Gather, Taste, Create: September in Littleton

As summer fades into fall, Littleton comes alive with events that invite everyone to gather, taste, and create. September in Littleton, Colorado, is packed with community celebrations – from a city-wide Restaurant Week for foodies, to a colorful chalk art festival for creatives, to a first-ever mile-long community dinner that will bring thousands together.


It’s also the last call for our beloved summer concerts in the park and the bustling farmers’ market.

In short, there’s no better time to experience the flavors, arts, and friendly spirit of Littleton. Here’s a roundup of what to look forward to this September.


Littleton Restaurant Week: A Citywide Culinary Celebration

littleton restaurant week

Food lovers, rejoice! Littleton Restaurant Week returns this September with over 20 local eateries rolling out the red carpet for your taste buds. From Friday, September 5, through Sunday, September 14, you’ll have ten days to explore special menus and deals crafted just for the occasion.


This third annual event showcases the city’s vibrant food scene – whether you crave a casual bite or a gourmet feast, there’s something for every palate.


During Restaurant Week, participating restaurants, cafés, wineries, and breweries across Littleton will offer exclusive specials and discounts to showcase their best dishes and drinks.


This year’s lineup brings a mix of creative prix-fixe menus, one-of-a-kind pairings, and fun surprises.



Other participating favorites include Cherry Cricket with its legendary burgers, Palenque Cocina Y Agaveria with a limited-time Chiles en Nogada in honor of Mexican Independence Day, and Smokin Fins serving seafood and sushi. You’ll also find Pho Real, Piccino Wood Oven Pizza, and Rice Bistro & Sushi, each likely to showcase their own creative twists on Restaurant Week.


And for an elevated experience, Bistro 36 Drinkery & Eatery is preparing a special multi-course Chef’s Dinner (expected around $150 for two, with wine pairings), while The Melting Pot is crafting a fondue experience sure to be one of the week’s most in-demand reservations.


Littleton Restaurant Week isn’t just about the food – it’s about community. The event encourages locals to venture outside their routine, discover something new, and support family-owned businesses.


Insider Tip: Make reservations for popular dinner spots like Bistro 36, Romano’s, The Melting Pot, and ViewHouse. Brunch cafés and pubs are usually walk-in friendly.


Walk the Chalk: Littleton’s Chalk Art Festival

Walk The Chalk Flyer

Ready to get inspired? On Saturday, September 6, head to Historic Downtown Littleton for the annual “Walk the Chalk” Chalk Art Festival – a full day when our sidewalks become open-air art galleries.


From 8:00 a.m., dozens of artists will turn Main Street into a vibrant canvas of murals — from playful cartoons to breathtaking landscapes. By dusk, the sidewalks will be packed with color for all to enjoy.


This free, family-friendly festival celebrates creativity and community. As you stroll down the street, you can watch artists work in real time – don’t be shy about stopping to chat; many love to explain their process or the story behind their piece.


You’ll also find interactive activities for all ages. Feeling artsy? Grab some chalk and add your own mini-masterpiece in designated public art areas – event organizers set up “Kid’s Korners” where children (and the young at heart) can doodle freely, plus a chalk drawing tent outside Grande Station for anyone itching to create.


Throughout the day there will be live music and art demonstrations, adding a festive soundtrack as you wander. Look out for bubble stations, face-painting booths, and even spots to snap a fun selfie with the art – it’s an immersive experience beyond just looking at art.


“Walk the Chalk” may be only in its third year, but it’s quickly becoming a beloved tradition. Kelsey Riley, a local business owner of Elsewhere Collective, who founded the festival, started it to “bring another element of art to downtown Littleton” and to help the community “enjoy the beauty and creativity of chalk art”.


The response has been tremendous – about 30 artists participated last year, double the inaugural number, with even more expected this year. Professional chalk artists travel from across Colorado, while plenty of home-grown talent and first-timers join in too.


By late afternoon, downtown truly feels like an art gallery on the street. There’s a tangible joy in the air as people marvel at the chalk drawings (and snap photos before they fade with the next rain).


Insider Tip: Arrive late morning or early afternoon to see artists’ work take shape. Wear comfy shoes and sunscreen – you’ll be walking and looking down a lot!


longer table littleton

Longer Tables Littleton: A Mile-Long Community Dinner

Save the date: September 24, 6:00–9:00 PM. Littleton is about to make history with the first-ever “Longer Tables Littleton”, a mile-long community dinner that will stretch down Main Street!


This landmark event is unlike anything Littleton has seen – picture one continuous table winding through downtown, with seats for around 5,000 people to share a meal under the evening sky. It’s not just a meal; it’s a statement about community, connection, and belonging.


The concept comes from Denver-based nonprofit Longer Tables, whose philosophy is that the dinner table is “the most equitable and humanizing place on the planet.” In July, they set a record with a mile-long table on the Auraria Campus in Denver for 5,280 diners – now they’re bringing the experience to Littleton.


This time, Main Street will be transformed with a 5,000-foot-long table from The Melting Pot restaurant, extending to Bega Park.


What’s on the menu? A “Flavors of Colorado” feast, showcasing locally sourced ingredients from Colorado farms, ranches, and bakeries. Thanks to local chefs and sponsors, the dinner will be prepared and served free of charge.


