Why the Holidays Can Be So Hard: Grief, Family Conflict, and Letting Go of Expectations

Many people experience increased grief, loneliness, and family stress during the holiday season. In this blog, a Calgary therapist explores why the holidays can be emotionally challenging, how grief and unmet expectations show up, and ways to support yourself through this complex time.

Tri Lotus Psychotherapy

12/15/20255 min read

a group of women in colorful pajamas laying on a bed
a group of women in colorful pajamas laying on a bed

For many people, the holiday season is painted as a time of joy, connection, and warmth. But as Tri Lotus Psychotherapy therapists, we see another reality just as often: the holidays can amplify grief, loneliness, and family stress. If you’ve ever wondered “Why does this season feel harder emotionally?”, you’re not alone.

As a Calgary therapist, we often remind clients that struggling during this time is not a sign that something is wrong with them. It’s a sign that they’re human.

Grief During the Holidays

Grief has many forms, and the holidays have a way of intensifying what (or who) feels absent. Seasonal traditions, family gatherings, and cultural expectations often highlight losses that may feel quieter during the rest of the year. Because of this, many people notice their grief feels heavier or more present during the holidays. This does not mean healing has stopped, it means grief is responding to meaningful reminders.

Grieving loved ones

If you’ve lost someone close to you, Christmas or other holidays often look and feel different afterward. Empty chairs, familiar music, shared recipes, or long-held traditions can bring up waves of sadness, emptiness, longing, or disbelief. Many people worry they are “going backwards” when these feelings resurface, but grief is not linear. Emotional surges around meaningful dates are a normal and expected part of grieving. Feelings of guilt can arise when moments of joy surface during the holiday season, but it's okay to give yourself permission to feel happiness too.

Grieving a pet

The loss of a pet can feel just as painful as losing a person, especially when they were part of your daily routine or holiday rituals. Pets often represent unconditional love, comfort, and emotional safety, making their absence deeply felt during quieter moments. Unfortunately, pet grief is sometimes minimized by others, which can add feelings of isolation. Your grief is valid, regardless of whether others fully understand it.

Grieving what never was

Not all grief is tied to death. Many people grieve experiences, relationships, or versions of family life they never had the chance to experience. This type of grief can feel confusing or hard to name, yet it is deeply real and impactful.

People may grieve:

  • The family connection they wish they had

  • The childhood they deserved but didn’t receive

  • The version of themselves they had to be to keep the peace

  • The loss of familiar traditions after divorce, estrangement, distance, or other major changes

This grief often surfaces when expectations clash with reality, especially during family-centered holidays.

Grief that appears during healing

When people begin therapy, increased insight into childhood experiences or family dynamics often brings grief to the surface. Understanding how deeply certain experiences shaped you can be both liberating and painful at the same time. Many clients notice sadness for younger versions of themselves or for needs that went unmet. Healing can sometimes change how you view your childhood or relationship with your family. This process can feel especially intense during the holidays, when family systems and emotional patterns are more visible.

Family Conflict and Unmet Expectations

Returning home for the holidays can bring up many emotional layers, even when the visit is brief. Being back in familiar environments can activate old family roles, memories, and expectations before we realize it. Many people notice they feel more reactive, sensitive, or emotionally flooded in ways that don’t match who they are in their everyday lives. This isn’t regression, it’s your nervous system responding to deeply learned relational patterns.

Emotional tension

Even in loving families, old dynamics often resurface quickly during the holidays. Many people describe feeling like they’re “treated like a child again,” which happens because family systems naturally fall back into familiar roles under stress or closeness. Comments, jokes, or expectations that once felt manageable may now feel invalidating or painful. This tension can be especially difficult when you’ve grown, changed, or done therapeutic work that your family hasn’t participated in.

Pressure to conform

The holidays often come with unspoken rules about how you should show up, what traditions you should follow, and how grateful or cheerful you should feel. You may feel pressure to participate in rituals that no longer align with your values, boundaries, or emotional capacity. This can create an internal tug-of-war between honouring your personal growth and trying to keep the peace. Over time, this pressure can lead to resentment, emotional shutdown, or burnout.

Trying to set boundaries

Even when you’ve practiced boundaries in therapy, setting them with family can feel especially challenging. You may want to protect your wellbeing while also avoiding guilt, conflict, or disappointing others. This can leave people feeling stuck, knowing what they need but struggling to ask for it. It’s important to remember that boundaries aren’t about control or punishment; they’re about maintaining emotional safety and self-respect.

Why It Hits Harder When You’re Healing

When you grow, your awareness grows too, and awareness makes old wounds more visible. As you heal, you may begin to notice patterns, dynamics, and emotional triggers that once felt “normal” or invisible. This increased clarity can feel empowering, but it can also bring grief, anger, or sadness to the surface. The holidays often intensify this contrast between who you’re becoming and the environments that shaped you.

You might notice:

  • Patterns you never saw before

  • Emotional triggers that make more sense now

  • A deeper understanding of how your childhood shaped you

  • A desire for healthier relationships that your family may not be ready to offer

This contrast, your inner healing alongside unchanged family dynamics, can make the holiday season feel heavier and more emotionally complex.

Coping Strategies for the Holiday Season

If this time of year is difficult for you, there are ways to make it more manageable and grounded. Therapy in Calgary services can also help you create a personalized plan.

1. Create your own rituals

Your holidays don’t need to look like anyone else’s. Build routines, traditions, or quiet moments that feel meaningful to you or allow you time to recharge amidst the holiday chaos.

2. Give yourself permission to grieve

Whatever you’re grieving; someone you lost, something you needed, or a version of family that didn’t exist, your feelings are valid. Some people find it helpful to think of ways to honour their loved one(s) who have passed during the holiday season. Some examples of what this can look like are: cooking or baking their favourite recipe, saving a seat for them at the table, writing them a letter, or engaging in a tradition they loved.

3. Set boundaries

This might look like:

  • Limiting time at gatherings

  • Saying no to conversations that feel unsafe

  • Taking breaks to regulate your emotions

  • Deciding on a tradition that is for you and honouring it.

  • Boundaries aren’t walls, they’re forms of self-respect.

4. Plan ahead

Identify your triggers and create exit strategies. Make a plan with a loved one (spouse, other family member etc.) for how to participate in the gathering, while still prioritizing your wellness (ex. create a signal for when it is time to leave or you need help transitioning away from a conversation). A therapist can help you prepare for difficult interactions and develop coping tools.

5. Seek grounding in connection

Lean into the support of chosen family, friends, partners, nature, or spiritual practices.

6. Honour loved ones

Lighting a candle, making a favourite dish, or sharing a memory can help keep their presence close.

7. Prioritize self-care

Schedule intentional rest. Even 10-15 minutes a day of quiet, journaling, or breathing space can make a significant difference.

Reflection and Self-Compassion

If you’re not feeling “festive enough,” please know that nothing is wrong with you. The holidays are emotionally layered, and healing often brings clarity, tenderness, and grief to the surface.

Remember:
Healing isn’t losing something - it’s gaining awareness, courage, and choice.

And sometimes…
“Peace looks like doing things differently.”

If the holidays are bringing up more than you expected, grief counselling can provide a supportive space to explore what you’re carrying, with therapists in Calgary who understand the complexity of this season.

Our therapists at Tri Lotus Psychotherapy offer Free 20 minute Consultation Calls so that you can see if your therapist is a fit before committing to a full session. Schedule one today!

Why the Holidays Can Be So Hard: Grief, Family Conflict, and Letting Go of Expectations