7 Most Relaxing Oregon Towns

With around 65% of Oregon's residents living in urban areas, many locals are likely in search of a relaxing escape. With so many small towns to choose from, however, narrowing it down can be a challenge. But if a train ride along Oregon’s Pacific coastline, a stroll along a historic harbor boardwalk, or sampling a red wine from the state’s southern wine region sounds like your perfect getaway, read on to plan your next adventure.

Yachats

The small town of Yachats, home to just over 1,000 residents, lies within Oregon’s temperate rainforest ecoregion along the Pacific coast. Travelers seeking panoramic coastal views can visit the Cape Perpetua Scenic Area, the highest accessible viewpoint by car on Oregon’s coast, rising 800 feet above sea level.

For those wanting to be a bit more active, there are plenty of coastal hiking trails to explore as well. The 804 Trail is one option, offering ocean views and ending with a descent towards a 7-mile stretch of beach below. Hikers can keep their eye out for a variety of native wildlife, such as elk, deer, and migrating seabirds along the trails. For a peaceful seaside stay, spend the night at the Ambrosia Gardens Bed and Breakfast, which lies between Searose Beach and the lush Siuslaw National Forest.

Florence

Florence often flies under the radar, with a population of under 10,000 residents. However, its seaside and riverside location makes it the perfect destination for a laid-back weekend getaway. Visitors can start off their vacation by touring the Sea Lion Caves, home to the largest sea cave in the country, as well as hundreds of native Sea Lions. The Heceta Head Lighthouse, one of Florence’s most prominent landmarks, sits 206 feet above the sea and dates back to 1894. Visitors can follow a half-mile trail that leads directly to the lighthouse and its lookout.

Other historic landmarks in town include Florence’s Old Town, which consists of a quaint harbor and wooden boardwalk lined by historic buildings. For a hot cup of tea during the chillier months or a warm bowl of chowder, make sure to stop by LoveJoy's Restaurant & Tea Room, a local favorite that is just a block away from the Siuslaw River.

Cannon Beach

Cannon Beach is famous worldwide for its iconic Haystack Rock, a towering 235-foot basalt sea stack that visitors can explore at low tide, searching for tide pools and puffins. There is plenty more to see in Cannon Beach as well, such as Ecola State Park, perfect for a coastal hike, or Oswald West State Park, which passes through a coastal rainforest.

With the holiday season well underway, there is plenty for visitors to see and do to get in the holiday spirit. An annual lamp-lighting ceremony is held every year and features cultural performances, an appearance by Santa, and the traditional lamp-lighting ceremony. Cannon Beach’s Caroling event also takes place in downtown Cannon Beach and usually concludes with hot drinks in the Chamber Community Hall.

Jacksonville

The entire town of Jacksonville is a National Historic Landmark, offering a perfect retreat for history enthusiasts. Visitors can enjoy a quaint trolley tour, available Fridays through Sundays in December, which narrates the stories behind the town’s historic homes and businesses. The town’s shopping district is a great place to have an afternoon stroll, perhaps looking for a Christmas gift at Pico’s Worldwide or Carefree Buffalo.

Jacksonville is also situated within Oregon’s southern wine region, home to over 100 wineries. Somar Family Vineyards, a multi-generational family vineyard, invites visitors to sample wines in its cozy tasting room. Another excellent choice is Daisy Creek Vineyard, offering indoor seating, an outdoor patio, and occasional live music.

Hood River

Hood River, in the calm Columbia River Valley, is just an hour from Portland but feels worlds apart, with a population of just over 8,000 residents. A short drive away, visitors can reach Mt. Hood Meadows, a popular ski resort located in the wild and scenic Mt. Hood National Forest. Cooper Spur Mountain Resort & Ski Area is a great alternative for beginner skiers, with 80% of its trails catering to beginner and intermediate levels.

For an upscale, innovative meal, make a reservation at Votum Restaurant, offering creative seafood dishes, just a few blocks from the Hood River. Located in the heart of an agricultural area, visitors can learn more about Hood River’s farming roots at The Fruit Company Museum, which converted its 1940s-era factory into a heritage museum and orchard gift shop.

Joseph

Surrounded by the gorgeous green Wallowa mountains, Joseph is affectionately referred to as the “Little Switzerland of America.” Wallowa Lake, just a 10-minute drive from downtown Joseph, attracts over 800,000 visitors each year. It is a large glacial lake popular for kayaking, fishing, and picnicking. There are plenty of nearby hiking trails as well, including Iwetemlaykin State Heritage Site, which offers views of meadows and ponds, and Wallowa Lake Trailhead, with views of streams, waterfalls, and lakes.

In January, visitors can visit Joseph during its exciting annual Eagle Cap Extreme Sled Dog Race, a 200-mile race that runs through the Wallowa Mountains. The winter months are also great for sledding in Joseph, with Alder Slope being a favorite destination among locals.

Rockaway Beach

Rockaway Beach is a popular spot for whale watching in December, as hundreds of humpback, sperm, and gray whales migrate from Alaska to the warmer waters of Mexico. The town also attracts countless visitors to its seven miles of sandy beaches, perfect for relaxing in the sun. Riding the Oregon Coast Scenic Railroad, which begins just south of Rockaway Beach, is a cherished tradition families have enjoyed since the 1920s. Visitors can board the steam engine for a scenic journey along the coast.

To fuel up for the day, grab a pastry and coffee at Beach Bakeshop, just a block away from the sandy Rockaway Beach. There are plenty of seaside inns and lodges in town as well, such as Rockaway Beach Resort, just steps away from the water.

Final Thoughts

Regardless of the season, these seven towns provide the laid-back getaway that you have been seeking. Take advantage of the winter months to sled, ski, or Christmas carol, or opt for the spring or summer if you would like to spend a sunny afternoon at the beach. One thing is certain, however: no matter the time of year, these destinations promise the rest and relaxation you deserve.