Last March, during the late winter season, we embarked on a special trip to visit my son, Malachi, who had recently moved to Bend, Oregon, with his wife Stella. It was our first time visiting them in their new home, and Malachi was determined to make it a memorable experience. The first part of our trip was nothing short of a late winter wonderland adventure, starting with a memorable stay at a historic landmark.
PLAY
On our way from Portland to Bend, the landscape gradually transitioned from snowy forests to the dramatic high desert terrain of Central Oregon, leading us to Smith Rock State Park. Words can hardly capture the awe-inspiring beauty of this place, even as late winter’s touch lingered in some areas. Imagine towering cliffs of volcanic rock, some rising hundreds of feet straight up from the earth, in shades of gold, orange, and red. These dramatic spires and canyons, carved by the meandering Crooked River, created a stunning contrast between the rugged rock and the hints of late winter greenery along the riverbanks. A world-renowned destination for rock climbing, we were mesmerized watching expert climbers tackle the challenging routes. We hiked along the river, craning our necks to take in the full scale of the rock formations and feeling dwarfed by their grandeur. The sheer scale and beauty of Smith Rock is truly something you have to experience to fully appreciate, regardless of the season.
first Smith Rock photo by @honeybee466
Mount Bachelor in its late winter glory during March was a true treat for Milo, Malachi, and Jesse, who eagerly hit the slopes for a fantastic day of snowboarding and skiing. They carved through the fresh powder under the crisp March sunshine, making the most of the mountain’s renowned terrain in the excellent late winter conditions. On another evening, they were thrilled to experience the special magic of night skiing under the illuminated runs, a completely different and exhilarating way to enjoy the slopes even as winter began to wane. I, however, found my own kind of bliss in the cozy warmth of the lodge, happily nestled by the fire with a good book and the comforting warmth of a bourbon in hand, occasionally glancing out at the snowy wonderland. It was the perfect symphony of adventure for them across their days on the mountain, and peaceful relaxation for me.
Just a scenic drive from Bend, Hoodoo Ski Area offered a fantastic and family-friendly late winter experience during our trip for skiers and snowboarders alike. Known for its laid-back atmosphere and abundant snowfall, Hoodoo boasts well-groomed runs catering to all skill levels. A real highlight of our visit was the chance to experience night skiing in the late winter air. Carving through the snow under the stars and the illuminated slopes was truly exhilarating and created lasting memories. Whether we were enjoying the daytime runs with the Cascade Mountains as our backdrop or embracing the unique thrill of gliding down the trails at night, Hoodoo provided a welcoming and enjoyable late winter adventure near Bend that we won’t soon forget.
Ever wanted to stroll across a landscape sculpted by raw volcanic power? Well, thanks to a fantastic suggestion from my son, we found ourselves doing just that at Lava Lands near Bend, Oregon, on the amazing Trail of the Molten Land! This easy-peasy, paved loop is a fantastic way to immerse yourself in a real lava flow, and it’s perfect for adventurers of all ages and abilities, regardless of the season. As we wandered along, we were surrounded by fascinating black rock formations, remnants of eruptions from thousands of years ago. It was a truly unique experience that made us feel like we’d stepped onto another planet, all thanks to Malachi’s great find! The trail offers incredible up-close views of the dramatic volcanic terrain, and you can really get a sense of the immense forces that shaped this area. We had a blast pointing out different textures and formations in the lava – it’s like reading a geological storybook etched in stone! Plus, being right at the base of Lava Butte added to the dramatic scenery. Trust us, walking through this ancient landscape, especially with family, is an unforgettable adventure and a super cool way to connect with the powerful history of the Pacific Northwest.
During the warmer months, a visit to the Bend Whitewater Park at McKay Park is an absolute must for some refreshing fun and exciting action on the Deschutes River! This innovative park features adjustable river waves perfect for stand-up paddleboarding (SUP) surfing, river surfing, and even some thrilling kayaking. Whether you’re a seasoned pro looking to catch a wave, a kayaker wanting to navigate the dynamic features, or a beginner eager to try a new water sport, the park offers an engaging experience for various skill levels. Even if you’re not planning to get in the water, it’s a fantastic spot to watch the skilled surfers, paddlers, and kayakers, enjoy the lively atmosphere, and soak in the beautiful riverside setting of McKay Park. It’s a unique and energetic way to enjoy the Deschutes River right in the heart of Bend. While we didn’t experience this during our late winter trip, it’s definitely on our list for my upcoming summer visit!
EAT
Start your day (or enjoy a delightful lunch!) at The Lemon Tree, a Bend institution known for its bright atmosphere and even brighter flavors. This beloved spot is a go-to for locals and visitors alike, serving up creative and delicious breakfast and brunch options that go beyond the usual. Think inventive benedicts, fluffy pancakes with seasonal toppings, and hearty scrambles, all made with fresh, quality ingredients. With its cheerful vibe and consistently delicious food, The Lemon Tree is the perfect place to fuel up for your Bend adventures.
For a taste of true Bend community and consistently delicious food, head to Jackson’s Corner. With two locations (NW Crossing and the Eastside), this local favorite offers a welcoming and relaxed atmosphere perfect for families, friends, or a solo bite. Known for their fantastic pizzas with creative toppings and perfectly chewy crusts, Jackson’s Corner also boasts a menu of comforting American dishes made with fresh, often locally sourced ingredients. From hearty salads to satisfying entrees, and a great selection of beers on tap, Jackson’s Corner is your go-to for reliable quality and that cozy neighborhood feel.
