September 24, 2026
Ask five people where "the Highlands" starts and stops, and you'll get five different maps. Some will point you to the brunch line outside a bungalow near 32nd and Lowell. Others will walk you eight blocks north to a street lined with galleries and a saloon that just opened this year. Both are right, and both are describing places that function nothing alike, especially right now, in the last stretch of September, when one of them is counting down its final Sundays and the other hasn't noticed the calendar at all.
That split isn't trivia. It's the difference between planning a weekend around a season that's ending and planning around a rhythm that doesn't end.
Highland Square sits at 32nd Avenue and Lowell Boulevard, the commercial spine of West Highland. It's run, in practice, by its own cluster of merchants and its own annual traditions: a Sunday market, a September Oktoberfest, a farmers market finale in October.
A mile north and east, Tennyson Street runs roughly from 38th to 44th Avenue through the Berkeley neighborhood. It has its own organizing body, the Tennyson Berkeley Business Association, formed in 2014 specifically to give that strip's small businesses a coordinated identity separate from Highland Square's. Different merchants association, different monthly calendar, different sense of what a weekend on that street is for.
Locals use "the Highlands" as a catchall for both. Google Maps doesn't care about the distinction. But if you live on either strip, you already know the walk between them is closer to fifteen minutes than five, and you already know the two streets don't throw the same kind of night.
Highland Square's Farmers Market has run every Sunday from 9 a.m. to 1 p.m. since May 10, and it closes for the season on October 25. As of this week, that leaves six Sundays on the 2026 calendar, not the open-ended stretch the mild weather might suggest.
The last of those six isn't a normal market morning. October 25 doubles as the Highland Square Harvest Festival, a separate afternoon event from 2 to 5 p.m. with a pumpkin patch, a beer garden, and live music strung along 32nd Avenue between Lowell and Perry. It's a bigger sendoff than the market gets on a typical week, built specifically to close out the season rather than just end it.
That same stretch of 32nd Avenue already had its other marquee date this month. The third annual Highlands Oktoberfest took over four blocks between Irving and Perry streets on September 12, with street vendors, Bavarian music, and contests like keg bowling running from 10 a.m. to 6 p.m. If you missed it, there's no second chance this year. It was a single Saturday, tied to that one corridor, and it's already behind us.
Here's what's actually left on Highland Square's calendar before the lights come down for the season:
After that, Highland Square's weekly draw goes quiet until next May.
Tennyson Street's signature tradition works on an entirely different clock. The First Friday Cultural Walk happens every month, rain or shine, warm season or not, from roughly 6 to 10 p.m. along the stretch between 38th and 44th Avenues. Galleries open their doors, shop owners set out wine and snacks, and the street fills with the kind of foot traffic that has nothing to do with produce stands or pumpkin patches.
That walk isn't a seasonal special. It's been the organizing ritual of the Tennyson Berkeley Business Association since the group formed in 2014, alongside the neighborhood's own Annual Fall Fest. Where Highland Square's calendar has a hard stop at the end of October, Tennyson's keeps resetting every four weeks, straight through winter.
If you've been treating a Sunday market trip and a First Friday stroll as interchangeable versions of the same neighborhood outing, this is the month that reveals they're not. One of them just lost its last full month. The other one is about to run its first cold-weather edition of the year exactly like it runs every other month.
The clearest sign that these are two separate commercial identities, not one blurred strip, is what opened on each of them in 2026.
Highland Square picked up Paperboy this spring. The Austin-based brunch concept made its first expansion outside Texas at 3940 W. 32nd Avenue, opening on March 24 with a 3,000-square-foot space and a patio. It's the kind of arrival that signals confidence in Highland Square specifically as a destination worth a national brand's first out-of-state bet, not just overflow from somewhere louder.
Tennyson answered with something in the opposite register. American Lore opened earlier this year as a saloon-style whiskey bar, the kind of place built around frosty mugs, free bar snacks, and an in-house hat shop rather than a brunch line. It's close enough to Highland Square that longtime residents might treat the walk between the two as an afterthought, but the bar itself reads as a Tennyson business through and through, built for that street's evening crowd rather than borrowed from someone else's.
Neither opening tried to be a version of what already existed a mile away. That's the pattern worth noticing. Each strip is investing in its own identity, not competing to be the more convincing copy of "the Highlands" as a single idea.
For a few more weeks, both clocks are still running at the same time, and that overlap won't last. If a Sunday morning at the Highland Square market and a Friday evening on Tennyson have ever felt like two entries on the same to-do list, this is the last stretch of the year where you can actually schedule around both without one of them disappearing mid-plan. Catch the first Friday of October on Tennyson, then use one of the remaining Sundays, October 25 especially, to close out Highland Square's season properly.
After that, the choice simplifies itself. Highland Square goes dormant until spring. Tennyson keeps its monthly door open straight through the holidays, the same way it has since 2014.
Neither street needs the other to make sense. That's the part worth sitting with if you've spent the past few years calling both of them by the same name.
If you're the kind of person who notices these details about a neighborhood before anyone points them out, you probably already have opinions about where you'd want to live relative to each strip. Candace Newlove Marrs works across North Denver and the surrounding Front Range with exactly that kind of granular, street-by-street knowledge. If a conversation about the area ever turns practical, schedule a personal consultation and bring the questions Google can't answer.
Stay up to date on the latest real estate trends.
Combining decades of real estate expertise with a passion for making dreams come true, Candace simplifies the journey to discovering your ideal home.