Portland
The Five On It • Portland

Portland, narrowed down.

Five ways into Portland, without getting lost in the weird. The food carts and the doughnuts, the bookstores and the breweries, the giant city forest and the gorge just outside, cut down to the five that matter in each.

What are you planning?

Portland bundleBest Value
Best Value

The easiest way to plan Portland.

Portland Complete Bundle
  • 7 Complete Guides
  • 35 ready-to-use plans
  • Interactive, saveable map
  • Printable PDFs
$35 value$15Save $20

Portland at a glance

Best ForFood carts, coffee, breweries, and forest escapes
Ideal Trip Length2–3 days
Best Areas to StayDowntown, The Pearl District, The Central Eastside
Getting AroundWalking + the MAX light rail
AirportPortland International (PDX)
Best Time to VisitJune–September for warm, dry days; the rest of the year is wet and gray.

Start with these picks.

9 free, skimmable Portland lists. No sign-up, no paywall.

5 Iconic Portland Eats You Have to TryEat

5 Iconic Portland Eats You Have to Try

The five classic Portland foods, a Voodoo doughnut, a food-cart lunch, Salt & Straw ice cream, a local IPA and Stumptown coffee, and where to get the real thing.

Read Free Five →
5 Best Rooftop Bars in PortlandSip

5 Best Rooftop Bars in Portland

The five best rooftop and sky-high bars in Portland, Departure, Xport, the Roof Deck at Revolution Hall, Altabira City Tavern and Portland City Grill.

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5 Portland Neighborhoods to WanderExplore

5 Portland Neighborhoods to Wander

The five Portland neighborhoods worth wandering, the Pearl District, Alberta Arts, Hawthorne, Mississippi Avenue and Downtown and Old Town.

Read Free Five →
5 Best Outdoor Escapes Near PortlandEscape

5 Best Outdoor Escapes Near Portland

Five outdoor escapes near Portland, Forest Park, Washington Park's gardens, the Columbia River Gorge, Mount Hood and Sauvie Island.

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5 Best Museums in PortlandExperience

5 Best Museums in Portland

The five best museums in Portland, the Portland Art Museum, OMSI, the Oregon Historical Society, Pittock Mansion and the Evergreen Aviation & Space Museum.

Read Free Five →
5 Free Things to Do in PortlandExperience

5 Free Things to Do in Portland

Five free things to do in Portland, Powell's City of Books, the International Rose Test Garden, Tom McCall Waterfront Park, the Saturday Market and the Tilikum Crossing.

Read Free Five →
5 Portland Hidden GemsDiscover

5 Portland Hidden Gems

Five Portland hidden gems, Mill Ends Park, Cathedral Park under the St. Johns Bridge, the Lan Su Chinese Garden, the Grotto and the Shanghai Tunnels.

Read Free Five →
5 Best Places to Shop in PortlandDiscover

5 Best Places to Shop in Portland

The five best places to shop in Portland, Powell's City of Books, the Pearl District, NW 23rd Avenue, Hawthorne Boulevard and the Portland Saturday Market.

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5 Iconic Portland HotelsStay

5 Iconic Portland Hotels

Five iconic Portland hotels, the Heathman, the Nines, Hotel deLuxe, the Sentinel and the Ace Hotel Portland.

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Know the neighborhoods.

Downtown

Central and walkable, transit at your door.

Best for: First-timers who want everything within reachExplore picks →

The Pearl District

Galleries, boutiques, and polished loft-living.

Best for: A stylish, walkable base with great shoppingExplore picks →

The Central Eastside

Where Portland's food-and-drink soul lives.

Best for: Foodies who want the best casual eating at the doorExplore picks →

Nob Hill (NW 23rd)

Leafy, charming, and village-like.

Best for: A pretty, residential base near the shopsExplore picks →

The Waterfront

Riverside, with the bridges and the views.

Best for: A scenic base along the WillametteExplore picks →

Complete Guides

Ready-to-use plans with timing, reservations, insider tips, an interactive map, and a printable PDF.

Portland First-Timer's GuideFirst-Timer's
A first trip, sorted

First-Timer's Guide

A first trip to Portland, cut to the five decisions that shape it: where to stay, getting around, the icons, what to eat and drink, and the parks and neighborhoods. Five picks. Zero overthinking.

Interactive map · Printable PDF
Portland Date Night GuideDate Night
A night out, planned

Date Night Guide

Five Portland date nights, each fully planned: a chef's counter, a rooftop, a romantic eastside room, a Roman trattoria, and a natural wine bar, with what to order and how to time it.

Interactive map · Printable PDF
Portland Brunch GuideBrunch
Weekend mornings

Brunch Guide

Five Portland brunches worth the wait, from a legendary Southern spot to a Scandinavian cafe and a cult biscuit window, with what to order and how to beat the line.

Interactive map · Printable PDF
Portland Hidden Bars GuideHidden Bars
A night of secret doors

Hidden Bars Guide

Five Portland hidden bars and craft cocktail hideaways, from a reservation-only whiskey library to a basement scotch den and a no-menu bespoke bar, with what to order and how to get in.

Interactive map · Printable PDF
Portland Special Occasion Dining GuideSpecial Occasion Dining
A milestone dinner

Special Occasion Dining Guide

Five Portland restaurants worth a milestone, from Le Pigeon and James Beard-winning Kann to an original Thai tasting menu, with what to order and how to book.

Interactive map · Printable PDF
Portland Day Trips GuideDay Trips
Escapes beyond the city

Day Trips Guide

Five Portland day trips worth the drive, from the Columbia River Gorge and Mount Hood to Willamette Valley wine country, the Oregon Coast, and Hood River, with how to do each.

Interactive map · Printable PDF
Portland Where to Stay GuideWhere to Stay
Picking your base

Where to Stay Guide

Where to stay in Portland, five neighborhoods for five kinds of trip, from downtown and the Pearl to the Central Eastside, Nob Hill, and the waterfront, each with a landmark hotel.

Interactive map · Printable PDF

See Portland at a glance.

Every recommendation from the Portland guides, mapped by neighborhood and category.

Map preview

The full interactive map, every pick filtered by category, with your own copy to save to Google Maps, is included with any guide or the bundle.

DiscoverEscapeEatExploreSipExperienceStay

Preview only, unlock the full interactive, saveable map with any Portland guide.

Book the experience.

Tours and experiences that pair perfectly with our Portland recommendations.

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