Leap Day Travel Deals Happening Today Only

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Leap Day Travel Deals Happening Today OnlyCourtesy Hotels


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I'm a spontaneous travel type. My girlfriend will try to plan a trip a year in advance, and you could not pay me to care. But, if I see a last-minute hotel or flight deal, I'm telling her to call in sick—we're taking it. It's annoying for her, but I love it. It's the only way to get a good deal! If you want to stay at the best new hotels in prime destinations like Paris or New York City for anything under market price, you have to be spontaneous. And wouldn't you know it, I've been blessed by the booking gods with a bunch of random Leap Day deals.

For some reason, an extra calendar day made the travel industry lose its mind a little bit. Aggregator websites like booking.com are throwing you an extra 15 to 30 percent off stays. HotelTonight—my favorite last minute staycation website—is offering 10 percent off Leap Day bookings. High-end groups like Independent Collection will be offering portfolio-wide deals. And, massive hospitality conglomerates like Marriott are cooking up some sales that in-the-know industry types like myself don't even know about.

There's not a ton of deals live at the moment, most of the Leap Day hotel deals kick off on February 28 and 29th, but there are a few early deals that I can throw your way. Right now, I'm seeing good deals from booking.com in a few major cities. If you're going to book something, act quick, because a lot of these flash sales only last about 24 hours. Once you have your place booked, then go read some of our editor-favorite travel stories for a new carry-on, a fancy Rimowa, or a travel-hack duffel bag.

Leap Day

Priceline has a few tiers of Leap Day deals. First, and least interesting, is $29 off a booking if you make it on 2/29. The code is LEAPDAY29. That's it.

Second, and much more interesting, are some pre-determined hotel-plus-flight deals. There are some top-tier U.S. destinations like New York, Miami, and Las Vegas in the mix. These bundles start at 29 percent off, so there's the chance for a big discount on your next trip if you book before the end of the day 2/29.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.priceline.com%2Fpartner%2Fv2%2Fleap-day&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Leap Day</p><p>priceline.com</p><p>$2.00</p>

Leap Day Promo

Go get some SoCal sun and the classic resort experience at Marriott's Laguna Cliffs Resort & Spa. It's got two outdoor pools, fitness center, full-service spa, and access to some of the best hiking and surfing you'll find.

The deal is 29 percent off if you book one of the eligible dates before the end of the day 2/29.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.marriott.com%2Fevent-reservations%2Freservation-link.mi%3Fid%3D1708461396449%26key%3DCORP%26app%3Dresvlink&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Leap Day Promo</p><p>marriott.com</p><p>$1747.00</p>

HotelTonight

The HotelTonight premise is simply: Last minute vacant rooms are a real hole for most hotels. They want them filled, but only highway hotels do well with day-of vacancy. HotelTonight is bridging that gap by offering consumers discounted hotel rooms on quick turnarounds.

For reference, my girlfriend and I have scored day-of stays at big-name New York City hotels several times, and we turn it into a little staycation. But, you can also book a month or two in advance for lesser deals.

And all day February 29, HotelTonight is offering an extra 10 percent off bookings with the code: HTLEAPDAY2024. I'm eyeing a stay at one of the The Standard hotels in NYC this weekend, and with the discount, I'll probably pay about $130 a night. (I swear that's actually a good deal!)

<p><a href="https://www.hoteltonight.com/" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>HotelTonight</p><p>hoteltonight.com</p><p>$100.00</p>

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HotelTonight

hoteltonight.com

$100.00

Vacations

If you're booking a family-sized getaway, or just want a flight-plus-hotel deal JetBlue Vacations is running a great one. Book before midnight 2/29, and you can save based on how much you spend. Here are the tiers.

  • $129 off $2,000+ LEAP129

  • $229 off $3,500+ LEAP229

  • $429 off $5,500+ LEAP429

  • $629 off $7,500+ LEAP629

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.jetbluevacations.com%2Fsale%2Fleap-into-vacay-mode%3Fsource%3DNAV_022724&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Vacations</p><p>jetbluevacations.com</p>

Executive Junior Suite

If you're doing a New York staycation, you may prefer something downtown or farther uptown. But if you want to visit New York, there's no better launch pad than The Manhattan Club on West 56th. The rooms are comfortable, if a bit old fashioned, and you're right in the middle of what you want to see in New York—museums, restaurants, and Central Park.

Be aware, this is through booking.com's Early 2024 Sale, so the last travel day you can book is April 1. If you can score a good flight deal on short notice, this is the perfect spot.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.booking.com%2Fhotel%2Fus%2Fthe-manhattan-club.en-gb.html%3Faid%3D356980%26label%3Dgog235jc-1DCCUoggI46AdIM1gDaKcCiAEBmAEJuAEHyAEM2AED6AEBiAIBqAIDuAKO-fKuBsACAdICJDk5NzdkZDVhLTQyMGMtNGUzMC05MzM1LTg4MGNlOGViODY0MNgCBOACAQ%26sid%3D2b052cfc81f6f158c1ba84cdaa3a4b20%26checkin%3D2024-03-11%26checkout%3D2024-03-15%26dest_id%3D20088325%26dest_type%3Dcity%26dist%3D0%26do_availability_check%3D1%26group_adults%3D2%26group_children%3D0%26hp_avform%3D1%26hp_group_set%3D0%26no_rooms%3D1%26origin%3Dhp%26sb_price_type%3Dtotal%26src%3Dhotel%26type%3Dtotal%26activeTab%3Dmain%23_&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Executive Junior Suite</p><p>booking.com</p><p>$363.00</p>

Deluxe King Room

If you're looking for a quick escape to downtown Manhattan, Smyth in Tribeca is a great shout. You get all the benefits of Tribeca—downtown views, middle of the action location—with comfortable rooms and good dining.

You can score 15 percent off a Deluxe King Room on booking.com right now. Or, if you book two nights through the Smyth offers page before March 1, your second night is 25 percent off.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.booking.com%2Fhotel%2Fus%2Fthe-manhattan-club.en-gb.html%3Faid%3D356980%26label%3Dgog235jc-1DCCUoggI46AdIM1gDaKcCiAEBmAEJuAEHyAEM2AED6AEBiAIBqAIDuAKO-fKuBsACAdICJDk5NzdkZDVhLTQyMGMtNGUzMC05MzM1LTg4MGNlOGViODY0MNgCBOACAQ%26sid%3D2b052cfc81f6f158c1ba84cdaa3a4b20%26checkin%3D2024-03-11%26checkout%3D2024-03-15%26dest_id%3D20088325%26dest_type%3Dcity%26dist%3D0%26do_availability_check%3D1%26group_adults%3D2%26group_children%3D0%26hp_avform%3D1%26hp_group_set%3D0%26no_rooms%3D1%26origin%3Dhp%26sb_price_type%3Dtotal%26src%3Dhotel%26type%3Dtotal%26activeTab%3Dmain%23_&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Deluxe King Room</p><p>booking.com</p><p>$404.00</p>

Resort King with $30 Credit

Ok yeah, a deal in Las Vegas isn't anything special, but when we're talking the Wynn, it kind of is. It's one of the best places to stay in Vegas, and it's the perfect spot for a late winter getaway.

Save a few hundred bucks on a weekend stay, and you can spend more on drinks, food, and blackjack.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.booking.com%2Fhotel%2Fus%2Fwynn-las-vegas-boulevard.en-gb.html%3Faid%3D356980%26label%3Dgog235jc-1BCCUoggI46AdIM1gDaKcCiAEBmAEJuAEHyAEM2AEB6AEBiAIBqAIDuAKO-fKuBsACAdICJDk5NzdkZDVhLTQyMGMtNGUzMC05MzM1LTg4MGNlOGViODY0MNgCBeACAQ%26sid%3D2b052cfc81f6f158c1ba84cdaa3a4b20%26all_sr_blocks%3D4912320_208828257_2_0_0%26checkin%3D2024-03-18%26checkout%3D2024-03-19%26dest_id%3D20079110%26dest_type%3Dcity%26dist%3D0%26group_adults%3D2%26group_children%3D0%26hapos%3D8%26highlighted_blocks%3D4912320_208828257_2_0_0%26hpos%3D8%26matching_block_id%3D4912320_208828257_2_0_0%26no_rooms%3D1%26req_adults%3D2%26req_children%3D0%26room1%3DA%252CA%26sb_price_type%3Dtotal%26sr_order%3Dpopularity%26sr_pri_blocks%3D4912320_208828257_2_0_0__39015%26srepoch%3D1708976933%26srpvid%3D90318b4a3f190314%26type%3Dtotal%26ucfs%3D1%26activeTab%3Dmain&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Resort King with $30 Credit</p><p>booking.com</p><p>$390.00</p>

Resort Room, 1 King

Like I said, deals in Vegas aren't tough to come by... Lower market than the Wynn, but no less fun, you've got the Horseshoe. There's a lot of Vegas history in this property; it was originally the MGM Grand, then it was Bally's, now it's the Horseshoe. It doesn't get more Vegas.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.booking.com%2Fhotel%2Fus%2Fbally-s-las-vegas-casino.en-gb.html%3Faid%3D356980%26label%3Dgog235jc-1DCCUoggI46AdIM1gDaKcCiAEBmAEJuAEHyAEM2AED6AEBiAIBqAIDuAKH4POuBsACAdICJGU0YmQzZmQ5LTFmYjctNDZhYy1iMzY1LTAzOTE5NmYzNWVmMdgCBOACAQ%26sid%3D2b052cfc81f6f158c1ba84cdaa3a4b20%26checkin%3D2024-03-15%26checkout%3D2024-03-16%26dest_id%3D20079110%26dest_type%3Dcity%26dist%3D0%26do_availability_check%3D1%26group_adults%3D2%26group_children%3D0%26hp_avform%3D1%26hp_group_set%3D0%26no_rooms%3D1%26origin%3Dhp%26sb_price_type%3Dtotal%26src%3Dhotel%26type%3Dtotal%23_&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Resort Room, 1 King</p><p>booking.com</p><p>$179.00</p>

Loft Suite Queen - Large Balcony

Gambling not your vice? Maybe drinking is. If so, there's nowhere for it like New Orleans. The city just elbowed its way into three nominations in our Best Martinis in America list, including the Martini of The Year award.

