Most Romantic Main Streets 2017


It’s no secret that we love Main Streets. In honor of Valentine’s Day, we’re sharing the #MainStreetLOVE with a list of the Most Romantic ones we could find. 

So whether you prefer cozy small towns or vibrant city neighborhoods, these romantic destinations will have you packing your bags for an amorous weekend getaway.

And remember, these idyllic locales don’t "just happen"—behind each pretty picture is a Main Street organization dedicated to keeping its historic downtown or urban neighborhood growing and glowing while preserving what makes it so special.

Without further ado, here’s a list of 2017's Most Romantic Main Streets, complete with ideas for a dream date to remember.

Beloit, Wisconsin 

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Left: A couple strolls on Center Spine Road in the Ironworks campus. Right: Lovers cozy up outside the Northwoods Premium, a popular spot for sweet treats. (Photo credit: Type A Images)

A small town with urban flair, Beloit celebrates the arts and embraces its American Industrial history. Located on the Wisconsin-Illinois border, Beloit boasts a downtown full of early 20th century vernacular architecture, with plenty of seasonal plantings and artwork to add to the romantic charm. Downtown Beloit also accesses the formerly industrial Rock River, offering walking, jogging, biking and kayaking opportunities, making it the perfect get-away for lovers of all kinds.

If you go: Start the day with a farm-fresh breakfast at Bushel & Peck’s—they also offer a selection of specialty groceries, including treats from their preservation kitchen. Explore a host of independently-owned boutiques downtown, then relax at the WM Day Spa, which offers Valentine’s Day couples packages. Check in to your industrial-chic room at the Ironworks Hotel—as the name suggests, the building was originally home to a foundry. Then, head down to the hotel’s handsomely-appointed Merrill & Houston’s Steak Joint for a romantic dinner if you’re too relaxed to venture back out to one of the other 20+ dining options downtown.

Downtown Beloit Association is an Accredited Main Street America program.

Orlando, Florida (Ivanhoe Village) 

Orlando-Ivanhoe Village_Most-Romantic-Main-Street_credit Marilyn-Vaca
Top left: The Mennello Museum of American Art hosts outdoor weddings. Bottom left: The patio at Santiago’s Bodega. Right: View of Swanson’s Ivanhoe Row on Orange Avenue. (Photo credit: Marilyn Vaca)

Orlando’s Ivanhoe Village Main Street District, just outside of downtown along Interstate 4, is a lover’s paradise—eclectic shops and makerspaces, art-filled museums, Spanish moss-draped oaks and posh restaurants with patios abound. Ivanhoe Village also prides itself on being “open minded, artistic, friendly and multi-cultural.” 

If you go: Nothing says romance like a love note—start your day at Paper Goat Post for everything you need to share your sweet nothings in style. (They also offer wedding planning services.) Creative juices flowing? Cozy up to some art at the Orlando Museum of Art, or check out Factur, Orlando’s maker’s space, to see creative projects, artwork, and business plans in the making. Be sure to plan a stroll in Gaston Edwards Park to take in a sunset over Lake Ivanhoe before you head to a romantic tapas dinner on the patio at Santiago’s Bodega. Grab a nightcap at Better Than Sex—this “dessert restaurant” also offers indulgent cocktails.  

Ivanhoe Village Main Street is an Accredited Main Street America program.

Salem, Massachusetts 

Salem_Most-Romantic-Main-Street_credit Creative-Salem-and-Jessica-Ruth
Clockwise from top left: Tattoo Celebration at Opus. Wedding at the Hawthorne Hotel. Ice sculpture at Turner’s Seafood during the Salem’s So Sweet Chocolate and Ice Festival. (Photo credit: Creative Salem) Bottom left: Wedding party on Derby Warf in the Salem Maritime National Historic Site. (Photo credit: Jessica Ruth)

Salem, just north of Boston, is one of the nation’s oldest port cities. From the beautiful waterfront and harbor, to its vibrant streets, there is plenty to love about downtown Salem.  The downtown district’s square mile is incredibly walkable, making it perfect for strolling and exploring the classic architecture, artesian shops, and 60+ restaurants and food establishments. Not only that, Salem happens to be one of the most LGBT-friendly places in the country, having received a perfect score in the HRC Equality Index. Salem’s recent Age-Friendly initiative also aims to ensure that couples continue to love and live here comfortably, no matter their age!

If you go: Wake up and enjoy a leisurely morning at The Merchant hotel—this boutique hotel has fireplaces in every room! If you’re there in the summer, grab some goodies at the Cheese Shop of Salem and head to the waterfront for a picnic. If you’re there for Valentine’s Day, stroll through town to check out the ice sculptures at Salem’s So Sweet Chocolate and Ice Festival. Later that evening, treat yourself to a romantic dinner at Firenze Trattoria, then sip a craft cocktail with locally-distilled gin before hitting the dance floor at Opus.

Salem Main Streets is a Standard Member of the National Main Street Center.

Waxahachie, Texas 

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Left: Couple dancing at the 2016 Crossroads of Texas Film Festival. Right: This couple from Austin toured all 254 Texas courthouses before choosing Ellis County Courthouse in Waxahachie for their wedding. (Photo credit: City of Waxahachie)

Waxahachie, located just 30 minutes south of Dallas, is home to stunning 19th century architecture and one of the most beautiful county courthouses in Texas—and perhaps the country. The area surrounding the square has stately trees, cobblestone pathways, classic lampposts, and quaint shops and cafes, giving one the feeling of taking a step back to a more romantic time. But don’t take our word for it—Waxahachie’s charm has made it the backdrop for such films as Tender Mercies and Places in the Heart.

If you go: That beautiful courthouse isn’t just for looking at—the Ellis County Courthouse performs weddings. (Places in the Heart actors Ed Harris and Amy Madigan were married in real life at the courthouse while they were filming in 1983.) Share a love of movies? Plan your visit during the annual Crossroads of Texas Film Festival, which celebrates Waxahachie-made films, and those made in Texas or by Texans. Explore the side streets around the square for locals’ hangouts—or checkout The Dove’s Nest, which features New Southern Cuisine in its restaurant, and old southern treasures in its on-site antique store.

Waxahachie Main Street Program is an Accredited Main Street America program.

York, Pennsylvania 

York_Most-Romantic-Main-Street_credit Philter-Photography-&-The-Susquehanna-Photographic
Left: A couple shares a first-look moment in the secret Poetry Garden in Royal Square. (Photo credit: Philter Photography) Right: A romantic ride on the York County Heritage Rail Trail, which runs through downtown York. (Photo credit: The Susquehanna Photographic)

History-lovers, or lovers with a history, will find plenty to do in York, located in south central Pennsylvania. Not only were the Articles of Confederation written and adopted here in 1777, York is also the birthplace of—you guessed it—the Peppermint Pattie. And thanks to forward-thinking leaders, York has a beautifully preserved downtown dating back to the 18th century.

If you go: Sample local flavor at the 125-year old Central Market, which features 50+ vendors. Open early three days a week, grab provisions for a picnic in Cherry Lane Park, or take your basket for a jaunt on the York County Heritage Rail Trail, which runs directly through downtown. Quench your thirst afterward at one of three local breweries, or the Holy Hound Taproom, which boasts 30+ craft beers on tap in a charming 19th century building. Cap off an active day with a romantic dinner at The Left Bank, then stroll back across Codorus Creek to your thoughtfully appointed room at the Grace Manor Bed & Breakfast—the Mexican Room features a heart-shaped tub.

Downtown, Inc. is a Standard Member of the National Main Street Center.

(Correction: Date of Articles of Confederation and spelling of Peppermint Pattie.)