WiseJourney

United States

Five days in Portland

Long enough to leave the centre. Five days in Portland with one day that is not about Portland at all.

  • 4 nights
  • Couple
  • Balanced pace
  • Mid-range budget
Plan your own Portland trip

Every place here was checked on 2026-10-27 or later, and each one says where it came from.

The plan, day by day

5 days

Day 1

Arrival day

8 of 24 hours planned

  1. 09:30

    You arrive

  2. 13:0014:00

    Old Town Pizza

    Suggested because you chose food

    • 1h
    • Meal

    pizzeria in Portland, Oregon

    Northwest Davis Street 226, 97209 Portland

    Opening hours: Mon–Tue closed · Wed–Sun 15:00–22:00

  3. 14:3017:00

    Portland Art Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    art museum in Portland, Oregon

    Southwest Park Avenue 1219, 97205 Portland

    Opening hours: Mon closed · Tue–Sun 10:00–17:00

  4. 17:00

    2h open

    17:00 – 19:00

    Nothing planned here. That was on purpose.

  5. 19:0020:30

    Lovely's Fifty Fifty

    Suggested because you chose food

    • 1h 30m
    • Meal

    pizzeria in Portland, Oregon, U.S

    North Mississippi Avenue 4039, 97227 Portland

    Opening hours: Mon closed · Tue–Sun 17:00–22:00

  6. 20:3023:00

    Crystal Ballroom

    Picked because you chose culture & museums and local experiences + balanced energy

    • 2h 30m
    • Culture & museums

    historic building in Portland, Oregon, U.S

    Southwest 14th Avenue 406, 97205 Portland

Day 2

14 of 24 hours planned

  1. 08:0008:45

    Le Happy

    Suggested because you chose food

    • 45m
    • Meal

    restaurant in Portland, Oregon

    Northwest 16th Avenue 1011, 97209 Portland

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Pittock Mansion

    Picked because you chose culture & museums and local experiences + balanced energy

    • 2h 30m
    • Culture & museums

    historic house museum in Portland, Oregon, USA

    Northwest Pittock Drive 3229, 97210 Portland

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Rimsky-Korsakoffee House

    Suggested because you chose food

    • 1h
    • Meal

    coffeehouse in Portland, Oregon

    Southeast 12th Avenue 707, 97214 Portland

    Opening hours: Mon–Tue closed · Wed–Sun 19:00–24:00

  6. 14:3017:00

    Oregon Rail Heritage Center

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    railway museum in Oregon, U.S.

    Southeast Water Avenue 2250, 97214 Portland

    Opening hours: Mon–Wed closed · Thu–Sun 13:00–17:00

  7. 17:0019:30

    USS Blueback

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    1959 Barbel-class submarine

    Southeast Water Avenue 1945, 97214 Portland

    Opening hours: Mon closed · Tue–Sun 09:30–17:30

  8. 19:3021:00

    Ken's Artisan Pizza

    Suggested because you chose food

    • 1h 30m
    • Meal

    pizzeria in Portland, Oregon

    Southeast 28th Avenue 304, 97214 Portland

    Opening hours: Mon closed · Tue–Thu 17:00–21:00 · Fri–Sat 17:00–22:00 · Sun 16:30–21:00

  9. 21:0022:30

    Enoteca Nostrana

    Picked because you chose food + balanced energy

    • 1h 30m
    • Food

    restaurant in Portland, Oregon

    Southeast Morrison Street 1401, 97214 Portland

Day 3

15 of 24 hours planned

  1. 08:0008:45

    Bella's Italian Bakery

    Suggested because it fits a mid-range budget

    • 45m
    • Meal

    bakery in Portland, Oregon, U.S

    Southeast Woodstock Boulevard 9119, 97266 Portland

    Opening hours: Mon–Tue closed · Wed–Fri 08:00–15:00 · Sat–Sun 09:00–15:00

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Oregon Historical Society Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    History museum in Portland, Oregon

