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Dating in Portland

Dating in Portland, rain or shine

Gardens, forest trails and neighborhood parks close to downtown. Ideas and local tips for singles who live in Portland, Oregon.

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Neighborhoods

Neighborhoods of Portland

Old Town ChinatownShare a pot of tea at Lan Su Chinese Garden on a wet afternoon.Washington ParkWalk the free International Rose Test Garden in late spring.St. JohnsSit under the St. Johns Bridge in Cathedral Park as the light fades.Mt. TaborClimb Mt. Tabor for sunset over the West Hills.Northwest and Forest ParkWalk a stretch of the Wildwood Trail through the ferns.Downtown waterfrontRide the rides and stay for fireworks at the Rose Festival in June.

Date ideas

First dates around Portland

Ideas our editors checked this month, with the source for each.

Out and about

Where singles meet here

  • Join a Forest Park Conservancy work partyThe Forest Park Conservancy runs volunteer work parties to repair trails like the Wildwood, with all training, tools and gloves provided. Join the email list to hear about upcoming dates.
  • Ride with Bike SummerBike Summer, also called Pedalpalooza, runs hundreds of free volunteer-led group rides across metro Portland each summer. Find a ride on the Shift calendar and chat to people at the start and the stops.
  • Walk the Winter Light Festival with friendsThe Winter Light Festival is free and spreads interactive light art across the city each February. Walking between sites with a group is an easy way to get talking to new people.
All the ideas

What’s on

Coming up

  • February: Portland Winter Light FestivalFree light art at sites across the city. In 2026 it ran February 6 to 14.
  • May to September: Roses in Washington ParkThe free International Rose Test Garden is at its best from May through September, with more than 10,000 roses.
  • June: Portland Rose FestivalA waterfront carnival, concerts, fireworks and a combined Grand Floral and Starlight parade. Check 2027 dates when they are announced.
See the year

Members

Singles near you

Members choose to appear here. Join to see everyone in Portland.

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Amanda, 38Old Town Chinatown
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Craig, 43Washington Park
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Jessica, 27St. Johns
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Matt, 26Mt. Tabor

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Real Portland men, no rush

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Meet Portland women who write back

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  • Date ideas for every kind of Portland weather

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How we keep Portland Dating real

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1A person checks every photo

Before any profile goes live, a member of our team looks at the photos. Anything that looks borrowed, edited or fake doesn’t get through.

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Before you join

Questions people ask

In shortPortland Dating is a dating site and local guide for singles in Portland, Oregon, with rain-or-shine date ideas from the Rose Test Garden to Mt. Tabor and Cathedral Park. Every photo is checked by a person, members who pass an ID check get a Verified badge, and joining and browsing are free.

Is it free?

Yes. Joining, making a profile and browsing are free. You need a membership to read and reply to messages, and you see the options before you pay anything.

How do I know people are real?

Every photo is checked by a person. Members who pass an ID check carry a Verified badge, so you can see who has proved who they are.

Is this Portland, Oregon or Portland, Maine?

Portland, Oregon. We cover the city and the wider Portland metro area.

What are good rainy-day dates in Portland?

Tea at Lan Su Chinese Garden, a slow walk through the Japanese Garden, or the free Winter Light Festival in February.

All questions

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Bridges, bookstores and forest trails close to downtown: ideas and neighborhood tips for singles who live in Portland, Oregon.

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