The Ski Moms Podcast

Jessica Winstanley Talks Skiing and Squash with the Ski Moms

The Ski Moms Season 3 Episode 37

Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.

0:00 | 43:51

Send us Fan Mail

Become a Premium Subscriber and Support the Ski Moms for $3/month

In this episode we meet with Jessica Winstanley a ski and squash mom, who carves out time from her busy life in NYC to ski Plattekill Mountain. Plattekill has everything Jess and her family are looking for in a local ski resort, located in Roxbury, New York, a 3 hour drive from New York City.

Jessica tells us more about the sport of squash. We learn about what we would expect to see at a squash match and some of the basis rules. Squash is a physically demanding sport that requires some serious strategy. It’s fast paced and a great workout. 

But to bring it back to skiing, Jessica knew early on that skiing was going to be part of their family life.  The family started at Mohawk Mountain (Cornwall, CT) and went on to other areas within driving distance of NYC. Eventually Jess found her happy place, Plattekill Mountain (Roxbury, NY) first taking day trips and then renting a seasonal ski house.  Jessica had great things to say about the mountain’s race and learn to ski programs. 

Keep up with the Latest from Nicol Squash:
Website:
www.nicolsquash.com

Resources:

Don't miss the Annual Tent Sale, happening August 7th through 9th at the Woburn store only. The sale kicks off Friday at 5 p.m. and continues all weekend, just in time for Massachusetts Tax-Free Weekend.

Stop by Salem, Woburn, or Framingham, and head to skihaus.com to check store hours and get exact locations.


Register by August 15, 2026, and use code SKIMOMSRETREAT to save $100 on your trip.

Visit www.theskimoms.co/events to see the 2027 lineup and reserve your spot.


Get the best gear recommendations and trip-planning tips directly to your inbox. Head to skimom.substack.com to subscribe. Join for free—or upgrade for all the premium perks. 

Premium subscriptions start at just $5 a month and get to listen ad-free and unlock exclusive content, including insider travel guides, packing lists and more. 


Support the show

Keep up with the Latest from the Ski Moms!
Website: www.theskimoms.co
Ski Moms Discount Page: https://www.theskimoms.co/discounts
Ski Moms Ski Rental Homes
Join the 13,000+ Ski Moms Facebook Group
Instagram: https://www.instagram.com/theskimoms/

Send us an email and let us know what guests and topics you’d like to hear next!
Sarah@skimomsfun.com
Nicole@skimomsfun.com


Podcasts we love

Check out these other fine podcasts recommended by us, not an algorithm.