9 Ideal Oregon Destinations for a 3-Day Weekend in 2024
Oregon is a state brimming with diverse landscapes, from rugged coastlines to lush forests and vibrant towns. Whether you seek a peaceful retreat by the ocean, an adventurous mountain escape, or a cultural journey through small towns, Oregon has something to offer every type of traveler. Here are nine ideal destinations for a three-day weekend, each with its unique charm and a variety of activities to fill your itinerary, whether on a solo trip or a family escape!
Cannon Beach
A quiet beachy town suitable for a relaxing weekend where you can walk to everything. Check out the laid-back boutiques, bakeries, and coffee shops. Just an 80-mile drive from Portland, Cannon Beach is perfect for an extended day trip. The 4-mile stretch of sandy beaches is part of the famous Haystack Rock Beach and Tolvana Beach State Recreation Area. Learn about the local history at the Cannon Beach History Center and Museum or hike the Crescent Beach Trail. When planning to stay in Cannon Beach, consider the Hallmark Resort Cannon Beach, which has a stunning ocean view of Haystack Rock.
Bend
Bend is a mountain town known for its world-class skiing and bustling local life. Learn about wildlife and witness a sawmill from the early 1900s at the High Desert Museum. Nature awaits at spots like Smith State Park and Deschutes National Forest, where travelers can hike, rock climb, and bask in the surrounding breathtaking views. There are also waterfalls and scenic rivers on the trails. The Oxford Hotel is a great accommodation option for those looking to spend an extended weekend in Bend. This town is a destination for the adventurous types.
Ashland
Just shy of three hours south of Eugene is the town of Ashland. Voted as one of the Best Small Art Towns in America, Ashland is home to the annual Oregon Shakespeare Festival for those literary aficionados! Within the same realm of arts is the Oregon Cabaret Theatre, which has been hosting live entertainment for more than three decades. One of the natural highlights of the town is Lithia Park, a 100-acre park in the hub of downtown. There is also Mount Ashland and North Mountain Park in the town for more outdoorsy folk. A quick day trip from Ashland will get you to the infamous Crater Lake National Park. If you plan to stay throughout the weekend, check out Ashland Hills Hotel & Suites and Convention Center.
Hood River
Located on the Columbia River and named after the river with the same name, Hood River offers some of the best hiking, fishing, and wineries in the Pacific Northwest. You can get an incredible view over the town from Rowena Crest Viewpoint. Explore the outdoors at the Hood River Lavender Farms or the George White House Orchard. The Hood River Waterfront is a park with a pedestrian trail along the shoreline and open space for the public. Mount Hood and Columbia River Gorge are two natural landscapes you won’t want to miss, and make sure not to forget your camera! Those planning to stay in Hood River for a long weekend should book with Timberline Lodge.
Seaside
More of the teenage beach town compared to Oregon’s sleepier Cannon Beach. While checking out Seaside, you should see Seaside Beach, the Arcadia Beach State Recreation Park, and the Seaside Museum and Historical Society. Walkable areas around town include the Ocean Promenade and Gateway Park. The 3-day weekenders looking for a challenge can trek up the steep Saddle Mountain for some breathtaking views. The Seaside Oceanfront Inn is a great option for an extended stay.
McMinnville
Just a 40-minute drive north of Salem is the town of McMinnville. Known as the “Heart of Oregon Wine Country,” this quaint town has plenty of exciting things to do, including wineries, museums, and conservation areas. The Miller Woods Conservation Area is a 130-acre property that offers scenic hikes. Looking for an educational and family-friendly activity? Head to the Evergreen Aviation & Space Museum. McMinnville is also home to the annual UFO Festival to honor the 1950 Trent Sighting, which is said to be the most credible image of a UFO to date. To make the most out of a 3-day weekend in McMinnville, stay at the picturesque Youngberg Hill Inn & Winery.
Newport
Another pristine coastal town in Oregon is Newport. Referred to as the “Dungeness Crab Capital of the World,” the town hosts the largest commercial fishing fleet along the Oregon Coast. For more than 150 years, this crab has been a delicacy in the Pacific Northwest due to record harvesting numbers. The Yaquina Head Outstanding Natural Area extends from the Oregon Coast and has the tallest lighthouse in the State—standing 93 feet tall since 1873. Other Newport sights worth visiting include the Oregon Coast Aquarium, South Beach State Park, Yaquina Bay Bridge, and the Devil's Punchbowl State Natural Area. Those who fall in love with Newport and want to stay a full three days should look at Hallmark Resort Newport.
Eugene
Depending on who you ask, Eugene, Oregon has several nicknames. Whether you refer to it as “TrackTown USA” by elite athletes, “Emerald City” for the lush green spaces, or “A Great City for the Arts & Outdoors” by locals, it is clear Eugene has plenty to offer. Collegiate sports fans can cheer on the Ducks or take advantage of the easy access to the town’s natural beauty. Places worth spending time at include the Owen Rose Botanical Garden, Hendricks Park, Hult Center for the Performing Arts, Skinner Butte Park, 5th Street Public Market, and Alton Baker Park. Want to stay in Eugene for a 3-day weekend? The Graduate Eugene is a great accommodation option.
Astoria
Situated right below the border between Oregon and Washington is Astoria. The town is located on the Columbia River and close to the Pacific Ocean. A close drive in either direction will lead visitors to the Lewis and Clark National Historical Park and the Lewis and Clark National Wildlife Refuge. At Fort Clatsop, you can witness the location where Lewis and Clarke kept their winter encampment from 1805 to 1806. Other educational activities include the Columbia Maritime Museum, offering information on fishing, shipping, and the military history of the town. Fort Stevens State Park is a huge park with a beachy oceanfront, biking, and hiking trails, a historical fortress, and a shipwreck dating back to 1906. Stay for a prolonged weekend at a conservation hotel built in the 1920s at Hotel Elliott Astoria.
No matter what kind of experience you’re after, these nine Oregon destinations offer the perfect backdrop for a memorable 3-day weekend. From the serene shores of Cannon Beach to the lively streets of Bend, each location promises a blend of natural beauty, engaging activities, and comfortable accommodations. So, it’s time to pack your bags and get ready to explore the best of Oregon, one weekend at a time!
