Discover the Communities of Maitland and Winter Park Florida

Nestled within the vibrant heart of Central Florida, Maitland and Winter Park, Florida offer a captivating blend of historic charm and modern allure. Just a stone’s throw from Orlando’s bustling attractions, these neighboring cities exude a distinctive character defined by picturesque landscapes, cultural richness, and a welcoming community spirit. From the cobblestone streets of Winter Park, adorned with boutique shops and gourmet eateries, to Maitland’s lush parks and stately homes, each enclave beckons visitors to explore its unique blend of heritage and contemporary living. Whether you’re drawn to art galleries and museums or seeking serene escapes amidst natural beauty, Maitland and Winter Park, Florida promise an enriching experience that captures the essence of Florida’s diverse allure. Our Inn is conveniently located lakefront in Maitland, just 10 minutes from downtown Winter Park, Florida.

Winter Park, Florida:

Winterpark downtown fountain
Fountain, Downtown Winter Park

Winter Park, FL, just minutes from Thurston House, is renowned for its historic charm and cultural attractions. The city features picturesque brick streets lined with fine shops and dining options, complemented by vibrant lakes and abundant parks. Mead Gardens offers scenic trails through a subtropical forest, while Kraft Azalea Gardens showcases thousands of tropical shrubs along Lake Maitland’s shores. Nearby, Rollins College, Florida’s first private college, boasts a beautiful Mediterranean architecture on its 65-acre campus.

Chain of Lakes Canal
Scenic Winter Park, chain of lakes canal

Cultural enthusiasts can explore the Charles Hosmer Morse Museum of American Art, home to the largest collection of Tiffany glass, and the Albin Polasek Museum & Sculpture Gardens. And you don’t want to miss the Scenic Boat tour which runs daily from 10am to 4pm. It’s a relaxing way to experience three different lakes and the historic canals that attach them. Chain of Lakes Canal is pictured. Winter Park also hosts two unique art festivals annually and is home to Hannibal Square and Winter Park Village, offering a diverse array of dining and cultural experiences.

For additional information on Winter Park, visit the Winter Park, FL Chamber of Commerce.

Maitland, Florida:

City of Maitland city hall
City of Maitland City Hall

Located just north of Orlando, Maitland, Florida, offers a blend of historical richness and modern conveniences. Thurston House Bed and Breakfast serves as a central hub for exploring Maitland’s attractions, including a short walk to the National Historic Register-listed Maitland Art Center, Waterhouse Residence Museum, and Maitland Library. Guests can stroll to nearby Lake Lily Park, home to a weekly farmer’s market, two yearly art festivals and many other events. Also within walking distance is the Audubon Birds of Prey Center, the Maitland Historical Museum, several eating establishments, antique stores and other shops. The innkeeper has local maps and information on all to help you plan your day. Read our post, Historic Maitland, Florida, for more about Maitland’s vast history.

Maitland’s history dates back to its establishment as Fort Maitland in 1838 during the Second Seminole War, evolving into a community known for its cattlemen, citrus farmers, and cultural initiatives. Today, Maitland is a sought-after suburban community with 22 lakes (some connected by small waterways), numerous parks, and a vibrant cultural corridor. The city continues to grow with ongoing redevelopment projects and amenities such as commuter rail, offering residents and visitors alike access to beautiful parks, excellent museums, and bustling dining scenes. The community boasts several parks with facilities such as walking trails, tennis courts, picnic pavilions and tot play areas. There is a very active Maitland Library, with many ongoing community programs. The Maitland Chamber of Commerce is the place to get information about moving to town, and it is also the local connection for businesses and the community.

Sunrise at Lake Lilly Park
Sunrise at Lake Lilly Park in Maitland, Florida.

The Maitland Art Center, a fabulous complex of buildings that are on the National Historic Register, host many yearly functions, art shows and also rent their facilities for private functions. Weddings are often seen taking place in their beautiful outdoor chapel.

The Maitland Historical Society offers a glimpse back in time with the Waterhouse Residence & Carpentry Museum’s, also on the National Historical Register. The society also maintains another building with ongoing and changeable exhibits and a telephone museum.The Maitland Audubon Birds of Prey Center is also just minutes from Thurston House. The Maitland Civic Center and the Maitland Senior Center round out the wonderful facilities available to all.