logo
Portland, Oregon

5 day itinerary

Portland, Oregon

Personalized with:Pet friendlyStarting location is Stockton, CaliforniaGirlfriend, myself, and our dogWould like to see the coast

Itinerary

Day 1: Stockton to Portland

Start your adventure bright and early from Stockton, California. Load up the car with your girlfriend and furry friend, and hit the road towards Portland, Oregon. The drive will take you through beautiful landscapes, so make sure to take breaks and stretch your legs along the way. Once you arrive in Portland, settle into your pet-friendly accommodation and get ready to explore the city.

Day 2: Exploring Portland

Start your day with a delicious breakfast at a pet-friendly café in Portland. Afterward, head to , one of the largest urban forests in the United States. Take a leisurely hike with your dog, enjoying the lush greenery and peaceful trails. In the afternoon, visit the famous , a paradise for book lovers. Spend some time browsing through the vast collection of books and maybe find a new favorite.

Day 3: Coastal Adventure

Today, it's time to experience the stunning Oregon coast. Pack a picnic lunch and drive west towards . This charming coastal town is known for its iconic , which is a must-see. Take a leisurely stroll along the beach, play fetch with your dog, and enjoy the breathtaking views. If you have time, visit nearby for more scenic beauty. In the evening, head back to Portland and treat yourselves to a delicious seafood dinner at a pet-friendly restaurant.

Day 4: City and Culture

Start your day with a visit to the , a vibrant open-air market where you can find unique crafts, local produce, and delicious food. Enjoy the lively atmosphere and maybe pick up some souvenirs. In the afternoon, explore the , which houses an impressive collection of art from various periods. Many of the exhibits are pet-friendly, so you can enjoy the art with your furry companion. Wrap up the day with a leisurely walk along the , taking in the city's beautiful skyline.

Day 5: Farewell Portland

On your last day in Portland, start with a visit to the , where you can admire over 10,000 roses in full bloom. Take a leisurely stroll through the garden, capturing beautiful photos and enjoying the fragrant blooms. Afterward, head to the trendy , known for its boutiques, galleries, and pet-friendly cafes. Spend some time exploring the area, shopping for unique finds, and enjoying a delicious lunch. In the afternoon, bid farewell to Portland and start your journey back to Stockton, California, with beautiful memories of your pet-friendly adventure.

Remember to check for any specific pet policies or restrictions at each location you plan to visit, and always keep your furry friend's comfort and safety in mind throughout your trip. Enjoy your time in Portland and have a fantastic journey!

Places of interest

Forest Park Portland, Oregon

Forest Park

Loading more info...

Powell's City of Books Portland, Oregon

Powell's City of Books

Loading more info...

Cannon Beach Portland, Oregon

Cannon Beach

Loading more info...

Haystack Rock Portland, Oregon

Haystack Rock

Loading more info...

Ecola State Park Portland, Oregon

Ecola State Park

Loading more info...

Portland Saturday Market Portland, Oregon

Portland Saturday Market

Loading more info...

Portland Art Museum Portland, Oregon

Portland Art Museum

Loading more info...

Willamette River Portland, Oregon

Willamette River

Loading more info...

International Rose Test Garden Portland, Oregon

International Rose Test Garden

Loading more info...

Pearl District Portland, Oregon

Pearl District

Loading more info...

Recent searches
Adventure trips
Romantic trips
© 2026 Roam Around. All Rights Reserved.