Welcome to Okemo Trailside!

One of the pioneer communities built adjacent to the Okemo Mountain Resort, our association consists of 209 units nestled between Sachem Trail and the South Face of Okemo.

With home sizes ranging from 1 bedroom and 1 bathroom to 3 bedroom and 4 bathrooms, we are built to support families and groups of all types and sizes.

The Okemo Trailside community consists of unique villages: Algonquin, Arapaho, Iroquois, Village IV and Village IVA.

Each village is different in its own way! From the architecture to the services, with almost 10% of the units having ski on and ski off options, and Village IV and IVA having its own winter shuttle service.

All the units share in their own independent water and road systems, a community pool, and tennis court. We also have year-round beauty, with incredible vistas of the Okemo Valley from almost the entire complex.

Professionally Managed locally by TPW, our homes and property are maintained and monitored without the need for additional services. Problems are evaluated, communicated, and solved by on site staff, so “go play and leave the work to them”.

Come see why Okemo Trailside is an incredible place where people experience Okemo’s legendary definition; “All Come Home”.