Labor Day Weekend 2025 – Colorado Mountain Town Round Up
Our Labor Day Weekend 2025 – Colorado Mountain Town Round Up offers a lengthy list of great things to do in Colorado’s mountain towns. Look no further, this is the list you were looking for:
August 28 – 31, 2025
Four Corners Motorcycle Rally, Durango
Save the date and join us for the 2025 Four Corners Motorcycle Rally in Durango, Colorado! Enjoy the best riding rally in the United States with a weekend full of bikes, live music, motorcycle giveaways, stunt shows, racing, bike shows, great food and drinks and more!
Ride on the world famous Million Dollar Highway, attend the Slippin Sideways Dash Flat Track races, watch racers ride up a ski slope at the Hill Climb Races, participate in group rides and poker runs, visit the bikes shows to check out custom builds, visit vendor village, take a brand new bike for a spin at the Harley-Davidson Demo trucks and enjoy live music.
https://www.durango.com/event/four-corners-motorcycle-rally/
August 28, 2025
Future Town Tour with Warm Cookies of the Revolution, Silverthorne
What if we didn’t wait for the things we love to die to celebrate them? What if we celebrated and gave eulogies for the things we value that are still with us? Would people take action to preserve them?
Join the Town of Silverthorne and Warm Cookies of the Revolution on Thursday, August 28 at the Silverthorne Pavilion as we pay homage to the things we love about our town. This event is part of the Warm Cookies of the Revolution’s Future Town Tour and will provide a thought provoking and entertaining evening that gives praise to life in Silverthorne. Listen to performers and speakers and view artwork that provides a unique take on the things that make life so interesting in our mountain town.
Come celebrate on August 28 with an evening of remembrance and reverence for the things we hold dear as we will fill our metaphorical cups with performances and our literal plates with cookies.
https://www.silverthorne.org/Home/Components/Calendar/Event/4538/166?curm=8&cury=2025
August 28 – 31, 2025
Yampa Valley Crane Festival, Steamboat Springs
The 14th annual Yampa Valley Crane Festival will be held on August 28 – 31, 2025 in Steamboat Springs, Hayden, and Craig, Colorado.
Join us for guided crane viewings, bird walks, expert speakers, live raptors, films, family activities, and more.
https://coloradocranes.org/festival/
August 29 – 31, 2025
JAS Aspen Snowmass Labor Day Experience, Aspen/ Snowmass
JAS Aspen Snowmass Labor Day Experience is back with yet another incredible lineup of musicians across genres. This three-day festival features world-class performances on multiple stages with eclectic food and beverage vendors, VIP opportunities, and panoramic mountain views.
2025 acts include Imagine Dragons, Cannons, Lawrence, Lenny Kravitz, Marcus King Band, Luke Combs, and more.
https://www.gosnowmass.com/event/jas-labor-day-experience/2025-08-29/
August 29 – 31, 2025
Oktoberfest, Beaver Creek Resort
Celebrate Oktoberfest over Labor Day weekend in Beaver Creek with three days of food, drinks, and festive fun!
Immerse yourself in authentic Bavarian traditions with live performances from local legend Helmut Fricker and Austria’s Trachtenkapelle band, indulge in classic favorites like bratwurst and beer cheese pretzels, and take part in exciting competitions—all while sporting your best dirndl or lederhosen! Don’t forget to pre-purchase your authentic, collectible hand-carved Bavarian Steins!
https://www.beavercreek.com/explore-the-resort/activities/event-detail.aspx?id={02e462bf-58dc-4bf4-8b76-40ea3c23282d}&sd=06%2F01%2F2025&ed=08%2F31%2F2025
August 29, 2025
True Western Roundup, Durango
Saddle up for an unforgettable western experience at the True Western Roundup, formerly known as the True West Rodeo, celebrating the rich heritage of Durango.
Join us for an exhilarating weekend showcasing working ranch activities and thrilling competitions in a family-friendly atmosphere. Don’t miss the heart-pounding action of Pro Bull Riding on Friday, July 4th at 7:00 P.M., followed by the excitement of Pro Bull Fighting on Saturday, July 5th, also at 7:00 P.M.
Grab your boots and cowboy hat – it’s time for the True Western Roundup!
https://www.durango.com/event/true-western-roundup/
August 29 – 31, 2025
Montrose Home Expo, Montrose
This free event is the perfect opportunity for homeowners to save BIG on all home improvement projects and meet with local and national vendors face to face, offering valuable insights and guidance to help you turn your vision into reality.
