Winter holidays in Italy
Go cross-country or downhill skiing in our Italy winter holidays in the majestic Dolomites and Alps. Bag a villa voted among Europe's top 100 in a year-round sunny valley near St Moritz. Enjoy Michelin-garlanded food and brilliant snow-shoe walks in the Dolomites – or snow-shoe on Mt Etna's volcanic slopes. Away from the snow, go winter walking in Italian Riviera woods filled with herbs, wild fruit – and wild boar.
5 Winter holidays in Italy found
Snowshoeing holiday in the Dolomites
Michelin recommended cuisine & inspiring walks
From £2,149£2,049 to £2,549 8 days inc UK flights
Small group travel:
2024: 14 Dec, 21 Dec
2025: 4 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar
2025: 4 Jan, 18 Jan, 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar, 15 Mar
Up to £100 off selected dates.
Late availability on these dates: 14 Dec, 21 Dec
Late availability on these dates: 14 Dec, 21 Dec
Italian Alps self catering accommodation
Lovely Mountain hideaway in the Italian Alps
From £400 to £950 per week (sleeps 6)
Accommodation
St Zyprian winter walking holiday in the Dolomites
Pink mountains, tranquil villages and virgin snow
From £1,899 to £1,999 8 days inc UK flights
Small group travel:
2025: 25 Jan, 22 Feb, 8 Mar
Highlights of Italy holiday in winter
See a less crowded side of Italy on this winter adventure
From £1,890£1,804 to £2,140 8 days ex flights
Small group travel:
2024: 2 Nov, 9 Nov, 16 Nov, 30 Nov, 7 Dec, 14 Dec
2025: 11 Jan, 18 Jan, 8 Feb, 22 Feb, 8 Mar, 22 Mar, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec
2026: 10 Jan, 17 Jan, 24 Jan, 7 Feb, 21 Feb, 7 Mar, 21 Mar, 31 Oct, 7 Nov, 11 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec
2025: 11 Jan, 18 Jan, 8 Feb, 22 Feb, 8 Mar, 22 Mar, 1 Nov, 8 Nov, 15 Nov, 22 Nov, 29 Nov, 6 Dec, 13 Dec
2026: 10 Jan, 17 Jan, 24 Jan, 7 Feb, 21 Feb, 7 Mar, 21 Mar, 31 Oct, 7 Nov, 11 Nov, 14 Nov, 21 Nov, 28 Nov, 5 Dec, 12 Dec
Up to £200 off selected dates.
Late availability on these dates: 02 Nov, 09 Nov, 16 Nov, 30 Nov, 07 Dec, 14 Dec
Late availability on these dates: 02 Nov, 09 Nov, 16 Nov, 30 Nov, 07 Dec, 14 Dec
Contact Us
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Cross country skiing holiday in the Dolomites, Italy
A famously beautiful range of jagged peaks
From £1,999£1,899 to £2,479£2,379 8 days inc UK flights
Small group travel:
2024: 14 Dec, 21 Dec, 28 Dec
2025: 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar
2025: 25 Jan, 1 Feb, 8 Feb, 15 Feb, 22 Feb, 1 Mar, 8 Mar
Up to £450 off selected dates.
Late availability on these dates: 14 Dec, 21 Dec
Late availability on these dates: 14 Dec, 21 Dec