Portland
Photo by Zack Spear on Unsplash
🌧️Rainy Day

5 Days in Portland: Rainy Day Itinerary

Welcome to Portland! This 5-day rainy-day itinerary will help you experience the best of this amazing destination.

Portland, United States5 days

Day 1 - Welcome to Portland

Kick off your Portland adventure by settling into your hotel and exploring the local indoor culture. From art to unique shopping experiences, the first day will set a vibrant tone for your trip.

4h 0m~380 USD
🏨

The Nines, Portland

15:00

Check into The Nines, a luxury hotel located in the heart of downtown Portland. Enjoy the stylish decor and excellent amenities as you prepare for your stay.

525 SW Morrison St, Portland, OR 9720430 min300 USD

πŸ’‘ Ask for a room with a view of Pioneer Square!

luxurydowntown
🎯

Portland Art Museum

16:00

Explore Oregon's largest art museum, featuring a variety of exhibitions from Native American art to contemporary works. Perfect for a rainy day, the museum's indoor space is expansive and engaging.

1219 SW Park Ave, Portland, OR 97205120 min20 USD

πŸ’‘ Free admission on the first Thursday of the month!

museumart
🍽️

Dinner at Le Pigeon

19:30

Savor a meal at Le Pigeon, known for its French-inspired cuisine and cozy atmosphere. The chefs serve up innovative dishes made from fresh, local ingredients.

738 E Burnside St, Portland, OR 9721490 min60 USD

πŸ’‘ Make reservations in advanceβ€”the place fills up quickly!

diningfrench

Day 2 - Culture and Comfort

Dive deeper into Portland's artistic scene and enjoy the culinary delights of the city, all while staying warm and dry indoors.

9h 0m~136 USD
🍽️

Breakfast at Blue Star Donuts

09:00

Start your day with some of the best donuts in town at Blue Star Donuts. Their unique flavors and gourmet ingredients make for a delightful breakfast treat.

1237 SW Washington St, Portland, OR 9720560 min15 USD

πŸ’‘ Try the Blueberry Bourbon Basilβ€”it's a local favorite!

breakfastdonuts
🎯

Oregon Museum of Science and Industry (OMSI)

10:30

Discover interactive exhibits and a planetarium at OMSI, perfect for all ages. This museum offers a fun and educational experience while being completely indoors.

1945 SE Water Ave, Portland, OR 97214180 min15 USD

πŸ’‘ Check their schedule for special events or IMAX films!

museumscience
🍽️

Lunch at Pine Street Market

13:30

Visit Pine Street Market, a food hall featuring a variety of local vendors. Sample an array of cuisines all under one roofβ€”perfect for a casual lunch.

126 SW 2nd Ave, Portland, OR 9720490 min20 USD

πŸ’‘ Try the ramen or the wood-fired pizza for something special!

lunchfood hall
🎯

Portland's Japanese Garden

15:00

Although mostly outdoors, the Japanese Garden has beautiful indoor spaces and teahouses to enjoy. Experience tranquility and stunning landscaping, even on rainy days.

611 SW Kingston Ave, Portland, OR 97205120 min16 USD

πŸ’‘ Visit the indoor tea house for a warm cup of matcha!

gardennature
🍽️

Dinner at Andina

19:30

Enjoy dinner at Andina, which offers vibrant Peruvian cuisine in a cozy and stylish setting. The atmosphere is perfect for a relaxing meal after a full day.

1314 NW Glisan St, Portland, OR 9720990 min70 USD

πŸ’‘ Don't miss the ceviche and pisco cocktails!

diningperuvian

Day 3 - Shopping and Entertainment

Spend the day indulging in Portland's unique shopping experiences and catch a show at the iconic Portland Center Stage. Enjoy the local flair in a cozy atmosphere.

10h 0m~102 USD
🍽️

Breakfast at Mother's Bistro & Bar

09:00

Start your day at Mother's Bistro & Bar, known for its comforting breakfast dishes. This homey spot is perfect for a hearty meal to fuel your day.

1213 SW Alder St, Portland, OR 9720590 min20 USD

πŸ’‘ Try the 'Mother's Pancakes' for a sweet treat!

breakfastcomfort food
🎯

Powell's City of Books

10:30

Visit Powell's City of Books, the largest independent bookstore in the world. Spend hours exploring its vast collection of new and used books across multiple rooms.

1005 W Burnside St, Portland, OR 97209120 min0 USD

πŸ’‘ Grab a coffee at the in-store cafe to enjoy while you browse!

shoppingbooks
🎯

Lan Su Chinese Garden

13:00

Step into serenity at Lan Su Chinese Garden, a beautiful indoor/outdoor space that offers a peaceful retreat. Even on rainy days, the garden's architecture and design are stunning.

