New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Ultimate Oregon Adventure: Waterfalls, Wine, and Coastal Charm

Ultimate Oregon Adventure: Waterfalls, Wine, and Coastal Charm Itinerary

Last updated: 2024 Jun 14

Portland's Culinary Delights and Urban Wonders

Morning
Start your Oregon adventure with a delightful breakfast at the iconic Tasty n Alder, known for its innovative dishes. Afterward, take a leisurely walk through the serene Lan Su Chinese Garden, a hidden gem in the heart of the city.
Afternoon
For lunch, savor the flavors of the Pacific Northwest at Imperial Restaurant, a local favorite. Afterward, explore the vibrant Portland Pearl District, home to art galleries, boutiques, and the famous Powell’s City of Books.
Evening
Enjoy a sophisticated dinner at Departure Restaurant + Lounge, known for its panoramic views of the city. Afterward, take a stroll through the lively Pioneer Square and immerse yourself in Portland's evening ambiance.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit Lan Su Chinese Garden in Portland, Oregon
star4.57

Lan Su Chinese Garden

Book Now
Visit Portland Pearl District in Portland, Oregon
star4.72

Portland Pearl District

Book Now
next arrow

Waterfalls and Natural Wonders

Morning
Indulge in a delicious breakfast at Sweedeedee, a cozy spot known for its pastries and hearty dishes. Afterward, embark on a scenic drive to the majestic Columbia River Gorge.
Afternoon
For lunch, have a picnic at the picturesque Latourell Falls. Then, continue your waterfall exploration with visits to Multnomah Falls and Wahkeena Falls.
Evening
Head back to Portland and enjoy a dinner at the acclaimed Le Pigeon, a must-visit for food enthusiasts. Afterward, relax at a local bar in the vibrant Portland Art Museum district.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit Columbia River Gorge in Portland, Oregon
star4.90

Columbia River Gorge

Book Now
Visit Latourell Falls in Portland, Oregon
star4.90

Latourell Falls

Book Now
next arrow

City Sights and Cultural Gems

Morning
Start your day with a leisurely breakfast at Toro Bravo, a popular spot for Spanish-inspired dishes. Afterward, visit the historic Pittock Mansion for panoramic views of the city.
Afternoon
For lunch, enjoy the vibrant atmosphere and delicious cuisine at Andina Restaurant, known for its Peruvian flavors. Spend the afternoon exploring the Portland Japanese Garden and the International Rose Test Garden.
Evening
Dine at the elegant Little Bird Bistro, a French-inspired bistro in the downtown area. Afterward, take a leisurely walk along the Portland Steel Bridge and enjoy the city lights reflecting on the water.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit Pittock Mansion in Portland, Oregon
star4.93

Pittock Mansion

Book Now
Visit Portland Japanese Garden in Portland, Oregon
star4.87

Portland Japanese Garden

Book Now
next arrow

Wine Tasting in the Willamette Valley

Morning
Enjoy a relaxed breakfast at Screen Door, known for its Southern comfort food. Afterward, embark on a scenic drive to the picturesque Willamette Valley.
Afternoon
Spend the afternoon visiting local wineries such as Domaine Serene and Sokol Blosser Winery, and savoring the region's renowned Pinot Noir. Pair your wines with a gourmet lunch at Ava Gene's, known for its farm-to-table cuisine.
Evening
Return to Portland and have a casual dinner at Lardo, a popular spot for sandwiches and local brews. End the day with a sweet treat from Salt & Straw, a beloved ice cream shop.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit Willamette Valley in Portland, Oregon
star4.85

Willamette Valley

Book Now
next arrow

Coastal Adventure and Seafood Delights

Morning
Start your day with a hearty breakfast at Pine State Biscuits, a local favorite for its biscuit sandwiches. Then, set out on a scenic drive to the charming coastal town of Cannon Beach.
Afternoon
Explore the iconic Haystack Rock and enjoy a leisurely lunch at a local seafood restaurant. Afterward, take a walk along the beach and browse the unique shops in the town.
Evening
Head to Astoria, the oldest American settlement west of the Rockies, for a dinner at a waterfront restaurant. Enjoy fresh seafood and take in the historic ambiance of the town.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit San Agustin Church and Museum in Portland, Oregon
star4.78

Cannon Beach

Book Now
Visit Intramuros Walled City in Portland, Oregon
star4.69

Haystack Rock

Book Now
next arrow

Outdoor Adventures and Mountain Views

Morning
Have a relaxed breakfast at Bollywood Theater, known for its Indian street food-inspired dishes. Then, embark on a day trip to the stunning Mt. Hood.
Afternoon
Explore the mountain's beauty with activities like hiking or a visit to Timberline Lodge. Enjoy a casual lunch at the lodge's restaurant, overlooking the snow-capped peaks.
Evening
Return to Portland and have a cozy dinner at Clyde Common, a European-style tavern in the downtown area. Afterward, relax with a drink at a local bar and share stories of your mountain adventures.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit Madeira Pico Arieiro to Pico Ruivo Hike in Portland, Oregon
star4.65

Mt. Hood

Book Now
next arrow

Volcanic Landscapes and Historic Sites

Morning
Start your day with a breakfast at Nong's Khao Man Gai, a popular spot for traditional Thai chicken and rice. Then, embark on a day trip to Mt. St. Helens.
Afternoon
Explore the Johnston Ridge Observatory and learn about the 1980 eruption of the volcano. Enjoy a picnic lunch with a view of the crater and the surrounding landscape.
Evening
Return to Portland and have a dinner at Ox Restaurant, known for its innovative Pacific Northwest cuisine. Afterward, take a leisurely walk along the South Park Blocks and visit the Portland Art Museum if you're up for some evening culture.
Bedtime
Find amazing hotels in Portland, Oregon.
Visit Mt. St. Helens in Portland, Oregon
star4.16

Mt. St. Helens

Book Now
Visit Intramuros Walled City in Portland, Oregon
star4.69

Johnston Ridge Observatory

Book Now
next arrow

Final Day of Exploration and Farewells

Morning
Enjoy a relaxed breakfast at Pok Pok, a renowned spot for its authentic Thai cuisine. Spend the morning exploring any remaining sights on your wishlist or simply strolling through the city's neighborhoods.
Afternoon
For your last lunch in Portland, indulge in a meal at Le Pigeon, a must-visit for its innovative and seasonal dishes. Afterward, take a final walk along the waterfront and savor the last moments of your Oregon adventure.
Evening
Conclude your trip with a memorable dinner at Andina Restaurant, where you can enjoy a taste of Peru in the heart of Portland. Raise a glass to the wonderful experiences of your journey and the new memories you've created.
Bedtime
Find amazing hotels in Portland, Oregon.
kayakFind the right stay during your trip.
Got a question about your trip?