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In the app I'm developing, cartes.app, we acknowledged this lack of pictures.

We show local Wikimedia common pictures, osm tag pictures, og:image pictures of the website if any, Wikipedia article infobox pictures, Panoramax for street-view, and last but not least, any picture dropped by an ATproto place review.

Lots remain to be done, especially building the latter community of reviews.

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There are ways to add pictures as the tags of the OSM objects

- https://wiki.openstreetmap.org/wiki/Key:wikimedia_commons

- https://wiki.openstreetmap.org/wiki/Key:panoramax

- https://wiki.openstreetmap.org/wiki/Key:mapillary

Mobile apps can use this data to either give links to them (e.g. CoMaps) or display them in the app (e.g. OsmAnd)

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OSM does have a pictures layer.

https://wiki.openstreetmap.org/wiki/Panoramax

I use https://mapcomplete.org/ to add images of artworks to OSM objects.

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I had been using mapcomplete to add images of artwork, which in turn used panoramax. However I saw someone else use Wikimedia Commons, and to me that makes more sense. Wikimedia ties into more systems, so if you wanted to create a Wikipedia page about an artist, there will be readily available images to use.

On the flip side, panoramax can be used as an open source StreetView. Different sites for different purposes I suppose

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Wikimedia Commons also requires more up-front work by the uploader to categorize the image properly, which can be daunting if you're new to how things are organized there. But yeah, for well-known objects, adding Wikidata and Wikimedia Commons links can be awesome and there are plenty of apps making use of it to show additional information.
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Panoramax is still unfortunately very lacking outside a French instance. I've tried to contribute my street view images, but it's not used by anyone or anything as far as I can see.
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