You can't score a discounted room at the famous spots like the Four Seasons or the Roosevelt, but you can get a French Quarter loft with a balcony for under $400 a night. Go enjoy the 75° March weather and some of the best bars and restaurants in the country.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.booking.com%2Fhotel%2Fus%2Fbourbon-orleans.en-gb.html%3Faid%3D356980%26label%3Dgog235jc-1BCCUoggI46AdIM1gDaKcCiAEBmAEJuAEHyAEM2AEB6AEBiAIBqAIDuALS2fOuBsACAdICJDZmMjZjNmQ4LTM0MzUtNDIzOC04YjVmLTY3OGFmM2Y4ZDU2OdgCBeACAQ%26sid%3D2b052cfc81f6f158c1ba84cdaa3a4b20%26all_sr_blocks%3D5802448_369317282_2_2_0%26checkin%3D2024-03-13%26checkout%3D2024-03-14%26dest_id%3D20050264%26dest_type%3Dcity%26dist%3D0%26group_adults%3D2%26group_children%3D0%26hapos%3D4%26highlighted_blocks%3D5802448_369317282_2_2_0%26hpos%3D4%26matching_block_id%3D5802448_369317282_2_2_0%26no_rooms%3D1%26req_adults%3D2%26req_children%3D0%26room1%3DA%252CA%26sb_price_type%3Dtotal%26sr_order%3Dearly_year_deals_upsorter%26sr_pri_blocks%3D5802448_369317282_2_2_0__19365%26srepoch%3D1708977393%26srpvid%3D45f28c2d724c01a9%26type%3Dtotal%26ucfs%3D1%26activeTab%3Dmain%23_&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Loft Suite Queen - Large Balcony</p><p>booking.com</p><p>$376.00</p>

Junior Suite

Need a winter getaway from your job in finance, tech, or influencing? You can hit the Los Cabos Nobu for 18 percent off in March. Get a tan, swim, and enjoy posting your sushi and miso cod on Instagram.

<p><a href="https://go.redirectingat.com?id=74968X1596630&url=https%3A%2F%2Fwww.booking.com%2Fhotel%2Fmx%2Fnobu-los-cabos.en-gb.html%3Faid%3D304142%26label%3Dgen173nr-1FCAEoggI46AdIM1gEaKcCiAEBmAEJuAEHyAEM2AEB6AEB-AEMiAIBqAIDuALnlvOuBsACAdICJDExNTc4MjYxLTQ2YzMtNGE1My1hZTliLWRmZTg5ZTdkMzYzZtgCBuACAQ%26sid%3D2b052cfc81f6f158c1ba84cdaa3a4b20%26all_sr_blocks%3D442332825_132266265_2_2_0%253Bcheckin%253D2024-03-12%253Bcheckout%253D2024-03-13%253Bdest_id%253D-1698603%253Bdest_type%253Dcity%253Bdist%253D0%253Bgroup_adults%253D2%253Bgroup_children%253D0%253Bhapos%253D1%253Bhighlighted_blocks%253D442332825_132266265_2_2_0%253Bhpos%253D1%253Bmatching_block_id%253D442332825_132266265_2_2_0%253Bno_rooms%253D1%253Breq_adults%253D2%253Breq_children%253D0%253Broom1%253DA%252CA%253Bsb_price_type%253Dtotal%253Bsr_order%253Dpopularity%253Bsr_pri_blocks%253D442332825_132266265_2_2_0__67650%253Bsrepoch%253D1708976684%253Bsrpvid%253D26488ad251e90942%253Btype%253Dtotal%253Bucfs%253D1%23_&sref=https%3A%2F%2Fwww.esquire.com%2Flifestyle%2Fg46973115%2Fbest-leap-year-hotel-deals%2F" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Junior Suite</p><p>booking.com</p><p>$718.00</p>

Leap Stay

33 Seaport is a boutique hotel way down in Lower Manhattan. It's in one of the oldest parts of New York City. Even though it's not a traditionally trendy spot, you're surrounded by history, with some of the oldest streets and buildings in the city right next door. Plus, the hotel has one of the best views of the Brooklyn Bridge you are ever going to see.

Book three nights before the end of 2/29, and you get a fourth night absolutely free.

<p><a href="https://www.33seaporthotelnyc.com/offers/leap-stay/" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0;sec:content-canvas" class="link ">Shop Now</a></p><p>Leap Stay</p><p>33seaporthotelnyc.com</p><p>$212.00</p><span class="copyright">33 Seaport</span>

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Leap Stay

33seaporthotelnyc.com

$212.00

33 Seaport

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