© Christina Pivarnik

Cheers to these small towns for great Main Streets, where you can admire architecture, sample the local flavor, and find a lost America.

Port Townsend, WA

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Expecting a shipping boom, 19th-century residents built out Port Townsend in high Victorian style starting in 1851. The town found itself on the wrong side of Puget Sound when the railroads connected to Seattle, 40 miles across the way. Yet much of the original exuberance remains; the historic town of 9,000 has been reborn as an arts center. Its most photographed landmark remains the blue-and-white Hastings Building with bay windows at 833-839 Water Street.

Worth a Stop: Rose Theatre, a 1907 former vaudeville theater lovingly restored and now showing contemporary movies. Worth the ticket price for gawking alone.

—Wayne Curtis

America’s Greatest Main Streets

Port Townsend, WA

Expecting a shipping boom, 19th-century residents built out Port Townsend in high Victorian style starting in 1851. The town found itself on the wrong side of Puget Sound when the railroads connected to Seattle, 40 miles across the way. Yet much of the original exuberance remains; the historic town of 9,000 has been reborn as an arts center. Its most photographed landmark remains the blue-and-white Hastings Building with bay windows at 833-839 Water Street.

Worth a Stop: Rose Theatre, a 1907 former vaudeville theater lovingly restored and now showing contemporary movies. Worth the ticket price for gawking alone.

—Wayne Curtis

© Christina Pivarnik

America’s Greatest Main Streets

Driving across America, it’s all too easy to lose your mooring amid the commercial thicket of the same old fast-food outlets and big-box stores.

But push on a mile or two beyond the interstate exit, and you may discover a town that’s anchored by a distinctive Main Street—one with grand architecture, eclectic small businesses, and community-oriented features like a park or theater. Often it thrives thanks to locals who have made a conscientious effort to fight the general decline of Main Street.

The work of such activists and preservationists is acknowledged each year by the National Trust for Historic Preservation’s Great American Main Streets Awards and by the American Planning Association’s Great Places in America: Streets. We scoured their recent designations to select the most vibrant, distinctive downtowns worth the trip.

You’ll find these great Main Streets across the U.S., from mining towns like Silver City, NM, to stately, red-brick Staunton, VA. Yet our list does skew east of the Mississippi, favoring towns that were established before the age of the automobile—and so display the DNA of a pedestrian and bike-friendly environment.

Not that a walkable layout can guarantee a thriving Main Street. Take York, PA, where the 1978 shuttering of the last of four downtown department stores triggered a period of decay. The turnaround was slow going, as landowners aided by various programs renovated nearly every Victorian and Classical Revival façade. Now, on the first Friday of each month, local businesses stay open late, with special events and discounts.

Port Townsend, WA, went through its own reinvention. Expecting a shipping boom, 19th-century residents built out the town in high Victorian style—only to find themselves on the wrong side of Puget Sound when the railroads connected to Seattle. It’s been reborn as an arts center around the main drag, Water Street.  

Second chances are just as American as a homespun Main Street, and with the recent economic downturn have come do-it-yourselfers seeing opportunity in cheap abandoned storefronts and converting them into bakeries or boutiques.

So it’s well worth driving the extra few miles to see what Main Street lies ahead. Let us point you in the right direction.

—Wayne Curtis

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