Fun Ways to Spend the Winter Holidays in Orillia & Lake Country

Fun Ways to Spend the Winter Holidays in Orillia & Lake Country

Winter in Orillia & Lake Country brings a perfect blend of snowy adventure, cozy family moments, and small-town holiday charm. Whether you are visiting for the season or planning a festive staycation, this region offers plenty of ways to slow down, reconnect, and celebrate together. From creative indoor activities to outdoor experiences that showcase the beauty of the area, here are five fun and family-friendly ways to make the most of the winter holidays.


1. Write a Letter to Santa (For Kids, Teens, and Adults Too)

This timeless tradition is a wonderful way for families of all ages to welcome the magic of the holiday season. Set aside a quiet moment to write a thoughtful Letter to Santa. Younger children can dream big, teens can express their hopes for the year ahead, and adults can tap into a bit of nostalgia and self-reflection.

Visitors will find plenty of charming corners throughout Orillia & Lake Country – cozy cafés, scenic lake views, or firelit spaces that make the perfect backdrop for slowing down and putting pen to paper.

Letter to Santa


2. Warm Up Indoors with a Holiday Wordsearch

After exploring the region’s outdoor winter attractions, gather your family and unwind with a Holiday Wordsearch. It’s the ideal indoor activity for winter evenings or snowy afternoons. Families can spread out at their rental cottage dining table, settle into a café with warm drinks, or enjoy a peaceful moment inside a local inn after a day of sightseeing.

This simple activity brings everyone together while providing a relaxing way to recharge.

Winter Word Search


3. Get Creative with a Winter-Themed Colouring Sheet

When you need a break from the cold, a Winter Colouring sheet offers a calm, creative moment for visitors of all ages. It’s an easy way to add some quiet fun to your getaway, perfect for cottages, hotel rooms, or warm café corners across Orillia & Lake Country.

Pair this activity with a hot chocolate from a local bakery or take it along to enjoy while admiring snowy waterfront views.

Winter Colouring Sheet


4. Holiday Bucket List

If you’re spending the holidays in Orillia & Lake Country, this curated Holiday Bucket List provides a wonderful way to explore the season. Whether you are discovering festive lights downtown, stopping into local shops for unique gifts, enjoying holiday treats, or taking in the region’s winter scenery, the list helps guide your seasonal adventures.

It’s designed to inspire simple, meaningful activities that capture the spirit of the holidays while encouraging you to explore the area at your own pace. Read More

OLC Holiday Bucket List


5. Winter Bucket List

Winter stays long past the holidays in Orillia & Lake Country, and the Winter Bucket List is the perfect companion for continued adventure. From scenic trails and lakeside vistas to winter recreation and cozy indoor experiences, the list highlights the many ways visitors can experience the region throughout the season.

Whether you’re here for a snowy family getaway, a romantic retreat, or a weekend of outdoor fun, you’ll find something worth trying as you check off each winter activity. Read More

Winter Bucket List


Embrace the Magic of Winter in Orillia & Lake Country

This region shines during the winter months, offering a mix of outdoor beauty, welcoming small towns, charming shops, cozy accommodations, and family-friendly attractions. By combining creative indoor activities with outdoor exploration, your winter holiday in Orillia & Lake Country can be filled with memorable moments that warm the season.