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Woman cross country skiing in Lapland Finland in sunset

Winter Holidays

All Winter Holidays

Finnish Wilderness Week

Riisitunturi National Park, Finland (photo by Erkki Ollila)
8 Days from CAD 4,179
CAD 3,795

Guided Group (Incl. Taxes)

Mixed activity week in a remote part of Finland


Iceland Northern Lights

Aurora over Jokulsarlon
5 Days from CAD 2,775

Guided Group (Incl. Taxes)

See Iceland's best sights in one weekend


Cross-country Skiing: Kvitavatn

skiing down from Gaustatoppen
8 Days from CAD 2,949
CAD 2,675

Guided Group (Incl. Taxes)

Ski through the magnificent Norwegian wilderness


Cross-Country Skiing in Venabu

Winter Holidays
8 Days from CAD 3,445

Guided Group (Incl. Taxes)

This is one of our most popular cross-country skiing holidays with Headwater guests returning year after year.


Transylvania Winter Walk & Snowshoe

Carpathians sunset, Transylvania, Romania
8 Days from CAD 2,475

Guided Group (Incl. Taxes)

Wander through the mountains and forests of Transylvania.


Cross-Country Skiing in Lapland

Winter Holidays
8 Days from CAD 2,845

Self-Guided Holidays (Incl. Taxes)

Stay in Yllas, a cross country skier's paradise in the heart of Finnish Lapland.


Snowshoeing in Finland

Group snowshoeing in Oulanka NP, Finland
8 Days from CAD 3,999
CAD 3,995

Guided Group (Incl. Taxes)

Snowshoeing in the stunning wilderness of Finland


What a fabulous trip! I’d never been on a group holiday before, or on a winter holiday, so I didn’t really know what to expect. I was very lucky that the group were great and that we all got on well. It was an amazing experience, with many memorable and fantastic moments. At one point I felt like I was on top of the world, the scenery was truly breathtaking. The hotel was great, very quirky and characterful with a nice spa. I booked a massage mid week which helped weary muscles!

Kelly Watts Snowshoeing in the Dolomites

Stunning, challenging hikes in the glorious Dolomites; staying in a lovely, quirky, family-run hotel with good food and wine.

Joanna Marks Snowshoeing in the Dolomites

I had high expectations for this holiday but it was even more amazing than I could’ve imagined! Every day was packed with new experiences and challenges, all overseen by expert guides who were a joy to spend our week with. Base camp is warm and welcoming with great food and hot drinks and blazing fire on tap.

sarah clothier Finnish Wilderness Week

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Our Winter Experts

Winter Holidays

Tom Wilkinson

Family & Winter Programme Manager

Winter Holidays

Valentina Chironna

Customer Operations Executive