Old Port Square (née Canal Plaza) | Portland

Yea the crown makes this thing look awkward. From the beginning of time towers have followed the simple principle that they should become smaller the higher up they go. Putting a hat on this makes it top heavy. The hat makes the top appear bigger than it really is and he colossal order windows attempt to make the building appear shorter than it really is. Instead of using tricks to hide the height of the building they should just design a great building that isnt trying to hide anything. Its not too far off imo, a little bit of tweaking and it could be good.
 
Yea the crown makes this thing look awkward. From the beginning of time towers have followed the simple principle that they should become smaller the higher up they go. Putting a hat on this makes it top heavy. The hat makes the top appear bigger than it really is and he colossal order windows attempt to make the building appear shorter than it really is. Instead of using tricks to hide the height of the building they should just design a great building that isnt trying to hide anything. It’s not too far off imo, a little bit of tweaking and it could be good.
Most modern skyscrapers have been simple rectangular boxes. Instead of that the architect has decided to put a signature feature on top of this building which distinguishes it from the run of the mill high rises that are popping up everywhere. I disagree that it makes it look top heavy. It just looks like the building has a hat on.

In fact I think the roof emulates ancient Chinese architecture more than anything with the long roof overhangs. Definitely a unique feature IMO
 
Why did you also remove the whole top floor?

I didn't totally get rid of it. More tried to reimagine what it would look like without the crown but something else to visually distinguish the top.

This is what it looks like just straight removing the crown:

Alt Version.png


And this is the side-by-side of what I did:

side-by-side.png
 
Hi all! Coming from SkyScraperpage (New England is a ghost town on there) -- Old Port Square is gonna be fuggin excellent ....with the hat ;)
There's absolutely nothing about Boston....much less New England....on that forum.
 
It would be interesting (given the dialogue here) to see what the top could look like ... if the top two floors were set-back a bit (gradually smaller).

Or ... Instead of the "hat", add some kind of pinnacle or tower to give it some "reach".

Bad Mockup.jpg
 
I am not going to waste one of my monthly shares on it, but the editorial cartoon in today's Sunday Telegram goes for the Freud / "overcompensation" joke. Honestly, I've never cared for that guy.
 

Old Port Square Recognized By Architizer For Retail & Hospitality Vision​

December 19, 2025

The project was selected as an Editor’s Choice Winner for Architectural Concept, Vision for Retail & Hospitality
Old Port Square was recently honored with an Architizer Vision Award and was named an Editor’s Choice Winner for its approach to retail and hospitality use.

Hosted by Architizer, a leading global platform for architecture and design, the Architizer Vision Awards span over 50 categories – recognizing innovative and groundbreaking urban solutions, housing models, and public architecture. The program is aimed at empowering designers to push their own creative boundaries and explore the impact of architectural storytelling through bold, new ideas, with entries incorporating initial sketches to fully realized models, photographs, video, and renderings.

Old Port Square was recognized for Architectural Concept, Vision for Retail & Hospitality. As an Editor’s Choice Winner, the project stood out among hundreds of entries from across the globe and was a top selection by Architizer’s editorial team, alongside a renowned jury of architects, artists, and educators. Old Port Square was joined in the category by one other winner, three finalists, and three special mentions – spanning a wide range of locations and project sizes, from a historic hotel in Bridgeport, Connecticut, to pilgrimage accommodations in Mina, Saudi Arabia. The full list of winners and finalists can be found here.

Old Port Square is an integrated design vision that reimagines the legacy Canal Plaza city block into a new urban heart for all of Portland. Designed by Safdie Architects, the four-acre site in Portland’s historic downtown combines both significant new construction with the revitalization and rehabilitation of existing historic and mid-century structures, blending hospitality, retail, office, residential, and public spaces. Anchored by a residential and hotel tower inspired by Maine’s iconic lighthouses, the project introduces a striking yet contextual addition to Portland’s skyline, drawing from the maritime character of the larger neighborhood. The mixed-use tower will offer space for visitors and guests alike — including 88 hotel rooms, a mass timber-and-glass sky lobby, a public viewing area offering panoramic views of Casco Bay and the White Mountains, a wellness level, café and restaurant space, outdoor space, and a motor court. Nearby, a mass timber retail pavilion creates a welcoming, prominent gateway to the district, while a series of adaptive reuse interventions breathe new energy into 19th and 20th-century buildings.

Boutique, award-winning hospitality product, The Docent’s Collection, is located within Old Port Square, alongside the highly rated Hyatt Place Portland Downtown-Old Port Square. The site has curated an intentional mix of beloved local retailers, including Rough & Tumble and Baske, alongside national fashion brands like Warby Parker and Urban Outfitters. Acclaimed restaurants round out the experience, including Evo and Gross Confection Bar. For those interested in learning more about Old Port Square’s commercial opportunities, please visit oldportsquare.com/neighborhood#leasing.

For more information about the Architizer Vision Awards, please click here.
 
I cannot believe I'm typing this but the crown is starting to grow on me after seeing Dr. StrangeHat's (no pun intended) rendering without it!

This image makes me wish the Nickelodeon and the Garage could be developed into a tower also. It's just so ugly and a waste of the real estate.

The image also makes you wonder what it'd look like if the Portland Square development ever happened. At this point, maybe doubtful? Those proposed buildings should be much taller anyway. The barren parking lots in Portland are so sad.
 
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Don't fret over it Daniel, every city has its share of barren parking lots and ours are slowly getting developed with Casco Street and Bayside being two ongoing examples. Recent projects that helped fill vacant lots are the 6 story apartment building on lower Free, numerous structures on Commercial Street between High and Center, York Street condos and apartments, WEX (2), Sun Life, a condo and hotel building on Thames Street and a few additions to empty lots in west Bayside. Sad was walking the streets of Portland prior to an unprecedented 20 year period of commercial development that began in 1970 with the construction of One Monument Square which became the new headquarters for Casco Bank & Trust.
 

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