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Samantha Brown’s Guide to the Mt. Hood Region in Every Season

I love a versatile destination, and if that’s what you crave, Mt. Hood and its surroundings fit the bill. You’ve got the more urban vibe of Portland mixed with the lush Willamette Valley, and of course the gorgeous backdrop of Mt. Hood—a glacier-covered dormant volcano. Here’s how to make the most of your trip here in any season.


Mt Hood - Wooden show tulip farm
photo courtesy

The Wooden Shoe Tulip Farm is a springtime must. With tulips exploding over 40 sprawling acres, Mt. Hood and the fact that everyone speaks English may be the only markers that you’re still in the USA and not Holland. From late March through April, the farm celebrates Tulip Fest, complete with pony rides, cow tours, fun runs, food, wine tasting (made from Wooden Shoe’s estate-grown grapes), hot air balloon rides, and more.

clackamas river white water rafting
photo courtesy

Does tiptoeing through the tulips sound a little too chill for you? Then you ought to check out white water rafting on the Clackamas River. The spring melt provides for the biggest whitewater with large waves and powerful currents. Check out half-and full-day trips from Blue Sky Rafting. Celebrate your bravery at Fearless Brewery in nearby Estacada, Oregon. Trust me, you’ve earned that famous Viking Burger and Scottish Ale.

wonser woods tree farm
photo: wonser woods

Drop your bags at Wonser Woods, a 622-acre farm located in the foothills of the Cascade Mountain range near Estacada.

wonser woods tree farm and b&b
photo: wonser woods

Owned and operated by Mark and Jean Wonser since 1990, the estate recently underwent a renovation that now includes a beautiful B&B. Each room is unique, offering a variety of mountain views, farm fields, and Portland city lights. The majority of this stunning farm is forested and available to guests for fishing, riding, and hiking.



Samantha Brown’s Guide to the Mt. Hood Region in Every Season

I love Oregon in the summer. The weather is absolutely perfect—not oppressively hot and humid, making it perfect for hiking and biking. I vacationed here in August of 2017 with my husband and kids, and we decided to bundle our rental car, hotel and “dining options.” Yep, we rented an RV.

Samantha Brown’s Guide to the Mt. Hood Region in Every Season

I was skeptical, but it ended up being one of the best trips we’ve ever taken. You only need to unpack once! A big shout out to the campground at Toll Bridge Park near Parkdale, Oregon. We stayed here our first night, and it was just heavenly. Wooded, near a beautiful river, close to the town of Hood River and the mountains.

Another favorite activity? Exploring the Hood River County Fruit Loop. Located in the Columbia River Gorge scenic area, it’s home to numerous orchards, berry farms, wineries, and farm stands. You can easily spend a day leisurely driving the route (map here), stopping for snacks, fruit picking, wine sampling, whatever!

Samantha Brown’s Guide to the Mt. Hood Region in Every Season

We loved Kiyokawa Orchards, which specializes in growing over 100 varieties of apples and more than two dozen varieties of Asian and European pears. Pick your own fruit, take a hayride, and enjoy a picnic on their beautiful grounds.

It’s pretty easy to spend a day or two in Hood River. This quaint town (population: 7,167) alongside the Columbia River offers breathtaking views, great food, and access to all sorts of outdoor sports In fact, it’s one of the world’s premier spots for kiteboarding. Take a lesson with Cascade Kiteboarding. This 2.5-hour session includes all the necessary gear– the only thing you need to bring is guts!

Don’t want to get your hair wet? Grab a slice at Solstice Wood Fire Cafe, where delicious grub meets beautiful river and kiteboarding views. My daughter went absolutely crazy for their PB&J pizza. Don’t worry, they have all sorts of a grown-up, pies like the country girl cherry, an award-winning combo of cherries, house-made chorizo sausage, goat cheese, shredded mozzarella and marinara. There’s also a good selection of local wine and brews for mom and dad.


I love visiting the mountains in the fall, especially as the colors change. Around Mt. Hood, the huckleberry and vine maple explode into reds, oranges, and yellows. It’s simply stunning, and a great reason to plan an autumn visit.

mt hood tiny house village
photo: mt hood tiny house village

Doesn’t  Oregon feel like the epicenter of the Tiny House movement? If you’re not ready to commit to sleeping in your kitchen every night, why not just try it out for a weekend? The Tiny House Village at Mt. Hood offers a unique way to experience the Portlandia vibe while surrounded by the nature of the Pacific Northwest.

mt hood tiny house village
photo: mt hood tiny house village

Ranging from 175 to 260 square feet, these beautiful tiny homes are perfect for dipping your little toe into the living small pool. And as the temperatures drop, you might like the extra coziness!

Channel your inner Cheryl Strayed and hike a section of the Pacific Crest Trail. Mt Hood National Forest includes 130.1 miles of this iconic route. There are several places to jump on the trail—check out your options here. Though not officially on the PCT, the Mirror Lake Trail is one of the most popular day hikes. The 2.1-mile trail loop around its namesake reflects an unparalleled view of Mt. Hood. It’s a great option for beginners and families and is open from April 30 – to November 1. In peak foliage season, this hike earns the moniker of the “Fall Color Extravaganza.”

