Fall Hikes Near Portland

Get ready to ride with thousands of other fun-loving people at the 18th annual Worst Day of the Year Ride. Choose from a 15-mile Urban course or 42-mile Hill Climb Challenge course. Laugh at the elements, and gather for a delicious finish line party at the Lucky Labrador Brew Pub. Breakfast, lunch, fun rest stops,…

Founded in 1979, the Shamrock Run Portland is the largest running and walking event in Oregon and is the third largest running event in the western United States. In 2020, 25,000 participants will celebrate the 42nd edition of the event on Sunday, March 15th at Waterfront Park in downtown Portland.

Colorful fields reminiscent of Holland burst with acres of tulips in full bloom at the Wooden Shoe Tulip Festival in Woodburn.

Up to 20,000 gray whales migrate along Oregon’s coast every winter and spring. Spot them from these four locations.

This annual show and sale returns every April to Crystal Springs Rhododendron Garden. See gorgeous rhododendrons and daffodils on display, then stroll through the garden in full bloom — one of the city’s most iconic and beautiful natural areas.

Join us for the 40th annual Trillium Festival! MEMBER BENEFITS ‘Early Bird’ Entrance to plant sale 9 – 10am BUY 1 get 1 FREE Trillium Brunch 8-10am PLANT SALE Boskey Dell Natives will be selling plants in various sizes, including Trillium and other specialty native plants that support native wildlife. Specific Questions about your yard?…

The annual Bridge to Brews foot race is back with a new route in 2020, taking participants over the Broadway, Steel, Morrison and Hawthorne Bridge. Head to Waterfront Park after the race for the “brews” section of the event which features a classic Portland beer festival where you can sample local beer, cider and distilleries….

Hippity hop down the bunny trail & discover what he left behind! Together, challenge yourselves uncovering a basket full of treasures. Experience a spirit of playfulness & helping your child develop self-direction skills & respect for others. It’s festive! It’s fun! Follow the link to register children ages 1.5-5 for only $5: https://apm.activecommunities.com/portlandparks/Activity_Search/egg-stravaganza/118146

Welcome spring with candy hunts, activities and farm animal talks at Rabbit Romp. Bring the kids to Rabbit Romp, a celebration of spring geared at the 10-and-under crowd. Candy hunts and coloring activities will begin at 9:30 a.m. There will be two separate hunts on the concert lawn — one for kids 3-10 and and…

Come and view gorgeous flowers at their peak bloom time, then pick bouquets for all the special moms in your life at this annual show and marketplace. All proceeds benefit Crystal Springs Rhododendron Garden.

The Rose Festival is proud to host the Portland Rose Festival Dragon Boat Races, an event that has been bringing an exciting Chinese tradition to Portland for more than two decades, beginning in 1989. Held on the Willamette River near the Hawthorne Bridge, the races feature exciting four-team heats held every nine minutes. More than…

Portland’s annual Water Lantern Festival is a beautiful experience where you’ll witness the magic of lanterns as they light up the water at Laurelhurst Park. This family-friendly event includes food trucks, pre-made floating lantern kits, markers, ascavenger hunt and more.

Hot-air balloons take flight mere minutes from downtown Portland every summer.

The river, which bisects the city into east and west sides, is a virtual aquatic playground, with kayakers, fishers and swimmers enjoying the water.

Oregon Northwest Merfest is a festival for the entire family that brings awareness to conservation with a fun “under the sea” theme. Join Oregon Mermaids for a day of mermaids, pirates, sea-themed entertainers, puppet shows and ocean-themed yoga. Oregon Mermaids impart their love of the briny deep, its wildlife, the ocean beaches and conservation information…

Portland’s annual Bridge Pedal is a community celebration of the city’s iconic bridges and biking culture. Join your friends and neighbors for the one opportunity each year to bike or walk on Portland’s car-free streets and bridges (including the upper decks of both the Marquam and Fremont bridges). Portland’s Bridge Pedal is one of the…

Hood to Coast is the world’s largest running relay race, stretching 200 miles from the top of Mount Hood to the Pacific Ocean in Seaside. The overnight event culminates in the West Coast’s largest beach party and draws more than 12,000 runners and walkers annually. The race fills up months in advance, but there’s no…

Portland’s annual Dahlia Festival is a must-see for the dahlia lover, or if you just love flowers. View over 400 floral arrangements of dahlias and over 15,000 cut dahlia blooms on display in the three indoor display rooms. This is the largest display put on by one grower anywhere in the United States. The annual…

Join family, friends and neighbors to celebrate life together. The River Lantern Lighting brings together individuals from all ages, backgrounds, and walks of life to join in one memorable night to celebrate community in Portland, Oregon. Every participant gets a lantern, candle, marker, beer or cider (over 21), snacks and live music.

