Most Romantic Cities and Neighborhoods for Valentine’s Day

Still haven’t found that perfect gift for your Valentine? Well, how about a mini-staycation in your own city?! Let the Hipmunk be your hotel matchmaker and find you that perfect hotel in the best neighborhood for love. Just run a hotel search for your city and click the “romance” filter on the results map.

We’ve selected our top neighborhoods around the country for love and even picked out some perfect (and available) hotels.

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San Francisco

Neighborhood for Romance: North Beach and Telegraph Hill

In the Gold Rush days, this neighborhood was called the Barbary Coast, and it was known for vice. Locals flock here for Italian restaurants and quaint cafes. It also has legendary old-timey bars where writers and poets of the Beat Generation hung out. City Lights bookstore remains a counterculture mecca. The highest point is Telegraph Hill, atop which sits Coit Tower featuring breath-taking views of the bay and New Deal-era murals. Jackson Square, a tiny neighborhood south of North Beach, has some of the best high-end boutiques, antique shops and galleries.

Where to stay: Hotel Boheme


Neighborhood for Romance: River West

This neighborhood may be a bit off the beaten path, but promises one-of-a-kind experiences for those who love a  little local flare and delicious grub. Home to some of Chicago’s finest pubs (Red Canary, Emmit’s Irish Pub and De Lux, to name a few), River West is an up and coming neighborhood regularly packed with out-of-neighborhood visitors from the Chicago area and beyond. There are also tons of interesting cafes and a number of small independent boutiques into the area. Best of all? The neighborhood is right off the Blue line, making it a quick 10-minute trip from downtown.

Where to stay: Hotel Indigo Gold Coast

New York City

Neighborhood for Romance: Tribeca

Back in the 1970s, artists saw potential in the old textile warehouses in the Triangle Below Canal St (“TriBeCa”)—and now it’s America’s most desirable patch of real estate. The neighborhood is one of the city’s most historic, with cobblestone streets and stately 1804-1828 Federal townhouses along Harrison Street. Comfort food goes upscale in Tribeca eateries like TriBakery, Edward’s and The Harrison, but Bubby’s Pie Company remains the neighborhood’s sentimental favorite for burgers and late-night breakfasts. Tribeca has a glorious back yard in Hudson River Park, with sunset views and five miles of trails. And yes, that probably was a celebrity jogging past—Tribeca lofts and the swanky Tribeca Grand Hotel are the crash pads of choice for movie stars proving themselves on Broadway.

Where to stay: The Bowery


Neighborhood for Romance: Second St

Look closely and notice that City Hall is shaped like an armadillo, covered in an intentionally rusted patina. There’s a sense of humor here. Case in point: Across the street is the larger-than-life bronze monument of Willie Nelson on guitar marking the entrance of ACL Live at the Moody Theatre. Foodies converge to eat at La Condesa for award-winning contemporary Mexican, Second Bar + Kitchen, and Lambert’s for high-end BBQ. There’s a handful of cafes and a big salad joint called Leaf. Women’s clothing stores abound, including Girl Next Door, Missbehave and Plain Ivey Jane.

Where to stay: The Driskill

And, if you want to get away, check out Hipmunk Deals for last-minute weekend trips from your city.

Happy Valentine’s Day!

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