• Valentine’s Day in 2020 falls on a Friday, at the start of Presidents’ Day weekend, when many people have three days off from work.
  • Presidents’ Day weekend is typically an expensive time of year to travel, as many people want to take advantage of the time off from work and get away.
  • Fortunately, many hotels are offering deals, promotions, and packages this year in places such as New York, Miami, Dublin, and even Fiji. Or, savvy travelers can take advantage of winter sales to plan travel later in the year. We rounded up some of the top deals you can book right now.
  • Read more hotel reviews and travel deals on Insider Picks.

Valentine’s Day is fast approaching and this year there’s added reason to celebrate. The love-fueled day falls on the Friday before Presidents’ Day when many people have a three-day weekend.

In other words, skip the crowded restaurant and take your love, best friend, or yourself for that matter, out of town instead.

Hotels are offering a range of offers, discounts, and deals around the world to help you get away, from a beachfront Miami escape to a romantic New York City night out. Even exotic locales like Fiji are available, with rates under $200 for a room booking, and only slightly higher for a romantic promotion package.

Of course, it is still a popular and typically expensive long weekend for travel, but if you’re flexible, you might just snag a great deal. Or consider taking advantage of one of these sales for travel later in the year, no gift wrap needed.

Below are a few highlights available at the time of publishing. We’ll continue to update as we find more, but get clicking, many offers expire and are subject to change.

Keep reading for the best travel deals for Valentine’s Day and President’s Day weekend.

Dream New York Downtown

Dream New York Downtown

Spend Valentine’s Day in New York City at Dream Downtown, where advance rates start at $260 for Valentine’s Day night, and packages including bed and breakfast from $315. Once on-site, you’ll be hard-pressed to find something more romantic than the hotel’s Winter Rose Garden, with 15,000 roses adorning the walls and a Valentine’s menu of themed cocktails and bites.

Book Dream Downtown for Valentine’s Day starting at $260

Cadillac Hotel & Beach Club

Cadillac Hotel & Beach Club

Cadillac Hotel & Beach Club in Miami is offering an enticing “Seaside Romantic Escape Package” for an idyllic beach getaway. Starting at $429, the package includes overnight accommodations along with a bottle of sparkling rosé, charcuterie plate, chocolate-covered strawberries, full breakfast for two, and late check-out.

Book Cadillac Hotel & Beach Club in Miami’s Valentine’s Day package starting at $429

Moxy East Village


At sister property Moxy East Village, another top hotel for Insider Picks, there is a “Rock ‘N’ Roll Valentine’s Day” package, where guest room bookings come decked out in red roses and music-inspired love notes. A portable turntable will offer a curated playlist of ballads, and guests will also enjoy two glasses of prosecco. A Queen room starts at $284.

Or, book without the package for a rate starting at $200 nightly. To learn more about Moxy East Village, read our full review of the hotel.

Book Moxy East Village’s “Rock ‘N’ Roll Valentine’s Day” package starting at $284

Sofitel Los Angeles at Beverly Hills


From Wednesday, February 12 to Wednesday, February 23, guests can book the “Magnifique Romance” package at Sofitel Los Angeles at Beverly Hills, which includes daily breakfast, a bottle of champagne, and a romantic surprise gift. Use the promo code “ROMSOF” when booking to enjoy these perks. Rates start at $450 for the package or $287 to book the room alone. 

Book Sofitel Los Angeles at Beverly Hills’ “Magnifique Romance” package starting at $450

InterContinental Fiji


To celebrate in paradise, InterContinental Fiji is offering a “Romantic Spa Getaway” package that includes accommodations as well as a 60 minute Fijian Aroma Massage for two, one signature Chef of the Year Navo dinner experience, daily breakfast, and a luxurious Cleopatra bathing ritual in the privacy of your room. The only catch is you must stay at least four nights.

I checked for Valentine’s/Presidents’ Day weekend and found this package starting at $301 per night.

However, room bookings without the package were available for as low as $172 per night. Though the package inclusions do offer value considering it includes two meals for two plus spa experiences.

Book InterContinental Fiji’s “Romantic Spa Getaway” package for $301 per night

One Travel

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The online booking platform One Travel is offering $20 off fees on flights with the code ‘LOVE20’ through the month of February, so, if you need a way to get to one of these destinations, consider booking here.

Book discounted flights on One Travel

InterContinental Dublin


Spend a long weekend in Dublin, at the InterContinental with their “Valentine’s Package,” which includes a spacious guest room, four-course dinner for two with glass of Perrier-Jouët Blason Rosé, NV in the award-winning Seasons Restaurant, a welcome amenity, full Irish breakfast, late check-out, free parking, and access to the heated indoor pool with jacuzzi, sauna, and steam room plus 10% off spa treatments. 

The package starts from $437 and is available for Thursday, February 13 through Saturday, February 15.

Book InterContinental Dublin’s “Valentine’s Package” starting at $437

Sandals & Beaches Resorts

Facebook/Sandals Barbados

Some travel deals are best gifted on Valentine’s Day, as opposed to actually traveling over the holiday. Consider taking advantage of Sandals & Beaches Resorts’ Red Hot Winter Sale, available through January 24.

Shop this sale and get up to $750 in instant savings depending on whether you book luxury level, club level, or butler level, with the latter offering the biggest numbers. Bookings as part of this promotion also receive a 30-Minute Couples Massage and Catamaran Cruise for two. In order to receive these benefits, you must complete a registration form within 72 hours of booking.

The sale is available across the Caribbean in places like Jamaica, Bahamas, St. Lucia, Antigua, and Barbados among others. Rates are advertised starting as low as $240 per person, per night in Sandals Negril, but flexible midweek and low season rates will yield the best savings in additional destinations. If you want to splurge on Presidents’ Day Weekend, those prices will surge dramatically into the thousands.

Book Sandals & Beaches Resorts’ Red Hot Winter Sale

Caesars Resorts

Dennis Hohl / EyeEm / Getty Images

Another book now as a gift, travel later option, Caesars Resorts is currently promoting an “Empire of Savings Sale” in Las Vegas with discounted rates of up to 40% off in February or December; 35% off in January, June, July, August, September, and November; 30% off in April and May; and 25% off in March and October.

These special rates are sadly not available for Presidents’ Day/Valentine’s Weekend, however, there are plenty of deals to be had between now and December 2020. You must book by February 17 and other blackout dates apply as well and vary by month. A spot check of their calendar revealed rates as low as $35 per night at Bally’s Las Vegas in March.

And if you are planning a Vegas trip, make sure to consult our list of the top luxury hotels on or near the Las Vegas Strip, as well as the best cheap hotels in Las Vegas. Many Caesars hotels made the cut.

Book Caesars Resorts’ Empire of Savings Sale starting at $35 nightly

Conrad New York Downtown

The first view of the lobby atrium’s major art installations when entering from the west street entrance.

Emily Hochberg/Business Insider

While it’s not part of a lavish package, Conrad New York Downtown is offering surprisingly low standard rates for Valentine’s Day and Presidents’ Day weekend for under $300 per night.

Considering how spacious and nice starter rooms are at this all-suite hotel in TriBeCa (we would know, we reviewed the hotel experience here), that’s a great value, especially for a long weekend. Check-in on February 13, 15 or 16 for lates as low as $275; on Valentine’s Day, they only climb to $300. 

Book Conrad New York Downtown for Valentine’s Day and Presidents’ Day weekend starting at $275


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