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Pouring wine at Tumwater Vineyard tasting room
Ithaca Janzen | 09/15/2021 | Wineries

Winter Wine Tasting Itineraries

Winter at the wineries of Mt. Hood Territory brings Cellar Season. As wines age quietly in barrel rooms, this is a great time to visit the area wineries that crafted the wines. It's a less busy season, allowing you to spend a little more time with winemakers learning about their processes. And what better way to explore Mt. Hood Territory’s wineries than with our Wine Trail passport! Follow the relaxing Cellar Season Wine Trail itineraries below for a weekend of great deals, great wines and great conversation with local winemakers. Planning ahead for a warmer weather trip? Find a full list of summer Wine Trail itineraries here.

Bottles of wine on the tasting counter at St. Josef's Winery

When: Saturday or Sunday

Where: Wooden Shoe Tulip Farm & VineyardsWhiskey Hill WinerySt. Josef’s Winery

Start your day in the tasting room at Wooden Shoe Tulip Farm & Vineyards, known for its annual tulip festival in the spring. Use the Wine Trail for a complimentary wine tasting and 10% off your purchase, which includes their port that’s perfect for a cozy winter day. Next, head to Whiskey Hill Winery and use your passport for a half price wine tasting, 10% off a purchase of six bottles or 20% off a case. Owner and winemaker Chris will most likely be pouring your wine, and you’ll have plenty of time to hear about the winemaking process and the story of their family winery. Finally, head next door to St. Josef’s Winery, one of the oldest wineries in the region. Check their event calendar before you go and you could be lucky enough to catch their monthly barrel room tour. Redeem your Wine Trail passport to have two tasting fees waived when you purchase two bottles of your new favorite wines to bring home. All of these wineries are open Saturdays and Sundays during the winter months. We recommend starting as early as 11 a.m. at Wooden Shoe and finishing by 5 p.m. when St. Josef’s closes.

Wine tasting at Pete's Mountain Winery around their wine barrel warming fire

When: Sunday

Where: Campbell Lane WineryTumwater VineyardsPete’s Mountain WineryOswego Hills Winery

Start the trip at Campbell Lane where you can get $5 off any wine purchase (excluding the tasting fee.) Then travel down the street to Tumwater Vineyard’s lodge-like tasting room and enjoy 2-for-1 wine tasting by their stone fireplace with your Wine Trail passport. Next, visit Pete’s Mountain Winery where there are spectacular views of snowy Mt. Hood on a clear winter day. Try a tasting there with owners Mike and Kristy, then use the Wine Trail for $5 off a bottle of your favorite. If you’re thirsty for more, finish the day at the beautiful white barn of Oswego Hills Winery. Purchase a tasting and receive a complimentary glass of wine with the Wine Trail passport. The wineries of West Linn are only open Sundays. We recommend that you start as early as 12 p.m. at Tumwater and finish your tasting as late as 4 p.m. at Pete’s Mountain or 5 p.m. at Oswego Hills.


When: Saturday/Sunday Mix & Match

Where: King’s Raven WineryVilla Catalana Cellars or Forest Edge Vineyard

Begin at King’s Raven Winery in Oregon City where winemaker Darin will tell you about the winemaking process and the unique characteristics of the rare varietals of grapes that they grow there. Purchase 2 bottles and get $5 off with your Wine Trail passport. You can also go big and save 10% off a purchase of 6-11 bottles or 15% off an entire case. If you’re visiting on a Saturday, your next stop is Villa Catalana Cellars. Warm up in their rare plant conservatory and redeem your Wine Trail for half off your tasting fee. Alternately, visit on a Sunday and make your next stop at Forest Edge Vineyard’s cozy tasting room. Their techniques are based in permaculture, and owners Ron and Jan will tell you all about it over a complimentary tasting with the Wine Trail. Fall in love with their wine? Then you can also save 10% off a purchase of two or more bottles. Begin this itinerary as early as 12 p.m. at King’s Raven and finish by 4 p.m. when Villa Catalana closes.

Selection of fruit and berry wines at Buddha Kat Winery

When: Thursday - Sunday

Where: Buddha Kat WineryBoring Winery

A morning of skiing, followed by an afternoon of wine tasting, makes for a surprising and delightful combination. Hit the slopes early in the day to beat the crowds, then pack up your gear and head to Sandy for lunch at AntFarm Café followed by flavorful berry wines at Buddha Kat Winery. Use the Wine Trail for 2-for-1 tastings and relax with the friendly tasting room dogs. Buddha Kat closes at 4 p.m., which gives you plenty of time to drive to Boring Winery and Taproom where you can try a half-price wine tasting with the Wine Trail or enjoy beers from their guest taps. Boring Winery closes at 8 p.m. Wednesday – Saturday, and 6 p.m. Sunday.

Ithaca enjoys camping, hiking, local craft beer or just hanging out at home with her pet hedgehog, Hazel. Her role at Mt. Hood Territory includes coordinating the Tap Trail and Wine Trail and creating inspirational travel content.

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