North America
Canada
Canada
Vancouver & Whistler, BC
A West Coast winter week with friends: three ski days across Whistler and Blackcomb, then a short downtown Vancouver stay with a Canucks game to finish.
Best For Families looking for a ski week with friends and a short coastal-city stop in one route.
Price: $0 CAD Regular price:
Canada
Canada
Newfoundland
Newfoundland's east coast, from St. John's to three nights on Fogo Island, with coastal trails, outports and fishing villages, icebergs in July and time on the water.
Best For Travellers after coastal hiking, small fishing communities and an island stay to finish.
Price: $0 CAD Regular price:
Canada
Canada
Big White, Kelowna, BC
A short ski escape to Big White in the Okanagan, with true ski-in, ski-out ease, tree runs, good snow and dinners in the village between full days on the mountain.
Best For Skiers after a quick trip with the lifts steps away, on a resort that skews family over nightlife.
Price: $0 CAD Regular price:
Canada & U.S.A.
Canada & U.S.A.
Whistler, BC & Seattle, WA
Skiing first, then the stands: two days on Whistler and Blackcomb, then downtown Seattle for a Kraken game and the Seahawks on New Year’s Day, all over the holidays.
Best For Families combining a Whistler ski trip with a Seattle sports weekend over the winter holidays.
Price: $0 CAD Regular price:
U.S.A.
U.S.A.
Jackson Hole, WY
A multigenerational ski week in Jackson Hole beneath the Tetons: skiing for every ability, backcountry and wildlife tours and a mountain town with a country cool off the slopes.
Best For Those who want challenging skiing, with enough for gentler skiers that no one is left behind.
Price: $0 CAD Regular price:
U.S.A.
U.S.A.
Chicago, IL
Chicago in late December, a walkable river city of landmark architecture and storied arenas, with three leagues in four nights and a five-star stay on the river between games.
Best For Sports-loving families after a game most nights, with the days free for the city.
Price: $0 CAD Regular price:
U.S.A.
U.S.A.
New York City, NY
New York City in December, lit up from Midtown to Wall Street. Two nights balanced between the season's big spectacles and the calmer pace of the Upper West Side.
Best For Couples or friends after a festive New York weekend built around Christmas traditions.
Price: $0 CAD Regular price: