One of Toronto’s most spirited holiday bars, Little Sister, returns this season with its iconic festive pop-up takeover – Java Jingle taking place at its two Toronto locations (102 Portland St. and 2031 Yonge St.)

For this year’s edition, the takeover has been refreshed with a Winter Wonderland theme, bringing a new look and experience to the holiday season. Guests can expect the two-level Portland space to be transformed with layered lighting, frosted glass details, and a palette that blends wintry whites with Little Sister’s signature tropical touches. The space is designed to feel like a soft escape from the season.

“It’s still about joy and celebration,” says General Manager and Bar Manager Robin Wynne, “but we wanted to evolve the concept—something cozier, sleeker, and more atmospheric. More magic.”

This year’s Java Jingle takeover features 12 festive cocktails, alongside seasonal shots and non-alcoholic options.  Over the years, Little Sister has become a cult favorite among Toronto’s nightlife crowd for its extravagant décor and nostalgic holiday atmosphere. In keeping with tradition, the full Little Sister food menu will remain available throughout the pop-up’s run, ensuring guests can enjoy the restaurant’s signature Dutch-Indo dishes alongside the limited-edition cocktails.

The cocktail program, long at the heart of Little Sister’s December celebrations, returns with a mix of returning favourites and new seasonal creations that blend winter spices, tropical fruit, and house-made syrups.

Java Jingle runs from November 13th through December 31st at Little Sister Portland (102 Portland St.), with reservations strongly recommended. Those looking to make reservations can reserve their spots HERE for Portland St. and HERE for Yonge St.

About Little Sisters

Inspired by one of the founders’ time in the Dutch Navy and the long, complicated history between the Netherlands and Indonesia. Litter Sisters presents a food bar environment that celebrates the multitude of flavours of Indonesian cuisine. Their dishes feature homemade spice blends crafted from fresh herbs and spices, as well as special imported products from Indonesia.

As always, you can keep up with all the fun happenings in Toronto and the Greater Toronto Area on efosa.

Little Sister on Yonge Street

When: November 13th until December 31st, 2025

• Sundays and Mondays, 4:30 pm to 9:30 pm
• Tuesdays to Saturdays, 4:30 pm to 10:00 pm

Where: 2031 Yonge St., Toronto

Admission: Free

Little Sister on Portland Street

When: November 13th until December 31st, 2025

• Sundays and Mondays, 4:30 pm – 9:30 pm
• Tuesdays to Thursdays, 4:30 pm – 10:00 pm
• Fridays and Saturdays, 4:30 pm – 11:00 pm

Where: 102 Portland St., Toronto

Admission: Free