New York PTO planner 2027

Holidays 2027 in New York and what each one gives you

Here is each day off in date order, what it marks, and the quickest way to turn it into a longer stretch.

United StatesiPhoto: Gordon Leggett · CC BY 4.0 · Wikimedia Commons

TexasiPhoto: Leaflet · Public domain · Wikimedia Commons

• Friday, January 1: New Year's Day. New Year's Day opens the year with parades, college football bowl games and a quiet day at home. When it falls near a weekend, it extends the holiday season into a longer break. That makes 3 days off in a row without using any leave, January 1 to 3.
• Monday, January 18: Dr. Martin Luther King, Jr. Day. Honors the civil rights leader Dr. Martin Luther King Jr. on the third Monday of January. Many people volunteer in a day of service, and the Monday creates the first long weekend of the year, popular for ski trips. That makes 3 days off in a row without using any leave, January 16 to 18.
• Monday, February 15: Washington's Birthday (Observed). Officially Washington's Birthday at the federal level and widely called Presidents' Day. Some states place the day elsewhere, even next to Christmas; wherever it sits, it is a classic hook for a long weekend and big retail sales. That makes 3 days off in a row without using any leave, February 13 to 15.
• Monday, May 31: Memorial Day. Memorial Day honors the men and women who died serving in the armed forces. It falls on the last Monday of May and unofficially opens summer: beaches, lake houses and road trips fill up. That makes 3 days off in a row without using any leave, May 29 to 31.
• Saturday, June 19: Juneteenth. Juneteenth marks June 19, the day news of emancipation reached enslaved people in Galveston, Texas. A federal holiday since 2021, it brings festivals, cookouts and family reunions and an early summer day off. It falls on a Saturday, and New York's list has no weekday in lieu for it in 2027.
• Monday, July 5: Independence Day (Observed). The Fourth of July celebrates the Declaration of Independence: parades, barbecues and fireworks. When it lands near a weekend, it creates one of the busiest summer travel stretches of the year. The date itself, Sunday, July 4, falls on a weekend, so the day off is Monday, July 5. That makes 3 days off in a row without using any leave, July 3 to 5.
• Monday, September 6: Labor Day. Labor Day honors American workers on the first Monday of September and marks the unofficial end of summer. It is the last big long weekend for beaches, lakes and road trips before school is back in full swing. That makes 3 days off in a row without using any leave, September 4 to 6.
• Monday, October 11: Columbus Day. Columbus Day falls on the second Monday of October. Banks, schools and federal offices close in many places, and the long weekend is peak time for leaf peeping in New England and the Appalachians. That makes 3 days off in a row without using any leave, October 9 to 11.
• Thursday, November 11: Veterans' Day. Veterans Day honors everyone who served in the U.S. armed forces, on November 11, the anniversary of the First World War armistice. Federal offices and many schools close; many businesses stay open. Take Friday, November 12 off and you have 4 days in a row, November 11 to 14.
• Thursday, November 25: Thanksgiving Day. Thanksgiving falls on the fourth Thursday of November: turkey, family and football. It is the busiest travel weekend of the year in the United States, so book flights and drives early. Take Friday, November 26 off and you have 4 days in a row, November 25 to 28.
• Saturday, December 25: Christmas Day. Christmas Day is a federal holiday: most shops close and families gather. The weeks around it are a peak time for flights and drives, so book early if you plan to travel. It falls on a Saturday, and New York's list has no weekday in lieu for it in 2027.

How far each PTO day goes in 2027

With 1 PTO day the longest run you can build is 4 days, November 11 to 14. Three days stretch to 6 days off (November 6 to 11). Five days, a typical week, become 10 days off around New Year's Day, January 1 to 10.

iPhoto: David Kernan · CC BY 4.0 · Wikimedia Commons

Ten days, the most this planner books in one go, give 18 days in a row, January 1 to 18. For nine days or more away you need 4 PTO days.

Many US employers offer around 10 to 15 PTO days a year. Spend four of them well and you can have two four-day weekends and one long week, without touching the rest.

2027 through the seasons

Winter: New Year's Day on January 1, Dr. Martin Luther King, Jr. Day on January 18, Washington's Birthday (Observed) on February 15 and Christmas Day on December 25. The pick of the season is December 25, 2026 to January 3, 2027 with 4 PTO days for 10 days off.

iPhoto: Felix König · CC BY 3.0 · Wikimedia Commons

Spring: Memorial Day on May 31. The pick of the season is May 29 to June 6 with 4 PTO days for 9 days off.

Summer: Juneteenth on June 19 and Independence Day (Observed) on July 5. The pick of the season is July 3 to 11 with 4 PTO days for 9 days off.

Fall: Labor Day on September 6, Columbus Day on October 11, Veterans' Day on November 11 and Thanksgiving Day on November 25. The pick of the season is November 11 to 14 with 1 PTO day for 4 days off.

Long weekend ideas from New York

New Yorkers head to the Hudson Valley and the Catskills for fall color, the Hamptons and Montauk in summer, the Finger Lakes for wine weekends, and the Adirondacks for lakes in summer and skiing in winter.

iPhoto: Bernard Gagnon · CC BY-SA 3.0 · Wikimedia Commons

Your strongest stretches this year fall in December, January and February, so pick the trip that suits that season, and book early: everyone else in New York has the same days off.

Where these dates come from

Every date on this page comes from the official source for New York: NYS Department of Civil Service: 2027 Calendar of Legal Holidays and OPM federal holidays, read directly and compared day by day with an independent second source. A year appears once its official list is published, and we never fill a gap with another state's dates.

iPhoto: Keith Pomakis · CC BY-SA 2.5 · Wikimedia Commons

The planner treats weekends and full holidays as free days and works out where your PTO days turn into the longest time off. Days kept in part of New York or as observances are shown but never counted. Last checked on October 1, 2026.