2026 season details...

The Winchester Cannons offer a development-first travel baseball season built around local competition, steady progress, and respect for family time. While schedules may vary, our structure and priorities remain consistent from season to season.

Spring 2026 Currently Full | Accepting Fall 2026 Interest

Upcoming Season Events coming soon

Game schedules will be posted here once finalized and updated as the season progresses.

Schedules may adjust based on weather, field availability, and league coordination.

Official Season Starts

Saturday, March 7, 2026

Practice Field

Opening Day Game

Sunday, April 12, 2026

Front Royal, VA | Time TBD

Double Header

Sunday, May 3, 2026

Purcellville, VA  | Time TBD

Showdown in the Valley Tournament

May 22-24, 2026

Winchester, VA | Schedule TBD

what a Winchester cannons Season looks like...

Local Play & Competition

We prioritize local games and healthy rivalries throughout the Shenandoah Valley, including Winchester City, Frederick County, Stephens City, Front Royal, and nearby communities.

Our players compete primarily against other travel baseball teams, providing meaningful competition without excessive travel. This approach strengthens community baseball while keeping weekends balanced.

Practice Rhythm

  • Typically 2 practices per week, plus weekend games or practice. 

  • Local fields in and around Winchester

  • Focus on fundamentals, reps, baseball IQ, and confidence

Practices are planned intentionally and communicated clearly.

Development First

Our season emphasizes:

  • Proper fundamentals and mechanics

  • Understanding the game and situational play

  • Confidence through repetition and support

  • Long-term growth over short-term results

Success is measured by development, effort, and understanding — not just outcomes.

Team Culture & Playing time

Players are encouraged to take pride in how they play and how they represent the Cannons. Positions and playing time are earned through skill development, consistent practice habits, effort, and attitude. This is a competitive, development-focused environment — not a rec program — and opportunities on the field reflect a player’s preparation and readiness.

As players earn roles on the field, our coaches work to develop the complete skill set of each position, helping athletes understand responsibilities, decision-making, and fundamentals specific to their role. Our goal is to challenge players appropriately while preparing them for higher levels of play as they continue to grow.

Grow with the winchester Cannons

The Winchester Cannons are building a healthier, community-driven approach to travel baseball — one that values development, confidence, and joy in the game. Whether you’re a player looking to grow or a family planning ahead, we’d love to stay connected.

Our current roster may be full, but we’re always looking forward.

Join the Interest List to receive updates on future teams, openings that may arise, and upcoming Cannons opportunities.

Spring 2026 Currently Full | Accepting Fall 2026 Interest in 9U/10U