One Of Bridgeport's Most Down-To-Earth Neighborhoods Is A Walkable Gem With Parks And Historic Homes

Though you might think Connecticut towns like Westport, with sandy shoreline strolls and a cute downtown, reign supreme when it comes to walkability, a sister town has made huge strides in its quest to become the most walkable location in the Constitution State. Set less than a mile from Downtown Bridgeport, the Hollow earns high marks for walkability with an impressive score of 86 on walkscore.com, making it the city's second-most walkable neighborhood after downtown itself. Residents routinely run errands on foot, whether it be grabbing groceries or catching a bus line. Walk along sidewalks that lead you to lively cafés, restaurants, cultural events, and community hubs, all combining to foster a cozy village-like atmosphere. 

The data also points to neighbors being jovial, yards being well-maintained, and houses being decorated over the holidays. This suggests that this is a pleasant and festive neighborhood to live in year-round. A Trulia.com user, Tamecahylton, says they've lived in the Hollow for three years and are loving living in such a beautiful and peaceful area. Their comments are echoed by Cristal V., who agrees that neighbors look out for one another, creating a convivial and secure environment. 

This is a neighborhood that sees little turnover. With 34% of neighbors reporting they'd stay for at least five years and another 25% noting that the neighborhood is quiet, families and long-time residents who appreciate a slower pace will feel right at home. Conveniently, the nearest commercial option is Tweed New Haven Regional Airport, approximately 20 miles away, offering regional flights. For broader domestic or international travel, Bradley International Airport in Hartford lies about 70 miles north. 

Ever felt the need to escape the concrete jungle? You're not alone! If you love immersing yourself in the outdoors, you'll definitely get your fix here. Despite covering only .42 square miles, the Hollow is conveniently near several green spaces that enrich daily life. Nearby B.J. Brown Park includes playgrounds and sports fields, letting kids of all ages get in on the fun. Even if you're not into sports, there are several spots for sitting and catching up on your favorite book. Another notable spot is lush Lafayette Park, where 1.1 acres of open space beckon you to escape the bustle of Bridgeport with a leisurely jog or a matchup on the basketball court. 

The parks serve as communal backyards where families can convene under shady trees to discuss the day's events, kids can cavort with their friends, and local organizations host events. This provides ample leisure and health benefits after a busy day of work or sightseeing, whether you want to go for a stroll, picnic with your significant other, or scroll your social media feed with a drink in hand. And there's good news for pet lovers: Fido is allowed at the park so long as he is on a leash. 

Furthermore, these green oases balance the Hollow's density, allowing the community to enjoy nature and for neighborly connections to blossom just blocks from home. In case you've been down in Florida, the Hollow might very well remind you of Deltona Beach, a charming Florida city that boasts parks and nature trails.

The Hollow also boasts beautiful architecture that speaks to the history of Bridgeport, which was newly incorporated as a town in 1821. The Sterling Hill Historic District, a two-block area that encompasses 43 structures and is listed on the National Register of Historic Places, draws your eye to homes dating as far back as the early 1800s. On view are Gothic Revival, Victorian, Greek Revival, and Federal styles — a testament to the region's early urban growth. These structures are among the city's oldest and, amazingly, remain occupied to this day. The residences deliver a classical charm and weave a tapestry of different eras through the streets, with modern apartment complexes and small businesses standing alongside century-old homes. 

But there are other ways to experience art and culture near this little slice of Bridgeport, beyond checking out historic homes. The Downtown Cabaret Theatre, established in 1976, offers main-stage musicals, children's shows, and more. The Klein Memorial Auditorium, built in 1940, hosts everything from comedy shows to concerts annually in an elegant setting. As if that weren't enough, the Bridgeport Art Trail holds multiple gallery exhibits, open studios, and mural walks each year. 

In addition, the Hollow affords easy access to an array of dining and shopping spots thanks to its close proximity to downtown Bridgeport. Pop into Pantanal Brazilian Restaurant on Frank Street for what one Google reviewer calls: "Great food with no hassle." If Italian is more your thing, try the baked meat lasagna or other mouth-watering Italian fare at Ralph-n-Rich's. Or, if you'd go for a quick bite, give Tomlinson's Restaurant, which serves everything from burgers to wings, a try. Want to take a souvenir home with you? While this is no Antique Row in Philadelphia, America's oldest antiques district full of high-end stores, there are a few antique shops nearby at which you can make a great find, like the Stratford Antique Center.