Chester Bowl is preparing for the upcoming 2026/2027 winter season. The positions listed below are part-time seasonal opportunities unless otherwise noted.
Snowmakers- We are looking for dedicated, winter-ready individuals to help bring our slopes to life by monitoring equipment, teaching volunteers, and ensuring a safe, welcoming environment. This seasonal position runs for approximately 5 weeks during the heart of winter, with shifts typically available from mid-November through late December (weather dependent), though you’ll select your own 4.25-hour rotations including overnight, early morning, and evening hours. You won’t be scheduled, instead you select what shifts you would like to work. Snowmaking Staff earn $14–$16/hour and receive great perks like a free season pass and equipment rentals. If you’re at least 18, have a valid driver’s license, and are ready to work safely and enthusiastically in cold weather conditions, we’d love to have you on the hill! Here’s the job description for this position. Complete an application and submit it with a resume and cover letter to joel@chesterbowl.org.
Terrain Park Coordinators- Are you passionate about park riding and want to help create a safe, fun, and accessible space for beginners to learn and progress? We’re looking for someone to help design, install, and maintain our terrain park features while mentoring Cadets and teaching others how to ride park with confidence. This seasonal role totals about 10 hours per week, a great fit for students, locals, or anyone with afternoon/evening availability. You’ll enjoy a free season pass, equipment rentals, and meals during your shifts. If you’re at least 15 (by December 1st), comfortable working outdoors in winter conditions, and ready to bring creativity and safety to the park, we’d love to have you on the team! Here’s the job description for this position. Complete an application and submit it with a resume and cover letter to joel@chesterbowl.org.
Lift Operators- We’re seeking friendly, safety-minded individuals to help guests load and unload smoothly, check lift tickets, maintain terminal areas, and ensure every rider has a positive experience on the mountain. This seasonal role typically runs from early December through mid-March, with shifts available weeknights (3–9 pm), weekdays/weekends (10 am–5 pm), and race days (9 am–5 pm)—perfect for a variety of schedules. Lift Operators earn $13–$16/hour and enjoy fantastic perks including a free season pass, equipment rentals, and meals while working. If you’re at least 18, comfortable working outdoors in winter weather, and ready to bring energy, enthusiasm and a safety minded attitude to the lift line, we want you on our team this season! Here’s the job description for this position. Complete an application and submit it with a resume and cover letter to joel@chesterbowl.org.
Ski Instructors- We’re looking for enthusiastic, experienced skiers who love teaching and want to help newcomers how to build confidence and skills—from first-timers on the bunny hill to those tackling the chairlift. This seasonal position runs primarily on weekends from early January through mid-February, with a dedicated Ski Camp session running December 26–30—perfect for students or anyone seeking a flexible winter schedule. Instructors earn $12.75–$14/hour based on experience and enjoy great perks like a free season pass, equipment rentals, and a meal during each shift. If you’re at least 15 (by December 1st), proficient in skiing, and ready to bring energy, encouragement, and safety to every lesson, we’d love to have you on our instructional team this winter! Here’s the job description for this position. Complete an application and submit it with a resume and cover letter to delaney@chesterbowl.org.
Snowboard Instructors- Do you live for powder days and love watching that “ah-ha” moment when a rider finally nails their first turn? We’re seeking passionate snowboarders to teach lessons, share stoke, and help riders of all levels progress—from learning to stand on the bunny hill to confidently cruising down the chairlift. This seasonal gig runs weekends from early January through mid-February, plus a special camp session December 26–30—ideal for students, gap-year riders, or anyone looking for a fun winter job. Pay ranges from $12.75–$14/hour based on experience, and you’ll score a free season pass, equipment rentals, and a meal each shift. If you’re 15+ (by December 1st), solid on a board, and ready to inspire the next generation of riders, we want to hear from you! Here’s the job description for this position. Complete an application and submit it with a resume and cover letter to delaney@chesterbowl.org.
Girls Shred Instructors- Are you passionate about breaking down barriers and creating space for girls and young women in the terrain park? We’re looking for skilled, inspiring female skiers and snowboarders to teach Level 3 freestyle lessons, coach during Freestyle Fridays, and help build a welcoming community in a traditionally male-dominated space. This seasonal role runs on weekends throughout the season, plus two standalone Girls Shred events. A perfect for anyone committed to empowering young riders to progress with confidence. You’ll earn $12.75–$14/hour based on experience and enjoy a free season pass, equipment rentals, and a meal during each shift. If you’re at least 15 (by December 1st), proficient in freestyle skiing or snowboarding, and ready to mentor, encourage, and uplift the next generation of women in the park, we want you on our team! Send your application, resume, and cover letter to delaney@chesterbowl.org.