Olde Englewood Village and West Dearborn Street, located on Florida’s Gulf Coast, are home to the best of Old Florida. The town is charming and laid-back, greeting visitors with a down-home friendliness and casual ambience.
First settled in 1878, this former fishing village is quickly becoming a go-to destination! Home to delightful restaurants, cozy cafes, unique gift shops, gorgeous art galleries, and beautiful boutiques, Englewood’s historic downtown area is a throwback to the Main Streets of yore.
Walk Along Dearborn Street
Visitors will be enchanted with quaint and historic West Dearborn Street. Designated as a Sarasota County Community Redevelopment Area (CRA), West Dearborn Street is the perfect mix of small-town atmosphere complemented by contemporary touches.
A must-see attraction on West Dearborn Street is the Old Florida Outdoor Center and Gallery. Book a kayak or paddleboard tour, shop for lovely local artwork, participate in a fun art class, or learn about fly-fishing; all in one spot!
Explore the Town
Featuring excellent entertainment in the form of drama, comedy, thrillers, and showcase productions, the Lemon Bay Playhouse also sits on West Dearborn Street. This successful community theater has been entertaining locals and tourists since 1987!
Continue down Dearborn Street to explore a neighborhood of historic homes that provide a glimpse into Englewood’s past.
Dine at Local Eateries
Toast to Old Florida fun and savor dinner and a drink at Mango Bistro or Vino Loco. These two stylish spots pour wines from around the world to pair with small plates, salads, and other delectable dishes.
Dance the night away at Englewood’s on Dearborn. This hot spot features delightful dining, cool cocktails, and award-winning blues artists.
Attend an Event
The Village is home to several popular ongoing events. The Englewood Farmer’s Market is a picturesque affair that happens every Thursday from 9 a.m. until 1 p.m. October through May.
Held the first Saturday of every month from 2 p.m. – 8 p.m., Cruisin’ on Dearborn welcomes car enthusiasts to this free vintage and antique car show. You’ll see hundreds of cars driving down Dearborn Street for this monthly parade.
Tour the Museum
Learn about Englewood’s cultural history at the Englewood Area Historical Museum located inside the 1928 Lampp House. You’ll experience personal stories from Englewood natives along with historical facts about cattle ranches in the 1700s and WW2.
Want to visit Old Florida? Book your flight to Punta Gorda today!