Trails

Self-Guided Hiking on Sundays

We welcome you to hike our beautiful estate on Sundays and holidays during the spring and summer to enjoy the sights, sounds, and smells while walking through our growing vineyard.

The trails are open Sundays from 11 am - 3pm. 

We have two trails that can be hiked separately or combined for a longer loop:

- Boot Loop (~1 mile): Starting near the top of the Tasting Room parking lot, this trail is relatively flat and stretches down to our Boot block where you get an expansive look up at the vineyard. Return to the winery and Tasting Room or cross the driveway and head up the Windmill Hill. 

- Windmill Hill (~3/4 mile): Starting on the east side of the overflow parking lot, this trail starts out with a steep climb to the top of the hill. Make your way around to the windmill for a view of the valley below and then head back down the hillside to the winery and Tasting Room, or cross the driveway and head down to the Boot Loop. 

Please check in at the Tasting Room to collect your map and let our staff know you’re here. Make your reservation for a wine tasting or to enjoy a glass of wine after your hike - Reserve Here On Tock!

Pets are allowed on the hike but must be cleaned up after and on a leash at all times. We appreciate you respecting our vineyard and our vineyard workers. 

Upcoming Events

Valentine's Wine + Chocolate Flight

Feb 12, 2026 - Feb 16, 2026

Calling all lovebirds and chocolate lovers!We're celebrating Valentine's Day all week long with an indulgent pairing of wine and chocolate. Featuring Portland’s own Creo Chocolate, we ... read  more

Calling all lovebirds and chocolate lovers!We're celebrating Valentine's Day all week long with an indulgent pairing of wine and chocolate. Featuring Portland’s own Creo Chocolate, we are creating a delectable flight featuring four wines perfectly matched with artisanal chocolates.$35 person$10 per person for Wine Club Members  Tasting fees waived with 2 bottle purchase. Reserve ...

Spring Wine Club Pick Up Party

Mar 15, 2026

Calling All Wine Club Members! Join us for our Spring Wine Club Party to taste our latest releases and pick up your allotment.  Test our your taste buds with our blind tasting game, enjoy ... read  more

Calling All Wine Club Members! Join us for our Spring Wine Club Party to taste our latest releases and pick up your allotment.  Test our your taste buds with our blind tasting game, enjoy charcuterie snacks, and mix and mingle with your fellow club members and YVV staff! This event is complimentary for Wine Club Members and a plus one. To optimize seating availability, we are offering ...

Summer Wine Club Party

Jun 14, 2026

Calling All Wine Club Members! Join us for our Summer Wine Club Party to taste our latest releases and pick up your allotment. Enjoy the dappled sunlight of the back deck as you snack on charcuterie, ... read  more

Calling All Wine Club Members! Join us for our Summer Wine Club Party to taste our latest releases and pick up your allotment. Enjoy the dappled sunlight of the back deck as you snack on charcuterie, mix and mingle with your fellow club members and YVV staff.  This event is complimentary for Wine Club Members and a plus one, please RSVP for your timeslot on Tock:  RSVP on Tock Here! Tickets ...

Fall Wine Club Party

Oct 4, 2026

Join us for our Harvest Wine Club Party to taste our latest releases and pick up your allotment. Taste grape and juice samples straight from the vineyard and get the update on all the harvest action! Enjoy ... read  more

Join us for our Harvest Wine Club Party to taste our latest releases and pick up your allotment. Taste grape and juice samples straight from the vineyard and get the update on all the harvest action! Enjoy charcuterie snacks, and mix and mingle with your fellow club members and YVV staff! This is a complimentary event for wine club members, plus one: RSVP on Tock Here! Select either time slot: 11am ...
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