Beyond the food, Longer Tables is about conversation and connection. Striking up a chat with the stranger next to you isn’t just encouraged – it’s the point.


“The act of sharing meals serves as an exceptional indicator of social connection and well-being,” notes the World Happiness Report. Local organizer Tami Slipher of Lift Up Littleton says they hope attendees carry this “spark of a new experience” into their lives long after the plates are cleared.


How to join: The event is free, but registration is required. Sign up individually or as a table “host” on the Longer Tables Littleton website or Visit Littleton’s event page. Volunteers are welcome too, if you’d like to help set the tables or serve – it truly takes a village to lay out a mile of dinner!


By the end of the night on September 24, after dessert is done and the mile of tables slowly comes apart, one thing will remain: an unforgettable memory of togetherness.


This is Littleton at its best – proving that when we lengthen our tables, we strengthen our community. Don’t miss the chance to be a part of it.


Insider Tip: Plan to arrive early for parking, or better yet, take the RTD Light Rail to Downtown Littleton Station just a few blocks away.


Summer’s Last Hurrah: Concerts in the Park & Farmers Market

September also brings your last chance to enjoy Littleton’s summer concerts and farmers market before they wrap up for the season.


Music in the Burbs: Eagles Tribute with a Cause

On Friday, September 5, Aspen Grove’s BARBOX will host The Long Run, Colorado’s premier Eagles tribute band. The show runs from 5:00 to 8:00 PM, with live music from 6:00 to 8:00 PM, and doubles as a fundraiser for Fishing the Good Fight, a nonprofit that supports men’s mental health through fly fishing retreats and counseling scholarships.


Food trucks like Uptown Humbolt, Mas Chingon, and Fat Batter Ice Cream will keep the crowd well-fed, while the BARBOX serves beer, wine, and cocktails. It’s a perfect night to bring your lawn chair, enjoy iconic hits, and support a meaningful cause.


Wax on Tap at the Farm House

Sunday, September 7 brings something different: Wax on Tap at the Farm House at Breckenridge Brewery. From 11:00 AM to 5:00 PM, you can sip a pint while flipping through crates of rare vinyl from some of Colorado’s best vendors.


DJs will be spinning throughout the day, making it equal parts record fair, beer garden, and community gathering. It’s a laid-back way to spend a September afternoon, blending music discovery with one of Littleton’s most iconic brewery settings.


Boogie Nights in the Burbs

The following Friday, September 12, Aspen Grove closes out its Music in the Burbs series with a disco-inspired dance party headlined by Boogie Machine.


The high-energy tribute band takes the stage from 6:00 to 8:00 PM, bringing glitter, bell-bottoms, and funky grooves to the BARBOX patio. Drinks and food trucks will be on hand, so come dressed to impress and ready to dance under the lights for one last summer Friday.


Little Jam Finale at Sterne Park

Littleton’s official summer series wraps up on Saturday, September 13, with the Little Jam finale at Sterne Park.


The evening kicks off at 5:30 PM and features Dance Machine, a Denver favorite known for packing dance floors with Motown, pop, and rock hits. Families spread out picnic blankets, kids twirl on the lawn, and food trucks line the park, making this free concert a quintessential Littleton tradition.


Final Days at the Downtown Farmers Market

The Downtown Littleton Farmers Market also enters its last weeks, open Sundays from 9:00 AM to 2:00 PM through September 28.


Early in the month, you’ll find late-summer produce like Palisade peaches, melons, and sweet corn, while the final weekends bring apples, pears, and the first winter squashes. Alongside local meats, mushrooms, honey, and baked goods, the market offers live music and a warm community vibe that makes it more than just a shopping trip.


So grab your reusable bags and make a plan to swing by on an upcoming Sunday morning. Whether you’re after farm-fresh ingredients, a unique jar of local jam, or just a pleasant outing with a cup of coffee in hand, the Littleton Farmers Market is the place to be.


Insider Tip: Parking can fill up around Main and Nevada on market mornings – consider parking a couple of blocks away and enjoying a short walk through downtown (or ride your bike down, as bike racks are available).


Littleton in September: Community at its Heart

From food festivals to art displays, outdoor concerts to communal feasts, September in Littleton is a showcase of what makes this community special.


What ties all these events together is the spirit of togetherness and local pride. This is a town that loves to celebrate its people – our chefs, artists, farmers, small businesses, neighbors, and friends.


Each event, in its own way, invites us to come together and share an experience: sharing a meal, enjoying art and music together, and supporting local talent.


September is also a time of transition – we soak up the last golden days of summer even as fall approaches. Littleton’s September events beautifully bridge that gap, offering one month filled with flavor, creativity, and connection.


So whether you’re a long-time local or a first-time visitor, don’t miss out on this month’s magic. Try that new restaurant during Restaurant Week (and say hello to the owner while you’re there), chalk a silly picture on the sidewalk at the art festival, bring your loudest cheer to the concert in the park, and definitely pull up a chair at the longest table you’ll ever see.


We’ll save you a seat – and maybe a piece of peach pie from the farmers market, too. Enjoy!