Is your ideal romantic weekend filled with snowy mountainsides, gliding down ski runs, or simply escaping to a serene snowy getaway? Whether you’re planning an evening outing or a full weekend escape, we’ve got the perfect wintry celebration for you. From romantic snowshoe treks and couples’ ski lessons to skiing or snowboarding under the stars, there’s something to warm every heart. Whether you’re making a plan for Valentine’s Day or beyond, embrace the magic of the mountains and make it a snowy celebration to remember.
Timberline Lodge: Ski, Stay & Dine Together
At Timberline Lodge, everything you need for the perfect date night, Valentine’s Day or romantic getaway is right at your fingertips. Enjoy all-day skiing and snowboarding just steps from your door, with the added magic of night skiing on weekends.
Off the slopes, the lodge offers cozy woodburning fireplaces, a modern outdoor heated pool and jacuzzi, inviting spaces to relax, and breathtaking mountaintop views.
Enjoy a memorable farm-to-table meal in the Cascade dining room, and take advantage of elevated enhancement packages featuring après-ski bites, chocolate-dipped strawberries, and local beverages delivered right to your room. Weather permitting, guests can even embark on an unforgettable snowcat ride to the upper Palmer Glacier for a one-of-a-kind ski adventure back down.
Romantic Weekend Road Trip to Hoodoo Ski Area
Plan a couple’s weekend getaway to Hoodoo Ski Area, where over 800 acres of groomed runs and powder await. Enjoy both day and night skiing under the lights, available Wednesday through Sunday. For a slower pace, embark on a romantic Nordic trek along Hoodoo’s extensive trail network, with special trailhead festivities planned on Valentine’s evening.
Couples can choose from charming lodging options including the cozy guest rooms and cabins at nearby Suttle Lake Lodge, featuring delicious bites and drinks at the Skip Bar, or Black Butte Ranch, offering ski-and-stay specials at Hoodoo and a romantic holiday dinner at the stunning new lodge restaurant.
For an extra dose of romance, visit the nearby town of Sisters and book a special “winter getaway package” at FivePine Cabins and Shibui Spa. Find other inspiring sauna getaways in Oregon.
Learn to Ski (or Snowboard) With Your Sweetie
Discover a new passion together at Mt. Hood Meadows. The resort invites you to fall in love with the mountain during a special two-hour Learn to Ski & Snowboard beginner group lesson, perfect for couples looking to try something new. These lessons are offered on select Saturday nights throughout the winter season.
After your evening on the slopes, cozy up indoors at the Sahale Lodge, where you can toast to your adventure with drinks at the Bullwheel Bar or enjoy a meal from the Sahale Grill. Make your romantic getaway one to remember by sharing the joy of learning a new sport together.
Experience a Magical Snowshoe Under the Stars
Experience the magic of a winter night with Bend-based Wanderlust Tours’ popular Bonfire Snowshoe Tours. Journey through the snowy Cascade Mountains under a canopy of glittering stars, guided by the soft crunch of snowshoes.
Your destination is a cozy bonfire, where the warmth of the flames pairs perfectly with a toast to celebrate the special occasion. It’s an unforgettable way to combine adventure, nature, and romance. Wanderlust also offers a romantic Valentine’s edition of their popular tour.
