- Daddy/Daughter Dance: Held annually in March/April. Space is limited each year, so watch the papers and/or website for updates. Contact Recreation Coordinator at 965-1208 for more info.
- Mother/Son Night: Held in April. Watch the papers and/or website for info. Contact Recreation Coordinator at 965-1208 for more info.
- Easter Egg Hunt/Easter Bunny: Held at Town Hall with separate areas available for various age groups.
- Memorial Day Parade: Contact Chuck Nickles 893-1277 for more info.
- Strawberry Festival: Annually in June. Contact Nesmith Library at 432-7154 for more info.
- Town Day: Annually in June at Griffin Park.
- Fireworks: held in June at Windham High; contact the Recreation Office at 965-1208 for info.
- Senior Picnic: Summer at Windham High School. Hosted by Town staff. Free to Windham seniors. Contact the Recreation Office at 965-1208 for more info.
- Harvest Festival: Annually in October. Contact the Recreation Coordinator at 965-1208 for more information.
- Lion's Club Annual Halloween Party: Contact Fred Linnemann at 432-5698 for more info.
- Senior Christmas Party: Held at Castleton. Contact Recreation Coordinator at 965-1208 for more info.
- Christmas Tree Lighting/Visit from Santa: Held annually on the Town Common/Town Hall.