Oregon City just might be one of the prettiest little cities within a stone’s throw of Portland. Just 13 miles south of the big city, a day trip to historic Oregon City — the state’s first capital and the end of the Oregon Trail — can feel like a trip back in time. You can still see the remnants of the 1800s when it was the heart of the region’s lumber, flour, wool, and paper mill industries. But there’s a lot of revitalization underway.

Here are a few of our top choices for old-meets-new things to eat, drink and do. Whether you’re a local neighborhood resident, a potential home buyer, a seller, or a local business owner, Oregon City welcomes you with open arms, offering a blend of historical significance and contemporary attractions that promise a unique experience for every visitor.

Weinhard Grill — a brand-new made-from-scratch restaurant with a bar, outdoor dining area, and family-friendly menu — is part of Oregon City’s latest boom. Order up a dish of Mom’s Pot Roast or the Weinhard burger, which is a fresh local grind of brisket, short rib, and sirloin topped with fixings and served with hand-tossed garlic fries. The Weinhard Grill exemplifies the city’s dining scene, emphasizing historical significance, locally sourced ingredients, and a warm, welcoming environment for families and friends alike.

Andy and Nancy Busch, who also run a furniture store in town, opened the grill in the fall of 2015 to fill a niche in the local dining scene as well as honor their family roots. Andy’s great-great-grandfather, Frank Busch, ran a homestead shop in this very space in the early 1900s after buying it from the man who built the building in 1895 — none other than Oregon craft brewing pioneer Henry Weinhard. This deep connection to the city’s past enriches your dining experience, making it a must-visit destination for those looking to savor a piece of Oregon City’s history.

At 130 feet high, the Oregon City Municipal Elevator offers the best view in town. The town built the marvel in 1915 as an easier way to reach the bluff than climbing the 722 steps from the base of the cliff, then modernized it in 1955. Today, it’s recognized as one of only four municipal elevators worldwide and serves as the only “vertical street” in North America, affectionately called “Elevator Street” by locals. A ride in this historical elevator not only saves you a daunting climb but also provides educational and interactive elements for an enriching visit.

Kids and adults alike will enjoy the 35-foot-long tunnel under the train tracks leading to the elevator itself, then zipping to the top in 15 seconds flat. An elevator attendant greets you upon arrival, and signs and artwork detailing the site’s history offer a fun, leisurely way to explore. With free admission and an absence of crowds, the Oregon City Municipal Elevator stands as a unique and accessible attraction that embodies the spirit of exploring Oregon City’s rich historical tapestry.

At the confluence of the Willamette and Clackamas rivers, Willamette Falls is a sight to behold. It’s the second most powerful waterfall in North America and is considered one of the state’s most important historic sites, serving as a cultural, fishing, and gathering place for Native American tribes across generations. The Willamette Falls Legacy Project aims to preserve this heritage while integrating new, sustainable development, making the Falls a vibrant center of community and historical education. For those seeking adventure and a deeper understanding of Oregon City’s natural and historic beauty, river excursions here are unparalleled.

Whether it’s embarking on a group tour with Rediscover the Falls, or kayaking to the falls with eNRG Kayaking, visitors have a variety of ways to experience the majestic waters. For a more leisurely day, the Oregon City Visitor’s Center provides maps to parks, museums, and other attractions. The river excursions in Oregon City offer exhilarating adventures and serene moments alike, appealing to thrill-seekers and nature lovers seeking to connect with the area’s natural beauty and storied past.