10 Great Places for a Romantic Long Weekend

Some are new flings, others are old flames, all are a good time.


The couple that weekends together, stays together. Planned or spontaneous, the weekend trip carves out crucial, unobstructed space to make new memories, explore new things and spend some precious time alone, together, for a while. Here are 10 destinations to consider, coupled with city guides for the best places to stay, eat and hang out with your special someone.

Seattle, Washington


Best for Romantic Tunes: Embrace the elements and dig Seattle’s music scene in venues like Barboza, Neumos, the Black Lodge, Cairo or the Vera Project.

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Boston, Massachusetts


Best for a Picturesque Walk: Stroll hand in hand by the Charles, no matter what the season — or tandem kayak on it, if the weather permits.

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Toronto, Canada


Best for a Car-Free Weekend: The hour-long ferry ride to the largest urban, car-free islands in North America makes Toronto an excellent romantic destination.

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Valparaíso, Chile


Best for a Romantic Elevator Ride: Snuggle up with bae in one of the Valparaíso’s elevators for the best view in town.

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Portland, Oregon


Best for a Sunset Bridge Stroll:The newly opened Tillikum Crossing is the first for pedestrians and cycles only — no cars.

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Los Angeles, California


Best for Getting Lost in a Park: Griffith Park has five times the acreage of Central Park, complete with an observatory whose grounds are open to the public for stellar sunrises and sunsets.

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Mexico City, Mexico


Best for People Watching: Waste time together at the Zócalo, or chase a romantic castle vista in Chapultepec Park.

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San Francisco, California

Chase Pellerin

Best for the Urban Outdoors: Have a sunny picnic in Golden Gate Park or an evening ride on the cable car after the tourists clear out.

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Breckenridge, Colorado


Best for Getting Snowed In: Or, if you’re feeling restless, go share a snowmobile on the Continental Divide.

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Cheyenne, Wyoming


Best for Embracing your Inner Cowboy: Break out the cowboy hat and go do some dancing to nightly live music at the Outlaw Saloon.

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