Old small fishing boat in harbor in Florence, Oregon. Image credit NeungPH via Shutterstock

10 of the Most Overlooked Towns in Oregon

If you’ve ever sought a vacation that places you amidst the lush forests of the Pacific Northwest, then these towns within the state of Oregon should motivate you to book that vacation just a little sooner. It goes without saying that the state has some pretty amazing metropolitan areas, such as Portland or Salem. Still, there is something about the solitude of towering forests, tranquil rivers, and scenic mountaintops that ground you to the natural world itself. So, don’t wait too long to plan your visit because it’s only a matter of time before word gets out on the exciting adventure offered in these overlooked towns.

Lake Oswego

Lake Oswego and Lakeshore Inn reflect last rays of autumn sun.
Lake Oswego and Lakeshore Inn, Oregon. Image credit Victoria Ditkovsky via Shutterstock.com

Explore the Pacific Northwest's solitude without compromising on an urban area's convenience. Lake Oswego is located just outside of Portland but still manages to offer the breathtaking natural beauty of Oregon.

Step into a vast expanse of green when you march along the trails at Tryon Creek State Natural Area. Despite being in the middle of an urban area, the park is a sanctuary from the sights and sounds of a city and is the perfect place for a walk. After, head to Rogerson Clematis Botanical Garden and smell the freshly bloomed flowers while you browse over 2,000 species of plants, shrubs, and trees.

As the town’s name suggests, the town features a massive lake spanning over 431.7 acres. The lake provides an excellent opportunity to cool off during the summer months or simply relax and listen as the waves crash against the rocks.

Redmond

Welcome to Redmond, Oregon downtown sign
Welcome to Redmond, Oregon downtown sign.

Luckily for those who take the chance on this lesser-known town, Redmond doesn’t jump to the top of the searches when looking at places to visit in Oregon. Those who know about the town’s awesome attractions like it that way.

Redmond is a haven for those wanting to enjoy the undisturbed outdoors. The Smith Rock State Park is a prominent attraction and offers the opportunity for hiking, biking and even climbing. The Misery Ridge Trail proves popular amongst those seeking a challenge. Take to the water by renting a kayak or canoe and paddle through the calm waters of Lake Billy Chinook and admire how large cliffs give way to the crystal-clear waters of the lake.

Head back into town, dress up, and hit the downtown district. Catch the latest box office hit or a cinema classic at the vintage Odem Theatre.

Grants Pass

Downtown Grants Pass, Oregon, and the Rogue River.
Downtown Grants Pass, Oregon, and the Rogue River.

What started as a small logging community eventually gave way to what is now one of Oregon’s best-kept secrets. Grant’s Pass is the ideal spot to spend a day outdoors or a weekend getaway, as it has numerous must-see attractions.

Begin by gaining a deeper appreciation for the town’s legacy by exploring the archives and exhibits at the Schmidt House Museum. Visitors can also immerse themselves in the town’s creative side by touring the Grants Pass Museum of Art which hosts magnificent artwork, both local and international.

Next, it’s time to get outdoors. Hike along the Rogue River National Recreation Trail which can take you directly from Grant’s Pass to the coast of the Pacific Ocean. If you’re simply looking for a day's adventure, descend into the depths of the unknown by visiting Oregon Caves National Monument. These vast caves provide some surreal sights as you venture down below.

Keizer

Calm water of the private Staats lake in dusk, Keizer, Oregon
Calm water of the private Staats lake in dusk, Keizer, Oregon. Image credit Victoria Ditkovsky via Shutterstock

Keizer was very sought after by early American settlers, home to some of the most fertile land in the Pacific Northwest. It has long been synonymous with the agricultural industry. Since the town has grown into a population of approximately 40,000 while maintaining its small-town roots.

The city is situated in the middle of Willamette Valley. The valley is an untouched pocket of natural space to explore. Head down to Keizer Rapids Park which has a lengthy paved trail along the river edge for biking or walking. Enjoy the fruits of Keizer’s fertile grounds with a glass of homegrown grapes at Stangeland Vineyards & Winery while taking in the surrounding beauty of Oregon.

Oregon City

Landmark historical house in Oregon city
Landmark historical house in Oregon city, Oregon.

Oregon City proudly features an array of well-preserved historical landmarks, and an inclusive community atmosphere and is a gateway to countless outdoor adventures.

Upon hearing the two words “Vertical Street,” you may be slightly confused as it seems rather impossible. Oregon City is home to the world’s only “Vertical Street." Ascend the city's Municipally operated lift to the best views in Oregon City, and look down upon the vast expanse of greenery and the nearby Willamette River. Descend back down to street level to continue touring the town. Learn about the town's fascinating heritage at the McLoughlin House. The live museum allows visitors to interact with actors playing the role of pioneers and early settlers of Oregon City.

Afterward, head over to the Clackamette Cove Park & Marina, located along the Willamette River. This park and marina offer a variety of outdoor activities, including fishing, boating, and rafting along the Willamette River.

Florence

Siuslaw River Bridge and the river in historic old town Florence, Oregon.
Siuslaw River Bridge and the river in historic old town Florence, Oregon.

