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North America · Single base · 5 NIGHTS

Portland, Oregon neighborhood break · Independent bookshops and literary stops

Compare several neighborhoods from one hotel

Submitted by Old Port Walks
Use this itinerary

Route and nights

  1. Portland, Oregon5 nights

Trip format: Single base · One city hotel near local transport

Tradeoff: Pick a base that makes the evening return easy, even if a different neighborhood has a lower room rate.

Compare: Walking and local transit to compare

Trip stats

Trip days
6
Nights
5
Home Bases
1
Scheduled entries
32

Days by place

Portland, Oregon
6

Hotels and other stays

The Paramount Hotel · Portland, Oregon
5 nights

Schedule by type

Meal
14
Activity
12
Ground transport
3
Lodging
2
Rail
1

Day-by-day agenda

Jump to Calendar View
Day 1 Portland, Oregon
  1. to · Lodging Check in or drop bags The Paramount Hotel, Portland, Oregon
  2. to · Activity Walk the South Park Blocks South Park Blocks, Portland, Oregon
  3. to · Activity See Pioneer Courthouse Square Pioneer Courthouse Square, Portland, Oregon

    Keep the walk optional on a late arrival.

  4. to · Meal Dinner near the hotel Downtown Portland, Oregon
The Paramount HotelPortland, Oregon
Day 2 Portland, Oregon
  1. to · Meal Breakfast downtown Downtown Portland, Oregon
  2. to · Activity Browse Powell's City of Books Powell's City of Books, Portland, Oregon

    Pick two sections and check for an event if that would fit the trip.

  3. to · Meal Lunch near Burnside West Burnside Street, Portland, Oregon
  4. to · Ground transport Travel to Southeast Portland Hawthorne Boulevard, Portland, Oregon
  5. to · Activity Choose an independent bookstore or literary event Hawthorne Boulevard, Portland, Oregon

    Check current locations and hours before heading over.

  6. to · Meal Dinner in Southeast Portland Southeast Portland, Oregon
The Paramount HotelPortland, Oregon
Day 3 Portland, Oregon
  1. to · Meal Breakfast near the hotel Downtown Portland, Oregon
  2. to · Ground transport Travel to Washington Park Washington Park, Portland, Oregon

    Check the operating shuttle or transit routes and plan for uphill walking.

  3. to · Activity Visit the Portland Japanese Garden Portland Japanese Garden, Portland, Oregon

    Check opening hours and the admission policy.

  4. to · Meal Lunch near the park or a packed meal Washington Park, Portland, Oregon

    Check food availability before relying on it.

  5. to · Activity Explore the International Rose Test Garden and nearby park paths International Rose Test Garden, Portland, Oregon

    Check path and weather conditions and keep the route short if needed.

  6. to · Ground transport Return downtown Downtown Portland, Oregon
  7. to · Meal Dinner near the hotel Downtown Portland, Oregon
The Paramount HotelPortland, Oregon
Day 4 Portland, Oregon
  1. to · Meal Breakfast near the museum South Park Blocks, Portland, Oregon
  2. to · Activity Visit Portland Art Museum Portland Art Museum, Portland, Oregon

    Check current exhibition hours and which galleries are open.

  3. to · Meal Lunch downtown Downtown Portland, Oregon
  4. to · Activity Walk the South Park Blocks and the cultural district South Park Blocks, Portland, Oregon
  5. to · Activity Choose a gallery or a quiet coffee stop Downtown Portland, Oregon

    Check gallery hours and avoid squeezing in an extra visit if the museum ran long.

  6. to · Meal Dinner downtown Downtown Portland, Oregon
The Paramount HotelPortland, Oregon
Day 5 Portland, Oregon
  1. to · Meal Breakfast near the hotel Downtown Portland, Oregon
  2. to · Activity Walk the Pearl District's former warehouse blocks Pearl District, Portland, Oregon

    Compare older commercial buildings with nearby newer housing.

  3. to · Meal Lunch in the Pearl District Pearl District, Portland, Oregon
  4. to · Rail Ride the streetcar toward Northwest Portland Portland Streetcar, Portland, Oregon

    Check service and choose a stop near NW 23rd Avenue.

  5. to · Activity Walk Northwest 23rd and the surrounding public streets NW 23rd Avenue, Portland, Oregon
  6. to · Meal Dinner in Northwest Portland or downtown Portland, Oregon
The Paramount HotelPortland, Oregon
Day 6 Portland, Oregon
  1. to · Meal Breakfast downtown Downtown Portland, Oregon
  2. to · Activity Take a last short walk through the South Park Blocks South Park Blocks, Portland, Oregon

    Skip this if you need to leave early.

