Skip to content

Vacation Getaways Deals Leap Year 2020

On every golfer's bucket list, a round at Pebble Beach.

Thanks to leap year, there’s an extra day on the 2020 calendar. And as luck would have it, this February 29 falls on a Saturday—a once-in-28-years occurrence. A bonus Saturday is something to celebrate! Check out these great vacation getaways deals. Many perfect for checking off your bucket list, and make the most of your bonus 24 hours in leap year 2020!

Whiteface Lodge is an all-season vacation getaways.

Whiteface Lodge in Lake Placed is an all-season vacation getaway for Leap Year 2020 — and any year.

This post may contain affiliate links. If you click through and buy, TravelingInHeels will get a small commission. Thank you for your support!

Vacation Getaways Deals Leap Year 2020

Not only is it a new year and a new decade, but the roaring ’20s calendar also includes the once in 28-years February 29, Leap Year 2020.  Celebrate this iconic day and year with these vacation getaways deals to cure any travel itch and even check off one more bucket list travel destination. Get ready and pack your bags!

Book a Bucket-List Round at Pebble Beach

On every golfer's bucket list, a round at Pebble Beach.

On every golfer’s bucket list, a round at Pebble Beach. Photo Credit: Sherman Chu

Golfers check a championship round on the world-renowned Pebble Beach Golf Links off their bucket list, marvel at the views along 17-Mile Drive, then savor a legendary California sunset over dinner at The Terrace Lounge.

Say hello to one of the best vacation getaway deals this leap year 2020. Pebble Beach Resorts’ Winter Stay and Play Package makes it easy to pull together a once-in-a-lifetime golf getaway with two nights, two rounds, and a $100 resort credit.

Stay at Palm Beach Marriott Singer Island Beach Resort & Spa 

Escape to paradise at Palm Beach Marriott Singer Island Beach Resort & Spa. Perched oceanfront in West Palm Beach, our luxury resort is the ultimate getaway for every traveler. Photo Credit: Palm Beach Marriott Singer Island

Escape to paradise at Palm Beach Marriott Singer Island Beach Resort & Spa. Perched oceanfront in West Palm Beach in Florida, this luxury resort is the ultimate getaway for every traveler. Photo Credit: Palm Beach Marriott Singer Island

After a morning on the beach or in the water, guests of Palm Beach Marriott Singer Island Beach Resort & Spa can spend a few hours in this leap year 2020 treating themselves to a professional blowout at Aire, the intimate new blow-dry bar at the resort’s luxurious SiSpa.

Nothing says wow like a day at SiSpa. Photo Credit: Palm Beach Marriott Singer Island

Nothing says wow like a day at SiSpa. Photo Credit: Palm Beach Marriott Singer Island

Start with a blowout and wash, then enhance it with a curl or flat iron styling for her or a hot shave for him. Add shine with a lavender and jojoba seed oil treatment or detox with clarifying papaya and tea tree extracts.

Make it a fancy getaway with accommodations AND fine dining at 3800 Ocean. Photo credit: Palm Beach Marriott Singer Island Beach Resort & Spa

Make it a fancy getaway with accommodations AND fine dining at 3800 Ocean. Photo credit: Palm Beach Marriott Singer Island Beach Resort & Spa

Then book dinner for two at Marriott Singer Island’s 3800 Ocean so those good looks don’t go to waste.

Make like Mademoiselle Gaby and Toast your Good Fortune at Sofitel New York

Broadway Theaters, Rockefeller Center and Radio City Music Hall are within an 8-minute walk from this midtown Manhattan Hotel. Photo Credit: Sofitel New York

Broadway Theaters, Rockefeller Center and Radio City Music Hall are within an 8-minute walk from this midtown Manhattan Hotel. Photo Credit: Sofitel New York

In the spirit of the 20s theme, get ready to be inspired. A free-spirited French model who took Manhattan by storm in the 1920s is the inspiration behind the newly rebranded bar at Sofitel New York: Mademoiselle Gaby. We’d like to think the charming young Parisienne would have celebrated Leap Day with a French Side Car at her namesake bar.

