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  • What To Do
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Custer County Tourism Logo
  • Events
    • Annual Events
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    • Add An Event
  • Around Town
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    • Museums & Heritage
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  • Around Town
    • Food & Drink
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12 events found.

Events

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  • September 2026

  • Wed 16

    Westcliffe Farmers Market every Friday

    June 5 @ 9:00 am - September 25 @ 1:00 pm
    Jess Price Park 4th & Main, Westcliffe, CO

    The Westcliffe Farmers Market celebrates its 19th anniversary! Held every Friday from 9am to 1pm June 5th through September 25th. Come out to get fresh produce and see the crafts from our local vendors. Local musicians providing free music from 10am to noon for your listening pleasure. 2026 Farmer's Market Musicians to be scheduled.

    Free
  • Wed 16

    Sangres Art Guild ~ 3rd Street Gallery Art Show

    September 3 @ 11:00 am - September 26 @ 4:00 pm
    3rd Street Gallery 59000 N. Highway 69, Westcliffe, CO

    Everyday Life finds beauty in the ordinary and meaning in the familiar. This exhibition highlights quiet moments, shared routines, and fleeting scenes that often go unnoticed, revealing the poetry woven into daily existence. Through diverse perspectives and styles, the works celebrate the human experience as it unfolds, one moment at a time. 3rd Street Gallery […]

    Free
  • Wed 16

    Sangres Art Guild~17th Alla Prima Westcliffe Plein Air

    September 12 - September 19

    Alla Prima Westcliffe is excited to welcome artists and collectors for our 17th year! September 12 workshop; September 13-19 Plein Air Paint Out From glowing aspens, snow capped mountains to wildflowers, anything is possible in September. Inspired by nature, participating artists create spectacular original plein air paintings during this special outdoor event. Join us in […]

    $60 – $125
  • Fri 18

    WCPA Anne Relph Memorial Golf Tournament

    September 18 @ 8:30 am - 4:00 pm

    Save the date to play a round at the Hollydot Golf Course in Colorado City, CO

  • Sat 19

    Historic Beckwith Ranch Flea Market

    September 19 @ 9:00 am - 2:00 pm
    Historic Beckwith Ranch 64159 CO Hwy 69 North, Westcliffe, CO, United States

    Join us as a vendor or a shopper at the Historic Beckwith Ranch Flea Market. If you feel the need to purge items such as dishes, clothing, furniture, tools, or collectibles, vendor spaces are available. We also welcome arts, crafts, and farm products. Shoppers come for the market, the beautiful grounds, and tours of the […]

    Free
  • Sat 19

    Open air market

    September 19 @ 9:00 am - 2:00 pm

    Historic Beckwith Ranch Open Air market.

    Free
  • Sat 19

    American Legion Post 170 Oktoberfest

    September 19 @ 10:00 am - 8:00 pm
    Wet Mountain Valley Saddle Club 90 County Road 241, Westcliffe, CO, United States

    The 2nd annual Westcliffe Oktoberfest, fundraiser for The American Legion's Wreaths Across America Program. We will have two Polka Bands, Schuhplattlers, Brat Eating Contest, Stein Hoisting Contest, Bavarian Dress Contest. Kids Zone, Food, Beer, FUN.

  • Sat 19

    SJO Sun Observing Hour

    September 19 @ 11:00 am - 12:00 pm
    Smokey Jack Observatory 100 S. Adams Blvd., Westcliffe, Colorado

    View the Surface of the Sun Dark Skies of the Wet Mountain Valley invites you to come to scenic Bluff Park to view the surface of the Sun on the following Saturdays between 11:00 AM and Noon: May 9*, 16*, 30 June 6*, 13*, 20, 27 July 4*, 18, 25 August 8*, 15*, 22 September […]

    Free
  • Sun 20

    Chautauqua Program – An Afternoon with Abigail Adams

    September 20 @ 2:00 pm - 5:00 pm
    Historic Jones Theater 119 Main St, Westcliffe, United States

    An Afternoon with Abigail Adams Meet Abigail Adams as portrayed by Jessica Downing-Ford. “America’s first Second Lady and second First Lady” played an important role in the founding of this nation. Indeed, one could say “the room where it happened” was often her dining room or parlor. John Adams and his wife Abigail were intellectual […]

    Free
  • Sun 20

    Concert at the Rosita Plaza

    September 20 @ 3:00 pm - 5:00 pm
    Rosita Town Plaza SW corner of County Roads 328 (Rosita Rd) and 323 (Antelope Rd), Westcliffe (Rosita), CO, United States

    FRESH APPLES, joined by Rosita’s own Jack Naff, will be bringing toe tapping, feel good music to the open air of the Rosita Town Plaza. Music, mountains, friends, and neighbors ... what could be better?! Learn more about FRESH APPLES at https://thefreshapplesband.com FRESH APPLES is an Arizona-based recording and performing duo, featuring Doc Rolland & […]

    Free
  • Sat 26

    Sangre de Cristo Trail Festival

    September 26 - September 27

    This year's Sangre de Cristo Trail Festival will take place over September 26-27 in Westcliffe. Distances include 8 miles, 27k, 50k, 50 miles, 100k, and 100 miles all along the Rainbow Trail on the eastern flank of the ominous yet stunning Sangre de Cristo Mountains. Join us for a weekend of community and camaraderie within […]

  • October 2026

  • Thu 1

    Sangres Art Guild ~ 3rd Street Gallery Art Show

    October 1 @ 11:00 am - October 31 @ 4:00 pm
    3rd Street Gallery 59000 N. Highway 69, Westcliffe, CO

    Alla Prima Westcliffe brings together plein air artists, inviting art lovers and collectors to experience newly created paintings inspired by the fleeting light and beauty of Colorado’s Wet Mountain Valley. Rich in place, atmosphere, and story, each original work is painted on location in the alla prima tradition. Join us to celebrate the artists and […]

    Free
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