Every September, spectators gather to see the world’s largest roost of Vaux’s swifts swarm and spiral into the chimney of a Northwest Portland school.

The Portland Classic is the longest-running stop on the LPGA tour, and 2020 marks its 49th year. Watch world-class women golfers who are “keeping Portland diverse, legendary, strong and powerful.”

Enjoy Portland’s annual Dragon Boat Festival, featuring dragon boat racing along with food vendors, a beer garden and more. The event features as many as 96 dragon boat teams from all over the world who race in Taiwan-style dragon boats.

This annual race series consists of paddlers piloting a gaggle of gigantic gourds through a water course.

Join a walking tour that takes groups around, across, under, and inside the unique and storied spans that shape life in Portland. Strolling along the waterfront the tour will cross several bridges, pausing at the Morrison Bridge to meet the bridge operator and see the view from the control tower. The tour may then head…

The driver covers all tasting fees with charcuterie plates ($150 value for full day, $90 value for half day). Experience the best of Willamette Valley wine country on an all-inclusive, guided wine-tasting tour from Portland. Be chauffeured in a luxury SUV with a small group of fellow wine lovers and spend a half day or…

World-famous pinot noirs, crisp chardonnays and sweet rieslings are just a taste of the dozens of wines that Oregon has to offer. On this adventure through the rolling hills of the Willamette Valley, you’ll visit three carefully selected vineyards. Guests will partake in tasting flights and experience a behind-the-scenes view of viticulture.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed National Scenic Areas. Your…

Get your St. Paddy’s day weekend started by joining up for some rompin’ good fun around Lee Farms. After some mud, guts and glory, stick around and have a beer or two before heading out on the town. Don’t miss out on all the fun — participation is capped at 1500.

A fun, unique way to celebrate St. Patrick’s Day, the sixth annual Dirty Leprechaun event features a 5k or 10k walk/run obstacle course challenge that will leave you covered in mud from head to toe. Tackle the muddy terrain while conquering over 20 obstacles that wind you through the beautiful property of Lee Farms.

31st annual NE Portland St. Patrick’s Day Parade Parade starts at 33rd and Hancock and marches west until 17th where it turns north one block and heads back on Tillamook

Follow the path of an ancient riverbed, carved by the last ice age, past the Bridge of the Gods, and explore the Windsurfing Capital of the World. In the afternoon, traverse Oregon’s fertile fruit valley on the way to the alpine top of a volcano, which boasts a title as the world’s second most summited…

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed National Scenic Areas. Your…

Sisters in Action Sports is partnering with Timberline to welcome womxn skiers and snowboarders for a snow day on the mountain. This is an inclusive, community-building event for womxn of all ages and abilities. Whether it’s your first day on snow, learning new tricks or just wanting to cruise with the ladies, come be part…

The Camellia Festival is an annual all-day festival in April celebrating the City of Newberg’s official flower the Camellia and its Asian origins. The day kicks off at 9 a.m. with a 5k and 10k run/walk coordinated by Chehalem Parks and Recreation District (CPRD) followed by performances, a bloom show, kids activities, vendors and more…

Join in Digging in the Dirt, presented by the Oregon Garden Foundation, beginning at 10:00AM on Saturday, May 9th. Enjoy a day outdoors planting the Oregon Garden’s spring annual flowers. After you are done, sit back and relax in the Discovery Pavilion with a brunch buffet provided by Oregon Garden Resort, live music, and bottomless…

Teams of one through six team members compete in either the 12-leg, 68-mile relay or the 47-mile relay. Join up for this epic, one-of-a-kind, one-day relay that explores Portland and surrounding areas. The relay starts and finishes at Level Beer and features many scenic highlights, including beautiful views of the Columbia Gorge, Oaks Bottom Park…

Participants can sign up for a half marathon, 10k, 5k or kid’s race, so the entire family can enjoy this event. The courses are super flat and fast with a few inclines, but no major hills, making this event a great course for setting that new personal record. The course provides great views of the…

The Foundation for Tigard Tualatin Schools presents their Ninth Annual Twilight Run, in partnership with RunSignUp and the Tigard Festival of Balloons. The 5K Twilight Run follows a flat and fast course along the beautiful bike trails. As you race towards the sunset, you will be surrounded by the wonders of the park and excitement…

Subaru Kids Obstacle Challenge is an adventure and obstacle course race for kids ages 4-14, with 15+ fun and challenging obstacles and mud. Its mission is to inspire and challenge kids, and forge family bonds, through obstacles and adventure. It is the largest touring adventure and obstacle course race series for kids in the nation….