Whether you’re looking to remodel your kitchen, revamp your outdoor living space, or simply make some updates around the house, the Montrose Fall Home Expo has everything you need to get started.
https://www.visitmontrose.com/event/montrose-home-expo/6125/
August 29 – 31, 2025
CMU Rumble MTB Races, Powderhorn Mountain Resort
https://www.powderhorn.com/events/event/22-cmu-rumble-mtb-races.html
August 29, 2025
Mushroom & Wine Dinner, Purgatory Resort
Enjoy an exquisite 5-course dinner with wine pairings. Each course features mushrooms sourced and foraged locally by our chef right here in the San Juan Mountains. Our wine steward selects exceptional pairings to complement each course, and this year we will have bottles and cases of each wine available for purchase.
This is widely considered to be one of the finest dining experiences of the year in Durango, and is quick to sell out. Mark your calendars and don’t miss this one of a kind event.
https://www.purgatory.ski/event/mushroom-wine-dinner/
August 29 – September 1, 2025
Telluride Film Festival, Telluride
Each Labor Day weekend, the tiny mountain village of Telluride, Colorado triples in size. Swells of passionate film enthusiasts flood the town for four days of total cinematic immersion, embarking on a viewing odyssey, blissfully spending entire days in flickering dark rooms. With only an appreciation of celluloid to guide them, these devotees flock to the show, year after year. Why? Blind faith. They don’t reveal the program until everyone lands in town. Yet the Telluride family trusts that a unique experience will unfold.
https://www.telluride.com/event/telluride-film-festival/
August 29 – 31, 2025
The Vail Jazz Festival, Vail
The Vail Jazz Festival is back to celebrate 31 years of musical excellence and education this Labor Day weekend (Aug 23 – Aug 31). The Vail Jazz Festival features a jam-packed lineup with several headliners that join together to play in group performances, multi-artist jam sessions, and inspiring multimedia tributes to jazz legends. Located at the Manor Vail Lodge, facing Vail Mountain, the Vail Jazz Festival has cemented its reputation as the premier Labor Day weekend event!
https://discovervail.com/event/the-vail-jazz-party/
August 30 – September 1, 2025
50th Breckenridge Gathering at the Great Divide, Breckenridge
Longest running art festival in Summit county continues this summer over Labor Day weekend in beautiful Breckenridge, Colorado. Top artists from across the country will gather with their original works of art in 13 categories including jewelry, painting, photography, sculpture and more! You won’t want to miss the last nationally ranked fine art festival of the summer! The show will be at Colorado Mountain College just north of town with free admission and free parking. To get to the show: Take bus from town, ride your bike on the rec path, easy and free parking onsite. 10am-5pm Saturday and Sunday, 10am-4pm Monday https://www.mountainartfestivals.com/festivals-calendar/48th-breckenridge-gathering-at-the-great-divide-art-festival-kg7ep-ywlcj-j8w7m-ftlaj
August 30 – September 1, 2025
Labor Day Weekend, Breckenridge
Enjoy beautiful autumn temperatures and exciting events like the Summit Foundation’s Rubber Duck Race supporting the Summit Foundation and the Great Divide Arts Festival featuring over 100 artists with a wide range of mediums including photography, wood, glass, jewelry and pottery. Bring the whole family and watch as hundreds of ducks race down the Blue River at the Riverwalk Center, participate in free activities, stroll and shop along Main Street and the Art Festival and snack on yummy food throughout town.
https://gobreck.com/event/labor-day-in-breckenridge/
August 30 – 31. 2025
Grand Traverse Mountain Run, Crested Butte
The Grand Traverse Mountain Run is a point-to-point ultra marathon from Crested Butte to Aspen, Colorado. The course follows the route of the Grand Traverse Backcountry Ski race. Runners travel 40 miles across the Elk Mountains with over 6,000′ of elevation gain.
August 30 – 31, 2025
Fall Art Fest In Dillon, Dillon
ColoradoArtShows.com presents this sibling to the longest running & most established art festival on the eastern side of Summit County- The 8th Annual Fall Fest in Dillon! Now 2 days – BUT no show on Monday/ Labor Day!