Located in the heart of Bend at 1033 NW Bond Street, Ken’s Artisan Pizza brings a slice of Neapolitan heaven to the High Desert. Known for its meticulously crafted 12-inch pizzas with a perfectly charred, chewy crust and simple, high-quality toppings, Ken’s is a local favorite for good reason. The pizza menu features both classic and creative options, from the Margherita and Arrabbiata to the Burrata, Mushroom, and Mortadella & Pistachio. You can even customize your pie with add-ons. Beyond pizza, Ken’s offers a selection of starters, including salads like Caesar and Fennel Citrus, as well as Calamari and Meatballs. To complete your meal, indulge in desserts like Vanilla Bean Panna Cotta or Housemade Ice Cream. The beverage menu is equally impressive, featuring a rotating selection of beers and ciders, a thoughtfully curated wine list, and creative cocktails. Watching the pizzas bake to perfection in their wood-fired oven is almost as enjoyable as taking that first delicious bite.
No trip to Bend, a town celebrated for its incredible craft beer scene, is complete without experiencing the legendary Deschutes Brewery, located downtown at 1044 NW Bond St. Their Public House is the perfect place to immerse yourself in this culture, no matter the season. As one of the pioneers of Bend’s brewing history, Deschutes not only offers their iconic and award-winning beers but also embodies the spirit of the city’s love for quality brews. The Public House boasts a fantastic food menu that perfectly complements their extensive beer list, ranging from hearty pub fare to dishes highlighting local ingredients. Combine that with a lively atmosphere, knowledgeable staff who are passionate about beer, and the chance to sample their classic offerings alongside pub-exclusive creations, and you’ve got a quintessential Bend experience that truly showcases why this city is a haven for beer enthusiasts.


Located in the heart of downtown Bend, DRAKE offers a more refined dining experience while still maintaining a relaxed and welcoming atmosphere. This popular spot serves a thoughtfully crafted menu of traditional yet creative American dishes, focusing on fresh, seasonal ingredients. Whether you’re looking for a perfectly cooked steak, fresh seafood, or innovative vegetarian options, DRAKE delivers with attentive service and a stylish setting. It’s a fantastic choice for a special occasion or simply a delicious night out in downtown Bend.
LOCAL CULTURE & CRAFTS
Outdoor Adventuring IS the Local Culture In Bend
Nestled just a short drive from the vibrant city of Bend, Oregon, Tumalo Falls is a must-see spectacle of nature’s artistry. This majestic 97-foot cascade plunges dramatically over basalt cliffs, surrounded by lush evergreen forests that invite exploration. The gentle mist rising from the powerful falls often creates a magical, ethereal atmosphere, and the accessible trails around the area offer breathtaking viewpoints from above and below. Whether you’re seeking a quick and stunning natural escape or a longer hike through the fragrant pines, the beauty and accessibility of Tumalo Falls make it a truly unforgettable gem of Central Oregon.
STAY
Our journey began with a stop at the iconic Timberline Lodge, a historic landmark nestled on the slopes of Mount Hood. More than just a place to visit, the lodge itself was our first unique lodging experience. This masterpiece of craftsmanship stood majestically against the backdrop of the snow-capped peak. Its stone façade, adorned with intricate woodwork and wrought iron details, exuded a rustic charm that welcomed us in from the cold. Inside, the lodge was a cozy haven, with crackling fireplaces, plush armchairs, and the warm glow of vintage chandeliers. We spent the day exploring its many nooks and crannies, admiring the craftsmanship and soaking up the warm, inviting atmosphere. We also ventured out to take in the breathtaking views of Mount Hood, its snow-capped peak glistening in the sunlight in the late winter air. While skiing wasn’t on the agenda for this part of the trip, the epic mountain setting of our stay certainly inspired thoughts of future snowy adventures.
Home Away From Home in Bend
Once in Bend, we settled into our charming Airbnb, a cozy cabin-style house located right at the heart of town, nestled along the Deschutes River. Its central location made exploring everything from the river to restaurants, shopping, and parks incredibly easy. Malachi and Stella had thoughtfully pre-stocked the fridge and pantry, making us feel instantly at home and providing a comfortable base for the rest of our late winter adventures.

Our week in Bend during late winter (last March) was a fantastic introduction to this vibrant Oregon town, offering a delightful blend of snowy adventures and the stark beauty of the high desert, starting with a unique stay at the iconic Timberline Lodge. From the majestic slopes of Mount Hood and Hoodoo to the unique landscapes of Smith Rock and Lava Lands, Bend clearly has a lot to offer, even when the air is crisp. We also enjoyed a taste of Bend’s welcoming hospitality and its delicious food and beer scene, with our comfortable Airbnb providing a perfect home base. However, our late winter experience has only heightened my anticipation for a return visit this August! I’m already dreaming of experiencing a completely different side of Bend, eager to dive into all the summer activities I’ve heard so much about, like swimming in the Deschutes River and exploring the Cascade Lakes under the warm Oregon sun. This past trip provided wonderful memories, but knowing the summer adventures await makes me even more excited for our next chapter in Bend.