This coastal town sits along the banks of the Siuslaw River. If you travel along the banks, you’ll soon see where the river gives way to the mighty waves of the Pacific Ocean.

Start your visit by exploring the power of the ocean. Head over to the Sea Lion Caves, which are the largest natural sea caves in America. Formed by years of battering ocean waves and wind the caves are a sight to behold. After, plan a scenic hike along the hobbit trails which start on the sandy beaches and take you to Heceta Head. As you walk along the coastline be sure to keep an eye on the ocean as these waters are teeming with the ocean’s greatest creatures. Sea lions and whales are often seen from the comfort of the shoreline.

Head back into town and refuel after your coastal adventures. Head over to Bridgewater Fish House restaurant and warm up with a bowl of their renowned seafood chowder. End your day by watching the sun retreat over the vast expanse of the ocean as you relax at Sand Master Park.

Cottage Grove

Arched sign across East Main Street in Cottage Grove Historic District Oregon.
Arched sign across East Main Street in Cottage Grove, Oregon. Image credit Ian Dewar Photography via Shutterstock.com

Experience rugged American charm firsthand during your visit to Cottage Grove. This friendly small town was voted an All-American City twice now and should sit atop your list during your visit to Oregon.

As you walk down the main street, it’s hard not to feel a sense of nostalgia. The downtown center seems frozen in time as it has vintage-looking shops that embody small-town America. Follow along the Cottage Grove Covered Bridge Historical route and pass overtop ravines while enjoying the impressive early settler’s architecture that still stands today.

The town is also home to a unique heritage. Once a gold rush town, Cottage Grove attracted prospectors from all around the world. Explore the Bohemia Gold Mining Museum which hosts artifacts, photographs, and displays that showcase the town's mining past.

Coos Bay

Overlooking Coos Bay, Oregon.
Overlooking Coos Bay, Oregon. Image credit Manuela Durson via Shutterstock

If you are driving along Highway 101 and looking for a spot to relax and take a break, Coos Bay has you covered. Nestled between the Pacific Ocean’s coastline and the state’s major highway is a town that will put your mind at ease as you get lost in the calm atmosphere of a seaside oasis.

There are multiple destinations in Coos Bay so stretch your legs and appreciate the rugged beauty of the coastline. Head over to Cape Arago State Park or Shore Acres State Park to not only marvel at the vast expanse of Ocean but potentially spot a variety of whales as well. There are also options for some inland exploration of Oregon’s towering forests. Hike through Elliott State Forest to appreciate the innate beauty of nature.

This coastal town has its share of maritime history. If you are looking to learn more about Coos Bay’s seafaring heritage, then book a visit to the Coos History Museum. End your day by heading over to Sunset Beach for spectacular views.

Ashland

Downtown Ashland, Oregon.
Downtown Ashland, Oregon. Image credit Nature's Charm via Shutterstock

Not many small towns can boast world-class theater productions and stunning natural landscapes. Ashland is a great opportunity to embrace your inner creativity during your stay.

Explore the town’s arts community by exploring galleries such as the Schneider Museum of Art or the Hanson Howard Gallery. Both galleries prove to be can’t miss attractions, so plan to designate an adequate amount of time to properly admire the magnificent pieces they display. The town also has a monthly celebration of art and culture, dubbed as the First Friday Walk the event features local musicians, homegrown wine, and free gallery visits.

If art isn’t your forte, then strap on the outdoor gear and begin your climb up the nearby mountain ranges of the Siskiyou and the Cascade mountains. Plan a route along the Grizzly Peak Trail to work your way to the highest point in the Ashland Region.

Canyon City

The Canyon City Brewery Building, Oregon.
The Canyon City Brewery Building, Oregon. Image credit Gary Halvorson, Oregon State Archives, Attribution, via Wikimedia Commons

Located in eastern Oregon, Canyon City has long been a popular stop for those making their way from the Midwest to the shores of Oregon. Visitors can venture through time by learning about the region's past, from the days of the Oregon Trail and the gold rush.

Trace the footsteps of pioneers and settlers who braved the treacherous journey along the Oregon Trail as you explore the Kam Wah Chung & Co. Museum situated on the outskirts of town. The museum is dedicated to the early Chinese settlers who played an instrumental role in developing the region. Continue back in time as you discover the gold rush era at the Grant County Historical Museum which houses artifacts dating back to the establishment of the town in 1899.

Enclosed by the Blue Mountains and the John Day River Valley, Canyon City has long been hiding some of the best outdoor activities in Oregon. Venture into the nearby Strawberry Mountain Wilderness, where you'll discover pristine alpine lakes with water so clear, that canoes and kayaks appear to be floating in mid-air.

It is hard to believe that Oregon has been able to remain off the radar for tourists and vacationers. The state has everything from sandy beaches to scenic mountaintops. Maybe it’s the isolation of these towns that has helped hide their best-kept secrets, or maybe it’s the fact that only the lucky few take a chance on these overlooked towns. Regardless, you’re best bet is to stop sleeping on the adventures Oregon can offer and book your vacation now as it is only a matter of time before word begins to circulate about these magnificent towns.

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