This juried fine art and fine craft show will take place during Labor Day weekend in the heart of Dillon’s downtown area. We will be accepting up to 100 artists for this event, ensuring a curated and high-quality selection.
https://coloradoartshows.com/fall-fest-in-dillon
August 30. 2025
AVID Dance, Avon
VID Dance: Boundless returns to Nottingham Park this Saturday, August 30! Gates open: 4:00 PM. Performance begins: 5:00 PM. This event is free and open to the public, however registration is encouraged. Register today: https://www.zeffy.com/…/boundless-at-the-avon-pavilion
August 30. 2025
32nd Anniversary Four Corners Motorcycle Rally, Durango
Join us Labor Day Weekend!
https://whatshappeningdurango.com/view-event.php?EventID=47717
August 30 – 31, 2025
Summer Holiday Weekend Entertainment, Glenwood Caverns Adventure Park
There’s music all season long at Glenwood Caverns Adventure Park! Our Summer Holiday Weekend entertainment features bands from all around the valley and beyond! Come join us during those long holiday weekends each afternoon and enjoy live musical entertainment with a view! Show times are from 2pm – 6pm.
https://www.glenwoodcaverns.com/events/
August 30, 2025
Art in the Park, Granby
The fifth annual Art in the Park is a free event featuring an artist competition, live music, art vendors, interactive art activities, food trucks and a beer garden.
https://www.destinationgranby.com/events/art-in-the-park/
August 30, 2025
Oktoberfest, Keystone Resort
Kick up your heels and raise your beer stein! Prost to oompah bands and German fare that will make your mouth water. Here in the mountains , we like to celebrate Keystone Festival’s Oktoberfest a little early to make the most of summer. Celebrate Labor Day Weekend in the mountains where Keystone’s Oktoberfest Celebration is for the entire family! Kids will love Kinderfest, their very own kids Oktoberfest, including make-and-take crafts from The Frosted Flamingo mobile art studio, watch dance performances, and take polka lessons from the Alpen Auerhahn Schuhplattlers. Parents will love the variety of craft beers available all afternoon while taking part in a chicken dance or two.
https://www.keystonefestivals.com/festivals/oktoberfest/
August 30, 2025
Old West Cowboys Western Re-Enactment, Lake City
Experience Tales of the Old West: ‘Adventures in a Lawless Land’
https://businessdirectory.lakecity.com/events/Details/old-west-cowboys-western-re-enactment-1359395?sourceTypeId=Website
August 30, 2025
2025 Pagosa Springs Summer Concert Series Labor Day Weekend, Pagosa Springs
Close out the summer with an unforgettable night of live music at Yamaguchi Park! The Pagosa Springs Summer Concert Series returns for Labor Day Weekend, bringing an evening of great music and community celebration.
https://visitpagosasprings.com/index.php?section=events&evtid=7346
August 30, 2025
Riding in the Rockies Bull Riding, Steamboat Springs
Come watch some of the best bull riders in the world! Riding in the Rockies Bull Riding is a fun, family-friendly event that takes place on Saturday, August 30 at the Romick Arena rodeo grounds in Steamboat Springs, CO. So put on your cowboy hat and enjoy this Western affair while enjoying the natural beauty of the Rocky Mountains. Gates open at 5:00pm so come early and enjoy a Bull Bash BBQ and full bar. The main event starts at 7:00pm.
Pick up tickets at the entrance to Romick Arena at the rodeo grounds, located downtown at 5th Street and Howelsen Parkway. All seats are general admission. Main seating areas are all covered; overflow seating is not covered. Children 5 and under are free and do not need a ticket.
https://www.steamboat.com/things-to-do/events/riding-in-the-rockies-bull-riding
August 31, 2025
Burro Hike, Alma/ Park County
Experience a one-of-a-kind hiking adventure with Colorado’s most iconic trail companions—burros! The Burro Hike, hosted by NoLo Colorado, offers a chance to explore stunning alpine trails while hiking alongside these friendly, sure-footed animals.
Fun for All Ages – Whether you’re an experienced hiker or new to burro trekking, this event is a great way to connect with nature.This guided hike is a unique opportunity to bond with these amazing animals, discover Colorado’s rugged beauty, and embrace the spirit of adventure.
https://exploreparkcounty.com/event/burro-hike/
August 31, 2025
Black Mountain Lodge Brunch, Arapahoe Basin
We’re taking brunch to new heights. Ride the chairlift up to 11,400 feet and treat yourself to a scenic and serene Sunday Brunch at Black Mountain Lodge. You’ll dine surrounded by towering peaks and late-summer wildflowers. Live harp music by local musician Janet Harriman sets the mood for a relaxing escape into the high alpine. Enjoy a Build Your Own Mimosa Bar, fresh pastries, and Colorado inspired dishes. Think fresh, seasonal brunch favorites and a vibe that feels equal parts luxury and laid-back mountain culture.
