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Winter City Breaks

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Ski & Winter Holidays
Winter City Breaks in Europe, Canada and the USA offer so much choice and variety. From family friendly getaways in the school holidays, spontaneous last minute city breaks to Europe or even New Year short breaks with your mates.

Trailfinders offers a range of winter weekend breaks and our expert travel consultants are a mine of information on some of the best ideas, where to go and what to do, often with first-hand travel experience. Whether you want to explore the underground city in Toronto, sip mulled wine in the European Christmas Markets or hit NYC for a shopping weekend, they are the perfect people to ask.
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OUR WINTER CITY BREAKS

If you’re looking for some inspiration, here's our selection of our Winter City Breaks across Europe, Canada and the USA. Alternatively, give us a call and speak to our expert travel consultants.
Festive New York City Break
Festive New York City Break
USA
City Break
5 days / 4 nights

December is a magical month for a trip to New York as the holiday season is in full swing, bringing with it twinkling Christmas lights, twirling ice skaters, sensational shopping and plenty of festive cheer – along with all the usual iconic sightseeing!

Guide Price: €775 pp

Guide Price: £659 pp

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Christmas on the Amalfi Coast
Christmas on the Amalfi Coast
Winter City Breaks

Celebrate Christmas in true Italian style on the beautiful Amalfi coast. Learn about the regions rich history and take a fascinating trip to the preserved city of Pompeii. Enjoy traditional songs on Christmas Eve and a festive feast on Christmas Day on this seasonal tour in one of Italy’s most stunning areas.

Celebrate Christmas in true Italian style on the beautiful Amalfi coast. Learn about the regions rich history and take a fascinating trip to the preserved city of Pompeii. Enjoy traditional songs on Christmas Eve and a festive feast on Christmas Day on this seasonal tour in one of Italy’s most stunning areas.

Guide Price: € pp

Guide Price: £ pp

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Stuttgart and beyond at Christmas: Magical Markets, Medieval Adventures and Fairytale Castles
Stuttgart and beyond at Christmas: Magical Markets, Medieval Adventures and Fairytale Castles
Germany
City Break
5 days / 4 nights

Explore the Neckar Valley on a festive adventure like no other. Begin at one of Germany’s oldest Christmas markets in architecturally diverse Stuttgart before continuing on a journey that will take in the city’s amazing museums and illuminated gardens. Next time travel into the immersive world of Esslingen’s Medieval Christmas market and witness remarkable performances and craftsmen amongst the timbered-houses of the historic town. Finally travel through enchanting forests and valleys before visiting the fairytale hilltop castle of Hohenzollern before returning home full of winter wonderment.

Guide Price: €345 pp

Guide Price: £275 pp

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Festive Copenhagen City Break
Festive Copenhagen City Break
Denmark
City Break
4 days / 3 nights

Step into the festive spirit on this enchanting city break to Copenhagen. Soak up the atmosphere at one of many Christmas markets, be tempted by delicious Danish treats and discover the highlights of this wonderful city.

Guide Price: €305 pp

Guide Price: £245 pp

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Budapest's Christmas Markets
Budapest's Christmas Markets
Hungary
City Break
4 days / 3 nights

Joined by the beautiful Chain Bridge, Budapest comprises of Buda on the west and Pest on the east. The capital of Hungary boasts unique architecture, historic spas and of course spectacular Christmas markets full of steaming mulled wine, authentic folk art and an array of traditional handcrafted gifts.

Guide Price: €385 pp

Guide Price: £325 pp

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Munich's Christmas Markets - City Break
Munich's Christmas Markets - City Break
Germany
City Break
4 days / 3 nights

Not only famous for thrilling Oktoberfest, Munich’s Christmas markets are up there with Europe’s best. Discover an enticing mix of traditional festivities, quirky stalls and delicious cuisine on a visit to the Bavarian capital.

Guide Price: €379 pp

Guide Price: £309 pp

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Prague's Christmas Markets - City Break
Prague's Christmas Markets - City Break
Czech Republic
City Break
4 days / 3 nights

Renowned as one of Europe’s best Christmas markets, the Czech capital Prague is filled with bright lights, delicious aromas and festive cheer. A winter break here is the ideal way to get into the Christmas spirit as you discover an array of fantastically decorated wooden huts stocked with local handicrafts, traditional snacks and warming drinks.

Guide Price: €829 pp

Guide Price: £679 pp

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Strasbourg - The Capital of Christmas
Strasbourg - The Capital of Christmas
France
City Break
4 days / 3 nights

Discover the magical city of Strasbourg, nicknamed the ‘Capital of Christmas’, where picturesque medieval houses encase brightly-lit Christmas markets and winding canals. With the festive season in full swing, you can expect picture-perfect scenes waiting around every corner.

Guide Price: €515 pp

Guide Price: £449 pp

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Classic Montreal
Classic Montreal
Canada & Alaska
City Break
5 days / 4 nights

Montréal is a city for lovers of art, culture and music, with a great dining scene and a real sense of 'joie de vivre'. Canada’s artistic and cultural powerhouse boasts dozens of theatres and hosts over 100 festivals each year. Fully embracing each and every season, there’s always an ideal time to visit.

Guide Price: €699 pp

Guide Price: £575 pp

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Reykjavik & New York: Blue Lagoon to the Big Apple
Reykjavik & New York: Blue Lagoon to the Big Apple
Iceland
Multi Centre Holiday
8 days / 7 nights

Combine mesmerising Iceland with incredible New York for an extraordinary holiday contrasting the geological wonder of Reykjavik with the skyscrapers and bright lights of the Big Apple.

Guide Price: €1,575 pp

Guide Price: £1,289 pp

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Classic Toronto
Classic Toronto
Canada & Alaska
City Break
5 days / 4 nights

From its expansive waterfront to its varied neighbourhoods and chic shopping boutiques, friendly Toronto is the perfect city break. Adding to its allure, the thundering waters of Niagara Falls are only a short trip away, meaning it’s guaranteed to linger in your memory.

Guide Price: €889 pp

Guide Price: £729 pp

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Silent Nights and the Sounds of Christmas in Salzburg
Silent Nights and the Sounds of Christmas in Salzburg
Austria
City Break
4 days / 3 nights

Immerse yourself in the epitome of Austrian Advent and uncover the joyful atmosphere of this spectacular city that exudes charm with its cobblestone streets and stunning alpine backdrop. During this special period, admire the beautifully adorned streets, the intricate nativity scenes and appreciate the enticing aromas of delicious indulgences.

Guide Price: €415 pp

Guide Price: £335 pp

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View all our Winter City Breaks
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