders

Crater Lake National Park, Oregon on January 1, 2025

8:00AM

Breakfast at The Good Life Coffee House

Recharge with delicious coffee and baked goods before heading to Crater Lake.
Located close to downtown Bend.
USD15, 1 hour

9:00AM

Drive to Crater Lake National Park

Scenic drive with breathtaking views, prepare for a day in a stunning winter wonderland.
About a 2-hour drive from Bend.
Free (if you have a national park pass), 2 hours

11:30AM

Visit the Crater Lake Rim

Explore the majestic rim of the lake, taking in the deep blue water and unique landscape.
Drive within the national park to the Rim Village.
Free with park admission, 3 hours

2:30PM

Lunch at Crater Lake Lodge

Indulge in a warm meal with stunning views over the lake after your hiking explorations.
Located in the park; perfect for a cozy lunch.
USD25, 1.5 hours

4:00PM

Snowshoeing Experience

Attend a guided snowshoe tour around the park to discover its beauty blanketed in snow.
Book in advance at the park entrance.
USD50, 2 hours

6:30PM

Drive back to Bend for Dinner at Spork

Savor a unique blend of international flavors with a casual dining experience.
Drive back to Bend; enjoy the scenic route.
USD30, 1.5 hours
Find Hotels in Crater Lake National Park

Day 5: Return to Portland

Portland, Oregon on January 2, 2025

8:00AM

Breakfast at the Parent Trap Café

Enjoy a brunch favorite with their famous breakfast burritos in Bend before leaving.
Nearby in downtown Bend.
USD20, 1 hour

9:00AM

Drive back to Portland

Enjoy the scenic drive back to Portland as you reflect on the amazing adventure.
Approximately a 4-hour drive.
Free, 4 hours

1:00PM

Lunch at Pine Street Market

Sample a variety of local food vendors, perfect for the 'foodie' in you.
A short drive or transportation from your returning accommodation.
USD30, 1.5 hours

3:00PM

Visit Powell's City of Books

Explore the world's largest independent bookstore, a must-visit for readers and explorers alike.
Located in downtown Portland.
Free, 1.5 hours

5:30PM

Dinner at Andina

End your trip with an exquisite Peruvian dinner that delights your palate with its unique flavors.
A short drive from Powell's.
USD50, 2 hours
Find Hotels in Portland
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