https://www.arapahoebasin.com/event/sunday-brunch/
August 31, 2025
Paddle Battles, Avon
Dive into the excitement of the fifth annual Paddle Battles over Labor Day Weekend, a celebration of all things uniquely Avon at Nottingham Lake. Join us on Sunday for a day filled with family-friendly activities both on and off the water, brought to you in partnership with SUP CO. Get ready for three SUPer fun races that promise a splashing good time!
https://www.avon.org/2398/Paddle-Battles
August 31 – September 2
Estes Park Labor Day Arts & Craft Festival, Estes Park
Featuring over 90 talented artists from 17 states, this event showcases an incredible array of handmade treasures—from jewelry, fine art, and photography to unique works in fiber, metal, wood, glass, ceramics, home décor, and more. Discover one-of-a-kind creations and meet the makers behind the magic!
Live music fills the air each day, creating the perfect backdrop for a weekend of creativity and fun. Kids can unleash their imaginations in the lively Children’s Arts & Crafts Tent, while festival-goers of all ages can browse and bid at the always-thrilling three-day Silent Auction!
https://estesartscrafts.com/
August 31, 2025
Trestle Gravity Series – Air Downhill 2, Winter Park Resort
This is a timed event and one of the most attended races. If you’re wanting fast, flow and fun, Air Downhill is where it’s at.
https://www.winterparkresort.com/things-to-do/events/trestle-gravity-series-air-downhill-2-2025
August 30 – September 1, 2025
Labor Day Weekend, Breckenridge
Enjoy beautiful autumn temperatures and exciting events like the Summit Foundation’s Rubber Duck Race supporting the Summit Foundation and the Great Divide Arts Festival featuring over 100 artists with a wide range of mediums including photography, wood, glass, jewelry and pottery. Bring the whole family and watch as hundreds of ducks race down the Blue River at the Riverwalk Center, participate in free activities, stroll and shop along Main Street and the Art Festival and snack on yummy food throughout town.
https://gobreck.com/event/labor-day-in-breckenridge/
August 31 – September 2
Estes Park Labor Day Arts & Craft Festival, Estes Park
Featuring over 90 talented artists from 17 states, this event showcases an incredible array of handmade treasures—from jewelry, fine art, and photography to unique works in fiber, metal, wood, glass, ceramics, home décor, and more. Discover one-of-a-kind creations and meet the makers behind the magic!
Live music fills the air each day, creating the perfect backdrop for a weekend of creativity and fun. Kids can unleash their imaginations in the lively Children’s Arts & Crafts Tent, while festival-goers of all ages can browse and bid at the always-thrilling three-day Silent Auction!
https://estesartscrafts.com/
September 1, 2025
Run-N-Rave! Aspen/ Snowmass
Join us for Snowmass’s newest community event. RUN-N-RAVE!
️ All levels, all ages—everyone’s a rockstar!
This free weekly meetup is the perfect way to move, groove, and connect. Whether you’re a seasoned trail runner or just out for a casual walk, we’ve got space for you. Join us for a feel-good hike or run followed by music, community, and post-trail treats. Bring a friend, bring the fam, or just bring your good vibes—because this event is for everyone.
NO RSVP Needed, just show up ready to rock and have fun!
https://www.gosnowmass.com/event/run-n-rave-snowmass-21/2025-09-01/
September 1, 2025
Marina Mutt Show, Dillon
Join us for our annual Marina Mutt Show a benefit for L.A.P.S. (League for Animals and People of the Summit).
Competitions include best trick, best high jump, best look-alike, doggie trivia, doggie ice cream eating contest and a silent auction. There are fantastic prizes from our local sponsors. All proceeds benefit L.A.P.
https://www.townofdillon.com/Home/Components/Calendar/Event/8959/4?curdate=9-1-2025&curm=9&cury=2025&npage=3
September 1, 2025
Battle of the Grommets™, Winter Park Resort
Battle of the Grommets™ Junior Gravity Races are a great introduction to downhill / gravity mountain bike racing for those age 15 and under! Modeled after the long-standing winter Battle of the Grommets™ Slopestyle competitions for skiers and snowboarders, we’re proud to offer a summer version of this popular, grass-roots competition for young riders! The course flows smoothly with light bumps. All levels are welcome.
https://www.winterparkresort.com/things-to-do/events/battle-of-the-grommets-junior-gravity-race-september-1
We hope you have a fun and safe holiday, ENJOY!
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