239 NW Everett St, Portland, OR 97209120 min12 USD

πŸ’‘ Check for tea ceremony times during your visit!

gardenculture
🍽️

Lunch at Deschutes Brewery

15:00

Enjoy a hearty lunch at Deschutes Brewery, known for its craft beers and delicious pub fare. The lively atmosphere is perfect for unwinding.

210 NW 11th Ave, Portland, OR 9720990 min30 USD

πŸ’‘ Try the 'Brewpub Burger'β€”it's a crowd favorite!

lunchbrewery
🎭

Portland Center Stage at The Armory

19:30

Catch a performance at the iconic Portland Center Stage, known for its diverse range of theatrical productions. Enjoy a night of culture and entertainment in a beautiful venue.

128 NW 11th Ave, Portland, OR 97209180 min40 USD

πŸ’‘ Book your tickets in advance to secure the best seats!

theaterentertainment

Day 4 - Arts and Culture

Immerse yourself in Portland's vibrant arts scene with a day filled with indoor activities. Visit renowned museums and enjoy a cozy dinner at a unique restaurant to wrap up your cultural exploration.

6h 0m~285 USD
🏨

Check-in at The Heathman Hotel

15:00

Located in the heart of Portland, The Heathman Hotel offers a blend of luxury and comfort. Enjoy their classic decor and convenient access to local attractions.

1001 SW Broadway, Portland, OR 9720530 min200 USD

πŸ’‘ Ask about their art collection on display in the lobby!

hotelluxury
🎯

Portland Art Museum

16:00

Explore the impressive collection of art at the Portland Art Museum, featuring both contemporary and historical pieces. The museum also hosts rotating exhibitions, ensuring there's always something new to see.

1219 SW Park Ave, Portland, OR 97205120 min20 USD

πŸ’‘ Free admission on the first Thursday of each month!

artmuseum
🍽️

Dinner at Tasty n Alder

19:00

Indulge in a delicious dinner at Tasty n Alder, known for its innovative take on American cuisine. Enjoy a lively atmosphere and a menu that features locally sourced ingredients.

580 SW 12th Ave, Portland, OR 9720590 min50 USD

πŸ’‘ Make a reservation to avoid long wait times!

restaurantdinner
🎯

Oregon Museum of Science and Industry (OMSI)

21:00

Spend some time at OMSI, a fun and educational science museum that features interactive exhibits. Don't miss the planetarium and the submarine tour!

1945 SE Water Ave, Portland, OR 97214120 min15 USD

πŸ’‘ Check their schedule for special events and shows!

sciencemuseum

Day 5 - Relaxation and Exploration

End your trip with a day dedicated to relaxation and local exploration. Enjoy a leisurely breakfast, visit unique shops, and unwind before checking out.

6h 30m~60 USD
🍽️

Breakfast at Ken's Artisan Bakery

09:00

Start your day with a delicious pastry or a hearty breakfast at Ken's Artisan Bakery. Known for its artisanal bread and delightful breakfast options, it's the perfect spot to fuel up.

338 NW 21st Ave, Portland, OR 9720960 min20 USD

πŸ’‘ Try their famous croissants!

mealbreakfast
🎯

Portland Saturday Market

10:30

Although it operates on Saturdays, the Portland Saturday Market is a must-visit for unique local crafts and food vendors. If you happen to be here on a Saturday, it's a great indoor option as many vendors are under cover.

2 SW Naito Pkwy, Portland, OR 9720490 min0 USD

πŸ’‘ Bring cash for purchases; many vendors don’t accept cards.

shoppingmarket
πŸ›οΈ

Powell's City of Books

12:00

Visit Powell's, the world's largest independent bookstore. Explore its vast collection of new and used books, and enjoy a cozy reading nook.

1005 W Burnside St, Portland, OR 97209120 min0 USD

πŸ’‘ Grab a map at the entrance to help navigate the store!

shoppingbooks
🍽️

Lunch at Little Bird Bistro

14:00

Enjoy a delightful French-inspired lunch at Little Bird Bistro, known for its seasonal menu and inviting atmosphere. This spot is perfect for a leisurely meal before heading home.

217 NW 1st Ave, Portland, OR 9720990 min40 USD

πŸ’‘ Don't miss their daily quiche special!

restaurantlunch
πŸ“

Hotel Checkout

11:00

Check out of The Heathman Hotel and prepare for your departure from Portland.

1001 SW Broadway, Portland, OR 9720530 min0 USD

πŸ’‘ If you have time, leave your luggage at the hotel and explore nearby!

hotelcheckout

Ready to book this trip?

Sign up for free and customize this itinerary with AI-powered suggestions, booking links, and real-time collaboration.