Order a French Side Car newly rebranded bar, Mademoiselle Gaby. Photo credit: Sofitel New York

Order a French Side Car newly rebranded bar, Mademoiselle Gaby. Photo credit: Sofitel New York

Guests can try one for themselves at Mademoiselle Gaby’s daily happy hour, 3:30 to 5:30 p.m., and enjoy complimentary canapés by Chef Hohmann. Then turn this into one of the best getaway vacation deals with an overnight stay at Sofitel New York, just

Take it to the Mountaintop (Like an Olympian)

Experience world-class service at The Whiteface Lodge Located in Lake Placid, The Whiteface Lodge is 1.5 miles from Lake Placid and is 1.4 miles from Mirror Lake.

Experience world-class service at The Whiteface Lodge
Located in Lake Placid, The Whiteface Lodge is 1.5 miles from Lake Placid and is 1.4 miles from Mirror Lake. Photo: Whiteface Lodge

Leap Day is a perfect excuse for skiers to hit the slopes, and Lake Placid, New York, is the place to go as the two-time Olympic host town commemorates the 40th anniversary of the 1980 Winter Games.

Ski. Soak. Eat. Repeat. at the all-suite Whiteface Lodge includes two days of lift tickets at Whiteface Mountain, a hearty daily breakfast to fuel the fun, and unlimited access to the resort’s indoor/outdoor heated pool, hot tubs, steam rooms, and saunas.

But Whiteface Lodge isn’t just a winter getaway; it’s also the perfect destination for all seasons.

Explore Beyond the City.

Visit the Wolf Conservation Center in Westchester County New York for a rare look at endangered wolves.

Visit the Wolf Conservation Center in Westchester County New York for a rare look at endangered wolves.

Just minutes from Manhattan, Westchester County is ideal for a last-minute Leap Day getaway. Catch the How We Live exhibit at Hudson Valley MOCA. Hit the trails for a winter hike or cross-country ski adventure. Head to the Wolf Conservation Center for a rare opportunity to photograph endangered wolves in their favorite season by reserving a spot at Feb. 29th’s Winter Wonderland Photo Session.

After dinner at a Michelin-rated restaurant, grab tickets to Irish folk band The High Kings at Tarrytown Music Hall or watch the Westchester Knicks take on the Wisconsin Herd.

Take a Bite out of the Big Apple.

This Manhattan hotel is located across the street from Madison Square Garden and Penn Station. Photo credit: Hotel Pennsylvania

This Manhattan hotel is located across the street from Madison Square Garden and Penn Station. Photo credit: Hotel Pennsylvania

On the heels of a top-to-bottom transformation, New York City’s historic Hotel Pennsylvania offers unbeatable proximity to the best in the city, including Madison Square Garden directly across the street, where the New York Knicks and Chicago Bulls will go head to head on Leap Day. Hoops fans can score 10 to 20% off room rates to go with their game day tickets thanks to Hotel Pennsylvania’s Madison Square Garden promotion.

Hotel Pennsylvania is also just a block from the original Macy’s, the world’s largest store, and within easy reach are The Empire State Building, Times Square and the brand-new mega mall Hudson Yards.

Discover Why Cabarrus County is “Where Racing Lives”

Hendrick Motorsports in Cabarrus County, NC_Photo courtesy of VisitCabarrus.com

Hendrick Motorsports in Cabarrus County, NC_Photo courtesy of VisitCabarrus.com

As the 2020 NASCAR season revs up, visitors to North Carolina’s Cabarrus County can spend their bonus day touring the legendary Charlotte Motor Speedway for a behind-the-scenes look at all three tracks and feel the full-tilt force of the 24-degree banking. Those seeking an even bigger adrenaline rush can get behind the wheel of a real race car with the NASCAR Racing Experience.

Cabarrus County is home to 90% of NASCAR Race Shops, like Hendrick Motorsports, and Dale Earnhardt Sr.’s hometown of Kannapolis. Fans can take a self-guided tour along The Dale Trail to see “The Intimidator’s” life and legacy.

Car lovers also should stop by the new Mustang Owner’s Museum, which showcases more than 50 Mustangs representing all six generations of the iconic sports car, including one of the originals from the 1964 World’s Fair.

"<yoastmark