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Trip Ideas

The 8 Most Underrated Cities in America

Are those sky-high rents, $10 beers, overhyped restaurants, and so-packed-you-can't-move museums of America's great cities starting to bring you down? It might be time to consider a trip (or even a move) to one of these eight overlooked gems, where you'll find equally excellent food scenes, historic sites, and world-class art.

Senior Editor, Jetsetter | @lindseytravels | lindseytravels.com

See recent posts by Lindsey Olander

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Bar at Basecamp Hotel Boulder, Colorado
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Boulder, CO

Know someone headed to Colorado? They're probably bound for Denver—CO’s urban playground of art, culture, and food—or any one of its premiere ski towns (Aspen, Vail, Breckenridge, Telluride, Steamboat Springs). But just north of the capital is a nature-lover’s paradise. Boulder’s location at the foothills of the Rocky Mountains means world-class hiking and skiing are literally at your doorstep. (Don't miss the trails through the Flatirons in Chautauqua Park, known for their iconic sandstone slab rock formations.) The area's local farms are to thank for the top-notch food scene: hit up Emmerson Restaurant, a Pearl Street newcomer, for fresh pastas and cocktails from a former LA Weekly "Best Bartender." If you happen to be in town in the warmer months, check out Boulder's summer music series. At day’s end, retreat to Basecamp Hotel, a stylishly affordable boutique that capitalizes on its mountain town ethos: hanging canvas tapestries take the place of headboards and Coleman coolers stand in for mini-bars in the 50 rooms, and there’s an indoor rock-climbing wall as well as an outdoor deck and fire pit for roasting s’mores.

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Portland, ME

A charming waterfront, 19th-century brick architecture, cobbled streets, a surplus of seafood—Portland, Maine is every bit the New England stereotype, but with a true cosmopolitan edge. Stroll around the Old Port, past lauded restaurants like Eventide Oyster Co. (famous for its traditional clam bakes, brown-butter lobster rolls, and Maine oysters on the half shell) as well as less-expected gems like the vegetarian-focused Silly’s and Miyake, whose menu is influenced by washoku—the Japanese dietary practice that emphasizes vegetables and fish—and comes from a twice-James-Beard-nominated chef. For the best of both old and new, check into the Danforth Inn, a 1823 Federal mansion that contains quirky objets d’art and a Shanghai-inspired bar.

RELATED: 7 Charming New England Towns We Love

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Minneapolis, MN

Minneapolis has quietly but confidently stepped up its style game with design-forward hotels and pioneering global restaurants. In the North Loop, a logging warehouse has been transformed into the Hewing Hotel, which takes “lodge-luxe” to a new level with its original pine timber beams, vibrant local art and photography, and rooftop Social Club. From here, it’s only a six-minute walk to The Bachelor Farmer, a cozy-chic Scandinavian restaurant that’s earned accolades for its Nordic-influenced toasts and the city’s first-ever rooftop garden. For great made-in-Minneapolis souvenirs, swing by The Foundry Home Goods shop for handcrafted wares like wool blankets and porcelain dish sets.

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Asheville, NC

Taking a drive down the Blue Ridge Parkway tops our road trip bucket list, but it’s worth extending your journey with a detour to Asheville. There’s a lot to love about this North Carolina gem. The culinary scene–an intoxicating mix of serious Southern recipes and playful global influences—is one of the best in the south. The drinking scene isn’t far behind: its 18+ craft breweries have earned Asheville the nickname “The Napa Valley of Beer.” And the live music, from impromptu street performances to the Bluegrass Festival and legendary music halls like The Orange Peel, is in a class all its own. Our perfect day in town might involve lunch at buzzy Spanish tapas joint Curate; dinner at The Admiral, a popular gastropub that churns out plates like glazed sweetbreads and shaved country ham; and a show at The Mothlight, which hosts both big-name bands and local up-and-comers.

RELATED: 9 Incredible Leaf-Peeping Trips NOT in New England

Book Hotels in Asheville
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5

St. Louis, MO

Chicago gets the lion's share of Midwest love, but this second-tier city to the south deserves a closer look. This year marks the completion of an ambitious five-year, $380 million revitalization of St. Louis's famed Eero Saarinen-designed Gateway Arch and surrounding parklands, which now includes a subterranean museum and a land bridge that creates a much-needed link between the grounds and the city itself (which was formerly separated by a highway). Not to be outdone, the 105-acre Laumeier Sculpture Park in Sunset Hills was one of the country’s first of its kind and makes for a perfect springtime picnic and stroll. No visit is complete without a tour of the Anheuser-Busch Brewery (now a National Historic Landmark) before a hearty American dinner at Olive + Oak, whose chef Jesse Mendica was a James Beard semifinalist last year. Afterwards, rest your head at the Four Seasons Hotel St. Louis; highlights include dead-on arch views and a rooftop pool.

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San Antonio, TX

Were it not for the sheer size of Texas (which lays claim to not one but three top-tier cities including Dallas, Houston, and Austin), San Antonio might have landed itself a top spot on first-time visitors’ to-do lists. The notion isn't so far-fetched when you consider the city's trifecta of history, culture, and food. After checking off the Alamo, head to the UNESCO-listed San Antonio Missions, which protects four other 18th-century Spanish Colonial mission churches built along the San Antonio River. For stellar barbecue, shops, and people-watching, The Pearl District is a pedestrian-friendly pocket home to the River Walk, a waterway lined with old-world taverns and riverfront restaurants that's become known as "The American Venice." Lately, the city has even added stylish hotels to the mix. Our favorite: Hotel Emma, a historic 1800s brewhouse turned boutique with a notable restaurant and taproom called Southerleigh.

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Baltimore, MD

This all-American seaport has been likened to a more affordable D.C. Sure, some industrial areas are still rough around the edges (You’ve seen The Wire, right?) but you’ll hardly notice what with all that’s going on in regards to culture and food. Its past life as an immigration portal means Baltimore has built a community that prizes diversity and creativity, best seen at prized institutions like the Baltimore Museum of Art, Walters Art Museum, and the Reginald F. Lewis Museum of Maryland African American History & Culture. Not to mention the micro-breweries, farm-to-table restaurants, and trendy cocktail dens that have taken hold of the dining scene in just the last few years. After stopping by James Beard Award-winning Spike Gjerde’s Woodberry Kitchen for dishes that spotlight Chesapeake-sourced ingredients, check into the new Sagamore Pendry Baltimore hotel, whose pool overlooks the harbor.

RELATED: 8 Affordable Weekend Getaways in the U.S.

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Buffalo, NY

Some 70 years after the Great Depression delivered a mighty blow to this once wealthy industrial boomtown, Buffalo is finally on the upswing. Forward-thinking creatives are beginning to repurpose the gritty grain silos and Frank Lloyd Wright architecture that once defined the city landscape, while the arrival of younger residents seeking out Buffalo's still-affordable housing options has reenergized the city’s social scene. You won't go wrong at corner taverns like Arty’s Grill and Gene McCarthy’s, which keep the fun going until 4 a.m., or getting a taste of what Buffalo does best (yes, we're talking wings!). Don’t miss the Albright-Knox Art Gallery, a bastion for 20th-century American art, or Hotel Henry, a stylish 88-room sleep built inside an abandoned 1870s asylum designed by lauded American architect Henry Hobson Richardson.

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