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Singapore Long Weekends 2027: Best Dates to Take Leave
Singapore Long Weekends 2027: Best Dates to Take Leave
We put together this list of Singapore long weekends for 2027 to help you plan leave early and lock in the best dates before flights and hotel rooms fill up. A handful of public holidays this year line up well with weekends, so a single day of leave can stretch into a much longer break.
New Year's Day: 1 January 2027
New Year's Day falls on a Friday in 2027, giving you a three-day weekend from Friday to Sunday without touching your leave balance. It is an easy way to start the year with a short trip or a quiet staycation.
Chinese New Year: 6 and 8 February 2027
Chinese New Year runs from Saturday 6 February to Monday 8 February 2027. Since the holiday sits right at the start of the week, many people add one or two leave days around it to build a longer trip.
Flights and hotels for this period get booked out fast, so early planning matters here more than for most other holidays on this list.
Good Friday: 26 March 2027
Good Friday falls on Friday 26 March 2027, giving a three-day weekend without using any leave. It suits a short regional trip or a low-key weekend at home.
Vesak Day: 20 May 2027
Vesak Day falls on Thursday 20 May 2027. Taking Friday 21 May off turns this into a four-day weekend from Thursday through Sunday, for the cost of a single leave day.
This is one of the strongest leave opportunities on the 2027 calendar, since one day off buys you four days away.
National Day: 9 August 2027
National Day falls on Monday 9 August 2027, creating a three-day weekend from Saturday to Monday with no leave required. It is a good window for family time, local events, or a short regional getaway.
Deepavali: 28 October 2027
Deepavali falls on Thursday 28 October 2027. As with Vesak Day, taking Friday 29 October off gives you a four-day weekend using just one leave day, making it another strong pick for the year.
Plan These Dates Early
The long weekends above are popular with a lot of people at the same time, so flights and hotel rooms tend to sell out or rise in price closer to the date. Booking early, and putting in your leave request as soon as the dates are confirmed, gives you a better shot at both.
For the complete list of public holidays this year, see our Singapore Public Holidays 2027 calendar. If you are comparing holidays across different years, our Singapore Public Holidays hub covers every year in one place.
Final Thoughts
2027 offers several good opportunities for a longer break in Singapore, especially around Vesak Day and Deepavali, where one leave day buys a four-day weekend. Check the exact dates, pick the breaks that suit you, and put in your leave early.