Willamette Valley wine region
photo courtesy

Due west of Mt Hood is the famed Willamette Valley wine region. Dubbed “Wine Region of the Year” by Wine Enthusiast in 2017, you’ll find incredible Pinot Noir, Pinot Gris, Chardonnay, Riesling, and more. Fall marks harvest season, and many wineries celebrate big time. Planted in 1978, St. Josef’s is one of the original Oregon wine pioneers. This winery hosts its annual Grape Stomping Festival every September. Pretend you’re Lucy Ricardo and see how you fare barefoot in a vat of grapes.

For access to great sipping sans car, book a stay at the Painted Lady Guesthouse. Located in beautiful Newberg, Oregon, this charming accommodation puts you within walking distance of about 10 tasting rooms. Even better, your next-door neighbor is the Painted Lady Restaurant. Situated in a Victorian house, it’s fine dining made with local ingredients. If that sounds too fancy, their sister restaurant Storrs Smokehouse does some of the best ‘cue in the state, and it’s only a short walk.



When it comes to the Oregonians, a little snow doesn’t keep people indoors. Skiing, snowboarding, snowmobiling… if it involves snow, you can do it here!

timberline lodge
photo courtesy

Did you know Timberline Lodge and Ski Area offers the longest ski season in North America? Really, you can ski in the middle of the summer! However, you’ll have access to a lot more runs during the colder months. The ski area also offers snowshoeing, sledding, and snowcat rides to the mountain top. What I might love the most about this place is Timberline Lodge. Dedicated by Franklin D. Roosevelt in 1937, this National Historic Landmark is perched near the top of Mt. Hood. You may remember it as the exterior of the hotel featured in The Shining. I don’t think it’s haunted, but if you catch your significant other maniacally typing “All work and no play makes Jack a dull boy,” you may want to get the heck out of there!

cosmic tubing - skibowl
photo courtesy

Nightlife takes on a whole new meaning at Mt. Hood’s Skibowl. It’s the largest night skiing resort in the country. All lifts, including the Lower Bowl, Upper Bowl, Multorpor, and Cascade lifts have lighting, providing 34 lit runs. For something unique, try Cosmic Tubing. Friday and Saturday nights, the tubing hill is illuminated by over 600,000 LED lights, laser light shows, black lights, colored lights, music, and more! Best part? No need to shred your gloves on a tow rope– just jump on Mt. Hood’s only tube conveyor.

mt hood brewery
photo: mt. hood brewery

The only thing that’s more fun than skiing is après skiing. Head to the town of Government Camp for a pint at Mt. Hood Brewery. Pair pizzas, burgers, and fondue with an Ice Axe IPA or Hogsback Oatmeal Stout. Dogs are allowed on the patio, and get their own special menu featuring stock-sickles— all-natural jumbo stock ice cubes; ½ pound cheeseburger patty; and peanut butter bacon biscuits using the brewery’s spent grains. How can you not love that?

Have you been to Mt. Hood? What are some of your favorite things to do there?

I love a versatile destination, and if that’s what you crave, Mt. Hood fits the bill. Here’s how to make the most of your trip here in any season.

This Post Has 4 Comments

  1. Mount Hood Labor day wknd 8/30-31/2017. Met an awesome group of through hikers who came down from the PCT trail that runs literally like 100 yds behind the hotel. the ‘blue crew” were an awesome group of folks we ended up having cocktails and dinner with and listened to the tales they told about the hike. .I also got to spend time with one of the St Bernard hotel reps- 7mos old Bruno. His mommy let me sit with him just after a nap and then we got to participate while he chased his ball down the hallway just outside the gift shop. Wonderful to have that kind of seasonal ‘help’. Took the ski lift up to glacier where the big sport was snow boarding. Man..those guys are faaaaast. Trillium Lake across the way had the most beautiful reflection backdrop of the mountain. What a magical place. Cant wait to stay at Timberline again.

  2. I love the cosmic tubing, and tube conveyor! You’re kids are growing!!! Mind-blowing.
    I was just looking at YouTube videos of great vacation homes, the sugar sand of Georgia, and the Mackinac
    episode, and went to the travel channel website, where there are no real collections in chronological order
    of the great stuff that you guys did then. 🙁
    I’m so glad for your family, and this is my part of the U.S. (pacific northwest)
    So here you Do indeed become a travel host for families with children! Ha!! That was my idea!

  3. Reading this brought back so many wonderful memories of when my family lived in Portland. One of our favorite stops on the way to the area was the Bonneville Dam fish hatcheries and fish ladder. Our daughter thought is was wonderful watching the salmon swim upriver. Hood River is always such a great place to stop no matter the season.

  4. If you DO stay at Timberline Lodge, if yiu ask nicely, the front desk DOES have a copy of The Shining that they’ll play in the lounge.
    IF you stay in the upper room in right front (above, between the pines) and you’re wondering “WHY wont ot heat up in here?” , IT used to be 2 rooms – there are TWO THERMOSTATS! One in ‘en suite’, 1 in bedroom! No matter how high you crank visible thermostat in bedroom, you’ll freeze your little .. toes, in bathroom. So look for it in bathroom.

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