HOLIDAY SHOPPING SPREE: SHOP SMALL TO WIN BIG!

November 1st, 2025|

It’s time for the DSA's Annual Holiday Shopping Spree!! From November 1st to November 30th, enter the Holiday Shopping Spree by texting photos of receipts from purchases made at Downtown Sheridan businesses to the Downtown Sheridan Association at 307-336-7595. Each submission counts as one entry, and there is no limit on entries. The winner will receive a $1,000 shopping spree to be split at up to three participating downtown businesses. Entries are doubled during the Christmas Stroll on November 28th, and tripled on Small Business Saturday on November 29th! The winner will be randomly selected and contacted on December 5th! Shop Small to Win Big!

WEEKEND HAPPENINGS | OCTOBER 31 – NOVEMBER 2

October 31st, 2025|

Happy Halloween from the DSA!! Plenty of festive happenings to keep you busy this weekend in Downtown Sheridan! First Northern Bank of Wyoming Sheridan’s Pet-O-Ween is happening all day today! Don your best duds and stop in for a chance to win a special basket for you and your pet! Tonight, and Saturday night the Kalif Shrine Center is hosting their annual Halloween Tunnel of Terror! From 6 PM to 10 PM experience a thrilling haunted house welcome to all ages! This Saturday head to the WYO Performing Arts & Education Center for the Day of the Dead!! Starting at 2 PM this awesome day of celebration features a movie presentation, face painting, dance lessons and much more!! While this event is free and open to the public, the live performance by the Villalobos Brothers at 7 PM is ticketed, so reserve yours today at the WYO!! Relive your glory days at Black Tooth Brewing - Sheridan Millennial Madness Party at 7 PM! Dress as your favorite 90s icon or wear your best outfit, and participate in the costume contest at 9 PM to win Black Tooth gift cards!! Tunes by DJ Austin Taylor! See you downtown for a packed and fun-filled weekend!!

HOLIDAY KICK-OFF IN PINK

October 30th, 2025|

Save the date for the Holiday Kick-Off in Pink event starting two weeks from today! November 13th, 14th, and 15th, enjoy three exciting days of shopping, sipping, and celebrating Downtown Sheridan businesses! Discover special promotions and discounts at your favorite shops, festive treats and giveaways, and plenty of holiday excitement throughout downtown. Support local non-profits by shopping at participating downtown businesses on Saturday, November 15th for Give Local day! Lets support local this November for the Holiday Kick-Off in Pink!

WEEKEND HAPPENINGS | OCTOBER 24 – OCTOBER 26

October 24th, 2025|

Tons to do this beautiful October weekend downtown! Don’t miss the Main Street Monster Mash happening Saturday morning at 10 AM for a spectacular spooky celebration. First Congregational Church UCC- Sheridan WY Free Concert returns this evening featuring performances by Abbie Taylor’s vocals and piano skills followed by Betty Whiting on the historic pipe organ! Concert begins at 5:30 PM and all donations benefit the Sheridan College Music Scholarship Program! The WYO Performing Arts & Education Center presents ‘Hello, Dolly!’ a Broadway classic this evening at 7 PM! This fantastic production is a must-see for all theater enthusiasts and beyond, reserve your tickets for tonight or for other showtimes all weekend long! The Main Street Monster Mash is going down Saturday starting with a costume contest on Grinnell Plaza at 10 AM!! Followed promptly with trick-or-treating at participating Main Street businesses beginning at 10:30 AM SHARP! Don your best threads and costumes for this awesome and safe family-friendly extravaganza! Main Street will be closed to vehicle traffic for this event. Friends of the Library Fall Fest is taking place Saturday at 11:30 AM at the Sheridan County Library System Fulmer Public Library! Head over after the Main Street Monster Mash to enjoy games, snacks, book giveaways and much more to continue the festive atmosphere! What a fun-packed weekend- SEE YOU DOWNTOWN!!!