Posted November 16, 2022

5 Perfect Winter Holiday Destinations


It’s never too early to start getting excited about the holidays, and now more than ever, it’s never too early to start planning them either. Winter’s a beautiful excuse for snow-filled adventures, twinkling lights, delicious hot beverages and treasured memories with loved ones, whether you’re into Christmas, Hanukkah, or simply enjoy layering up. And since airfare prices are at an all-time high, booking ahead for the perfect winter escape is a must in 2022. Not sure where to start? Here are five fun-filled yet picturesque cities around the world to make some holiday magic happen. The cold never bothered you, anyway.

Amsterdam, Photo by Unsplash

Edinburgh, Scotland
Edinburgh’s iconic castle is the Christmas card portrait atop Castle Rock. One of the oldest fortified places in all of Europe, any visit to the former royal residence is an enchanting one, especially during the holidays when a Castle of Light illumination series takes place. Love whisky? You’re in the right place and company. Winter parties are aplenty including St Andrew’s Day’s music and ceilidh dancing and the Hogmanay (New Years) street party and fireworks. The historic Kimpton Charlotte Square Hotel offers the perfect base around those festivities.

Kimpton Charlotte Square Hotel

Toronto, Canada
We’re not going to lie: winter is brutal in Toronto, but that’s why the city boasts a slew of indoor activities, sure to get you in a jolly holiday spirit. The National Ballet of Canada will return with The Nutcracker this December, a beloved family favorite; Fever has Candlelight Concerts throughout the city, while Yorkville’s Kimpton Saint George is sure to keep your bellies warm with treats from their cozy gastropub. Ready to brave the cold? Nathan Philips Square hosts DJ skating parties as well as the annual Cavalcade of Lights display.

Amsterdam, The Netherlands
This Dutch destination has all the ingredients for a festive visit—did you know that Santa Claus was actually based on a Dutch figure known as Sinterklaas? Naturally, that means the city goes all out for all things Christmas, placing a huge tree in Dam Square each year, alongside winter markets, canal lights, a winter parade and much more. Stroll on over from Kimpton DeWitt Amsterdam, our splendid boutique offering in the walkable city center, and see the sights aboard a cruise with drinks and dutch cheese from Viator, where the bookable city experiences are always stellar.

Kimpton Saint George Hotel

Tokyo, Japan
Though Christmas is not a religious holiday in Japan, the country sees it as a way of uniting families, and celebrating all things festive and cute (kawaii). Come to Tokyo from November 1st, and you’ll find the Halloween decorations replaced with snowmen, tinsel, fairy lights and trees—literally everywhere. Marunouchi is the best place to catch the annual display of illuminations, and Mitsui Fudosan hosts a huge ice rink in Tokyo Midtown. When you’re done, mosey over west for holiday shopping in Shinjuku, before retiring at the Kimpton Shinjuku Tokyo.

New York City, USA
No holiday destination list is ever complete without New York City. The Big Apple has festivity in its veins; from the Radio City Rockettes to the Macy’s Thanksgiving Parade. Do your holiday shopping on Black Friday, then hit one of the many ice rinks in town (our pick is Bryant Park). Go sightseeing on The Holiday Ride where street performers, music and comedy will dazzle, or do it the luxe way on Viator’s NYC Lights Tour by Limousine. Stay at Kimpton Eventi Hotel to be smack-dab in the middle of it all.