The Most Romantic Small Towns in the U.S.

By: Vivian Chung 

Nothing is truly as romantic as whisking away your other half for a dreamy getaway and spending some quality time together. Escape the stressors of daily life and instead, indulge in candlelit dinners and relaxing B&B stays as you experience the small town charm of America’s most romantic destinations.

Montauk, New York

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Just 120 miles east of New York City on the easternmost tip of Long Island’s South Fork, the seaside village of Montauk offers a Hamptons-esque experience, but with a more laid back vibe. Situated on over 5,000 acres of pristine beaches and idyllic park grounds, Montauk invites its visitors to meander along the rugged cliffs of Montauk State Park, and go picnicking and bird-watching at Hither Hills State Park. But the one unmissable attraction is the Montauk Point Lighthouse, New York State’s oldest lighthouse, built in 1796. Climb its spiraling iron steps, conquering 137 of them to reach the top, and witness the sun dip mesmerizingly below the horizon of the Atlantic Ocean.

Aspen, Colorado

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Embodying a kind of chic attitude, Aspen is one of Colorado’s most glitzy ski resorts. Home to four ski slopes, this destination attracts visitors year round, as its vast network of rugged trails beckon intrepid hikers during the warmer months. Explore the natural beauty of the Rockies as you try your hand at skiing on the beginner-friendly Buttermilk, or expertly navigate the slopes of Snowmass. Then for the ultimate romantic dining experience, head to Cloud Nine Alpine Bistro, housed in an upscale European-style ski hut. Situated at a lofty 10,700 feet midway up the Aspen Highlands, this place is only accessible on skis, snowboard, or snowcat, but it comes with a view of Colorado’s most famous twin peaks, the Maroon Bells, along with everything from charcuterie and fondue to plenty of pasta.

Friday Harbor, Washington


Situated on San Juan Island off the coast of northwestern Washington, the vibrant arts community and natural beauty of Friday Harbor is easily accessible by ferry from Anacortes. With a modest population of just below 2,500, Friday Harbor serves as the major commercial hub for the San Juan Islands. It’s a pedestrian-friendly destination, and you’re encouraged to explore on foot as you check out the boutique shops, art galleries, and restaurants that are housed in historic wooden frame buildings, a tribute to Friday Harbor’s past as a fishing town. Spend afternoons hiking and spotting whales from the shoreline, or participate in a whale watching cruise that traverses the coast for a chance to see some marine giants up close.

Skaneateles, New York

Credit: Joe Shlabotnik/Flickr

Perched on the northern tip of the 16-mile-long lake of the same name, the sleepy waterfront village of Skaneateles was founded in 1833. It’s one of the most charming towns in New York’s idyllic Finger Lakes region, preserving its history in the form of elegant Greek Revival and Victorian homes. Picnic beneath the gazebos of Clift Park, or book an afternoon wine tasting at Anyela’s Vineyards, before ending the day with a meal at local favorite Doug’s Fish Fry.

Via The Discovery Blog

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