  3. to · Lodging Check out and collect bags The Paramount Hotel, Portland, Oregon

Trip calendar

Itinerary map Print itinerary

Suggested schedule · All times are local. Check hours and availability for your dates.

  1. Day 1

    Portland, Oregon

    America/Los_Angeles Open map for Portland, Oregon
    1. to · Lodging Check in or drop bags The Paramount Hotel, Portland, Oregon
    2. to · Activity Walk the South Park Blocks South Park Blocks, Portland, Oregon
    3. to · Activity See Pioneer Courthouse Square Pioneer Courthouse Square, Portland, Oregon

      Keep the walk optional on a late arrival.

    4. to · Meal Dinner near the hotel Downtown Portland, Oregon
    The Paramount HotelPortland, Oregon
  2. Day 2

    Portland, Oregon

    America/Los_Angeles Open map for Portland, Oregon
    1. to · Meal Breakfast downtown Downtown Portland, Oregon
    2. to · Activity Browse Powell's City of Books Powell's City of Books, Portland, Oregon

      Pick two sections and check for an event if that would fit the trip.

    3. to · Meal Lunch near Burnside West Burnside Street, Portland, Oregon
    4. to · Ground transport Travel to Southeast Portland Hawthorne Boulevard, Portland, Oregon
    5. to · Activity Choose an independent bookstore or literary event Hawthorne Boulevard, Portland, Oregon

      Check current locations and hours before heading over.

    6. to · Meal Dinner in Southeast Portland Southeast Portland, Oregon
    The Paramount HotelPortland, Oregon
  3. Day 3

    Portland, Oregon

    America/Los_Angeles Open map for Portland, Oregon
    1. to · Meal Breakfast near the hotel Downtown Portland, Oregon
    2. to · Ground transport Travel to Washington Park Washington Park, Portland, Oregon

      Check the operating shuttle or transit routes and plan for uphill walking.

    3. to · Activity Visit the Portland Japanese Garden Portland Japanese Garden, Portland, Oregon

      Check opening hours and the admission policy.

    4. to · Meal Lunch near the park or a packed meal Washington Park, Portland, Oregon

      Check food availability before relying on it.

    5. to · Activity Explore the International Rose Test Garden and nearby park paths International Rose Test Garden, Portland, Oregon

      Check path and weather conditions and keep the route short if needed.

    6. to · Ground transport Return downtown Downtown Portland, Oregon
    7. to · Meal Dinner near the hotel Downtown Portland, Oregon
    The Paramount HotelPortland, Oregon
  4. Day 4

    Portland, Oregon

    America/Los_Angeles Open map for Portland, Oregon
    1. to · Meal Breakfast near the museum South Park Blocks, Portland, Oregon
    2. to · Activity Visit Portland Art Museum Portland Art Museum, Portland, Oregon

      Check current exhibition hours and which galleries are open.

    3. to · Meal Lunch downtown Downtown Portland, Oregon
    4. to · Activity Walk the South Park Blocks and the cultural district South Park Blocks, Portland, Oregon
    5. to · Activity Choose a gallery or a quiet coffee stop Downtown Portland, Oregon

      Check gallery hours and avoid squeezing in an extra visit if the museum ran long.

    6. to · Meal Dinner downtown Downtown Portland, Oregon
    The Paramount HotelPortland, Oregon
  5. Day 5

    Portland, Oregon

    America/Los_Angeles Open map for Portland, Oregon
    1. to · Meal Breakfast near the hotel Downtown Portland, Oregon
    2. to · Activity Walk the Pearl District's former warehouse blocks Pearl District, Portland, Oregon

      Compare older commercial buildings with nearby newer housing.

    3. to · Meal Lunch in the Pearl District Pearl District, Portland, Oregon
    4. to · Rail Ride the streetcar toward Northwest Portland Portland Streetcar, Portland, Oregon

      Check service and choose a stop near NW 23rd Avenue.

    5. to · Activity Walk Northwest 23rd and the surrounding public streets NW 23rd Avenue, Portland, Oregon
    6. to · Meal Dinner in Northwest Portland or downtown Portland, Oregon
    The Paramount HotelPortland, Oregon
  6. Day 6

    Portland, Oregon

    America/Los_Angeles Open map for Portland, Oregon
    1. to · Meal Breakfast downtown Downtown Portland, Oregon
    2. to · Activity Take a last short walk through the South Park Blocks South Park Blocks, Portland, Oregon

      Skip this if you need to leave early.

    3. to · Lodging Check out and collect bags The Paramount Hotel, Portland, Oregon