76th Annual Trail Days – American Roots and Cowboy Boots – July 29–August 2, 2026

Welcome to the 76th Annual Pine Bluffs Trail Days!

Join us July 29–August 2 for a full week of community, tradition, and small-town fun. Parade, rodeo, live theater, crafts, food, and more every day.

Wednesday, July 29

7:20 PM

Queen Crowning

Historic High School

7:30 PM

Melodrama: "In Search of the Holy Grill"

Historic High School, 607 Elm Street

Adults $5.00 · 12 & under $3.00 · Preschool free

Thursday, July 30

6:30 PM

Meal Prior to Melodrama

Historic High School, 607 Elm Street

$15.00 per plate for both meal & melodrama

7:30 PM

Melodrama: "In Search of the Holy Grill"

Melodrama only: Adults $5.00 · 12 & under $3.00 · Preschool free

Friday, July 31

1:00–5:00 PM

Fun Friday at Pine Bluffs Swimming Pool

Free admission

5:00–7:00 PM

Toast to Trail Days

Pine Bluffs Distilling, 115 Bourbon Street

Hosted by the Mayor and Town Council

5:00–8:00 PM

Pine Bluffs High School 2016 State Championships Reunion

Currie's Bakery & Steakhouse

Family dining · Float in Saturday's Parade

6:00 PM

Jackpot Team Roping

Local Arena

Enter at 6, rope at 7

6:30 PM

Meal Prior to Melodrama

Historic High School, 607 Elm Street

$15.00 per plate for both meal & melodrama

7:30 PM

Melodrama: "In Search of the Holy Grill"

Melodrama only: Adults $5.00 · 12 & under $3.00 · Preschool free

Saturday, August 1

7:00 AM

Longhorn Stampede

1 mile or 5K walk/run

Starting line at Community Center, 708 Lawson Street

Pre-register $20 by July 13 or $25 on race day. Registration includes fun run t-shirt. Info and registration: 307-245-3756

10:00 AM

Grand Parade

Main Street

Theme: "American Roots & Cowboy Boots"

Info and entries: Heather 307-287-8083

11:00 AM

Pulled Pork Barbeque

City Park

Sponsored by the Trail Days Committee

Covered Wagon Car & Bike Show

North side of park

Info: Jeff 307-274-1927

Pie & Coffee

United Methodist Church Hall

Info: 307-245-3781

12:00 PM

Teenage Rodeo

Arena Complex, 2nd & Beech Street

Entries: Call in 5–9 PM Monday July 27th. Call or text 307-631-2227

1:00 PM

Horseshoe Tournament

Pit south of PB Pool

Info: Brian 307-275-0072

5:00–11:00 PM

Park Party

Town Park on Main Street

Family-friendly evening sponsored by Town of Pine Bluffs

Live music, food trucks, kids activities, bounce houses, lawn games, and adult beverages. Info: Allie 307-640-2019

7:30 PM

Melodrama: "In Search of the Holy Grill"

Historic High School, 607 Elm Street

Adults $5.00 · 12 & under $3.00 · Preschool free

Sunday, August 2

9:30 AM

Cornerstone Church Breakfast Burritos

Cornerstone Church

Breakfast burritos prior to 10 AM church service. Call Dan at 307-256-3265 or Dean at 307-287-0261

10:00 AM

Co-Ed Mud Volleyball Tournament

PB Distilling, 115 Bourbon Street

$70 per team. Registration deadline July 29th by 4 PM. Limited to 36 teams. Info and registration: 307-245-3746

Conner Graves & Tyler Morgan Memorial Cornhole Tournament

Pine Bluffs Ball Field, US 30 & Beech

1:00 PM

Pine Bluffs Veterans Memorial Brick-Laying Ceremony

215 Main Street

Quilts of Valor and Rocky Mountain Honor Flight in attendance