Bend Connect

A Guide to Bend, OR’s Most Remarkable Buildings and Structures

A Guide to Bend, OR’s Most Remarkable Buildings and Structures

by | Feb 28, 2025

Located in the heart of Central Oregon, Bend, OR, is renowned for its breathtaking natural landscapes, from the majestic Cascade Mountains to the serene Deschutes River. Yet, beyond its outdoor allure, Bend boasts a rich tapestry of architectural wonders that narrate the city’s vibrant history and cultural evolution.

As I wandered through its streets, I was captivated by the harmonious blend of historical edifices and contemporary designs, each structure echoing tales of yesteryears and visions of tomorrow. Join me as we delve into some of Bend’s most iconic buildings, each a testament to the city’s architectural legacy.

The Old St. Francis School: A Historic Transformation

One of the most enchanting experiences in Bend, OR, is visiting the Old St. Francis School. Initially constructed in 1936 as a Catholic school, this building has radically transformed. Today, it is a unique establishment that seamlessly blends history with modern amenities. The property now houses a hotel, restaurant, and brewery, immersing visitors in its storied past while enjoying contemporary comforts.

As I explored the premises, I was particularly struck by the preservation of its original features. The brickwork, arched windows, and distinctive red-tile roof harken back to its early days, evoking a sense of nostalgia. The interior is adorned with eclectic décor, art installations, and hidden nooks, each corner inviting guests to uncover a piece of its history. This fusion of the old and the new makes the Old St. Francis School a must-visit landmark for locals and newcomers.

Tower Theatre: Bend’s Art Deco Gem

In the heart of downtown Bend, OR, the Tower Theatre stands as a beacon of the city’s cultural and architectural heritage. Erected in 1940, this Art Deco masterpiece has been meticulously preserved, allowing it to retain its vintage charm. The theater’s sleek lines, geometric patterns, and the iconic vertical neon sign illuminate the downtown area, serving as a reminder of Bend’s rich artistic past.

Stepping inside, I was transported back in time. The beautifully restored auditorium, with its plush seating and ornate ceiling details, speaks volumes of the era in which it was built. Today, the Tower Theatre is more than just a historical monument; it is a vibrant cultural hub hosting many events, from concerts and film screenings to community gatherings. Its enduring presence underscores Bend’s commitment to preserving its artistic and architectural treasures.

Drake Park Neighborhood Historic District: A Stroll Through Time

Adjacent to the picturesque Drake Park lies the Drake Park Neighborhood Historic District, a living testament to Bend, OR‘s architectural evolution. As I meandered through its tree-lined streets, I was greeted by various homes showcasing styles from Craftsman and Tudor Revival to Mid-Century Modern. Each residence tells a story, reflecting the city’s growth and the diverse influences shaping its character.

The meticulous preservation of these homes is evident in the intricate woodwork, gabled roofs, and inviting front porches. Walking through this district felt like stepping into a bygone era, where every structure has been lovingly maintained to honor its historical significance. The Drake Park Neighborhood offers a visual feast for architecture enthusiasts and embodies the community’s dedication to preserving its rich heritage.

Deschutes Historical Museum: Preserving Bend’s Legacy

Housed within the historic Reid School building, the Deschutes Historical Museum offers a deep dive into Bend, OR‘s past. Constructed in 1914, the Reid School exemplifies early 20th-century educational architecture, featuring classic brick construction, large arched windows, and a traditional bell tower. The building is a piece of history, a testament to the city’s commitment to education and preservation.

Inside, the museum’s exhibits chronicle Bend’s journey from a modest lumber town to the bustling city it is today. Artifacts, photographs, and interactive displays provide insights into the lives of early settlers, the indigenous communities, and the pivotal events that have shaped the region. Visiting the Deschutes Historical Museum is not just an educational experience; it’s a journey through time, offering a profound appreciation for the city’s rich and diverse history.

Pine Tavern Restaurant: A Culinary and Architectural Delight

Established in 1936, the Pine Tavern Restaurant is one of Bend, OR‘s oldest dining establishments, offering more than just a meal. The building exudes rustic charm, with its wood-clad exterior, stone fireplace, and large windows that provide serene views of the Deschutes River. However, what truly sets this restaurant apart are the two ancient ponderosa pine trees that grow through the middle of the dining area, creating a unique and enchanting ambiance.

As I dined under the canopy of these majestic trees, I couldn’t help but marvel at the seamless integration of nature and architecture. The interior’s vintage décor, exposed wooden beams, and classic furnishings evoke a sense of warmth and nostalgia. The Pine Tavern is not just a place to savor delectable dishes; it’s a space where history, nature, and culinary artistry converge, offering an experience that lingers long after the meal.

The Pavilion: Modern Design Meets Community Recreation

A testament to Bend, OR‘s commitment to innovative design and community engagement, The Pavilion is a modern architectural marvel. Opened in recent years, this open-air recreation and event center features a striking canopy that shelters an NHL-size ice rink during the winter months. In warmer seasons, the space transforms to accommodate various sports and community events, showcasing its versatility.

The Pavilion’s design is both functional and iconic. The structural steel trusses and a sleek, modern aesthetic create an inviting atmosphere for visitors of all ages. Wood accents pay homage to Bend’s natural surroundings and history as a mill town. As I observed families skating and playing, it was evident that The Pavilion serves as a vibrant hub, fostering community connections through its thoughtful design and diverse programming.

Old U.S. Post Office: A Stripped Classical Landmark

Built in 1932, the Old U.S. Post Office in downtown Bend, OR, is a noteworthy example of stripped classical architecture. This style, characterized by its simplified classical elements, is evident in the building’s symmetrical façade and understated decorative details. Serving as a post office for many years, this structure has been a cornerstone of Bend’s downtown area.

Walking past its stately exterior, I was reminded of the building’s historical significance and role in the daily lives of Bend’s residents over the decades. While its function has evolved, the Old U.S. Post Office remains a symbol of the city’s architectural heritage, standing proudly amidst the modern developments that surround it.

Goodwillie–Allen House: Preserving Residential Heritage

The Goodwillie–Allen House, constructed in 1904, is a charming example of American Craftsman-style architecture and the oldest structure within Bend‘s city limits. Originally built by Arthur L. Goodwillie, the city’s first mayor, the house features the Craftsman style hallmark elements, including a low-pitched roof, wide eaves, and a spacious front porch. Over the years, the residence has been meticulously preserved, offering a tangible link to Bend‘s early residential life and architectural preferences.

Bend’s architectural landscape is a rich tapestry woven from its historical roots and forward-thinking designs. Each building, from historic schools and theaters to modern community centers, contributes to the city’s unique character and tells a story of its evolution.

For residents and those considering making Bend their home, these structures offer more than aesthetic appeal; they embody the community’s values, resilience, and commitment to preserving its heritage while embracing growth. Exploring Bend‘s architectural marvels provides a deeper understanding of the city’s past and an inspiring glimpse into its future.

Sources: amandakrealestate.com, westernhomejournal.com, bendbranches.com, wanderlog.com, bendmagazine.com, opsisarch.com, archello.com
Header Image Source: westernhomejournal.com