    Southwest Park Avenue 1200, 97205 Portland

    Opening hours: Mon–Sat 10:00–17:00 · Sun 12:00–17:00

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Jake's Famous Crawfish

    Suggested because you chose food

    • 1h
    • Meal

    seafood restaurant in Portland, Oregon

    Southwest 12th Avenue 401, 97205 Portland

    Opening hours: Mon–Thu 11:30–21:00 · Fri–Sat 11:30–22:00 · Sun 11:30–21:00

  6. 14:3017:00

    Portland Museum of Modern Art

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    museum in Portland, Oregon, USA

    North Sumner Street 5204, 97217 Portland

  7. 17:0019:30

    Portland Police Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    Law enforcement museum in Portland, Oregon, U.S.

    Southwest 2nd Avenue 1111, 97204 Portland

  8. 19:3021:00

    Cricket Cafe

    Suggested because you chose food

    • 1h 30m
    • Meal

    restaurant in Portland, Oregon

    Southeast Belmont Street 3159, 97214 Portland

    Opening hours: Mon–Fri 08:00–13:00 · Sat–Sun 08:00–14:00

  9. 21:0023:30

    Alberta Rose Theatre

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    theater and movie theater in Portland, Oregon, United States

    Northeast Alberta Street 3000, 97211 Portland

Day 4

12 of 24 hours planned

  1. 08:0008:45

    Spella Caffè

    Suggested because you chose food

    • 45m
    • Meal

    coffee shop in Portland, Oregon, U.S

    Southwest Alder Street 608, 97205 Portland

    Opening hours: Mon 08:00–15:00 · Tue–Fri 08:00–17:00 · Sat 08:00–14:00 · Sun closed

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Portland Institute for Contemporary Art

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    contemporary performance and visual arts organization in Portland

    Northeast Hancock Street 15, 97212 Portland

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Nuestra Cocina

    Suggested because you chose food

    • 1h
    • Meal

    Mexican restaurant in Portland, Oregon

    Southeast Division Street 2135, 97202 Portland

    Opening hours: Mon closed · Tue–Sat 17:00–22:00 · Sun closed

  6. 14:3017:00

    Portland Puppet Museum

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    puppet museum in Portland, Oregon, U.S

    Southeast Umatilla Street 906, 97202 Portland

    Opening hours: Mon–Wed closed · Thu–Sun 14:00–20:00

  7. 17:00

    2h open

    17:00 – 19:00

    Nothing planned here. That was on purpose.

  8. 19:0020:30

    Screen Door

    Suggested because you chose food

    • 1h 30m
    • Meal

    restaurant in Portland, Oregon

    East Burnside Street 2337, 97214 Portland

  9. 20:3023:00

    Arlene Schnitzer Concert Hall

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    historic theater building and performing arts center in Portland, Oregon, United States

    Southwest Broadway 1037, 97205 Portland

Day 5

Departure day

5 of 24 hours planned

  1. 08:0008:45

    Breakfast, open

    No verified place here fits this meal and your answers, so it is left open.

    • 45m
    • Open time

  2. 08:45

    45m open

    08:45 – 09:30

    Nothing planned here. That was on purpose.

  3. 09:3012:00

    Japanese American Museum of Oregon

    Picked because you chose culture & museums + balanced energy

    • 2h 30m
    • Culture & museums

    Northwest Flanders Street 411, 97209 Portland

    Opening hours: Mon–Tue closed · Wed–Sat 10:00–16:00 · Sun 11:00–16:00

  4. 12:00

    1h open

    12:00 – 13:00

    Nothing planned here. That was on purpose.

  5. 13:0014:00

    Ringside Steakhouse

    Suggested because you chose food

    • 1h
    • Meal

    restaurant in Portland, Oregon

    West Burnside Street 2165, 97210 Portland

    Opening hours: Mon–Wed 17:00–23:30 · Thu–Sat 17:00–24:00 · Sun 16:00–23:30

  6. 14:30

    You leave

Sources

  • Wikidata
  • © OpenStreetMap contributors