Road Trip

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2021 Holiday Road Trip: November 12-30, 2021

Purchase tickets here!

Mark your calendars as we plan to get WAY OUT and road trip!! You will be able to visit all 8 wineries either anytime during their regular business hours, or if you visit the first weekend (also known as our Winemaker’s Weekend), we’ll have extended hours and holiday food available! Here’s the scoop…

When you purchase your tickets, let us know where you want to start your adventure, and at the first winery, you will receive a large, quality wine glass with the Way Out Wineries logo that you will bring with you on the rest of the trail and a grapevine wreath to hang all the ornaments you will collect along the trail.

Then, at each following winery, you will receive five (5) tastings, an ornament from that winery and a 15% discount on purchases of three bottles or more at the same winery. Please note: there will be food pairings during the first weekend ONLY this year. During the remainder of the month, some wineries may offer bites to accompany their flight or have meat and cheese trays for purchase and will also follow their own individual hours.

Tickets are only $50 per person for over two weeks of tasting opportunities at 8 Way Out Wineries to visit on your schedule, a full-size wine glass with the WOW logo, grapevine wreath, an ornament from each winery, and a 15% discount on three or more bottle purchases. If you are traveling as a pair and only wish to receive one ornament at each winery, we will have the option to purchase a couples ticket for a discounted rate of $80. Remember, there will be food pairings during the first weekend of the Holiday Road Trip only.

Cheers to you and yours as you travel the Way Out Wineries Holiday Road Trip.

First Weekend Hours: Friday, November 12th 12:00pm – 6:00pm; Saturday, November 13th 12:00pm – 6:00pm; and Sunday, November 14th 12:00pm – 5:00pm.

Beginning on November 15, you may visit any winery during their NORMAL WINERY BUSINESS HOURS. Please check each winery’s Facebook page or website to confirm times as well as additional events they may be hosting during these times.


Purchase tickets here!

Ticket sales end 11:59 pm on November 12, 2021 for the winemaker’s weekend, and then will reopen on Monday, November 15 to participate for the rest of the month.


Barking Rocks: Saturday 1pm-5pm

Bull Lion Ranch and Vineyard: Saturday 11am-7pm; Sunday 1pm-5pm

Pemberton: Friday 12pm-7pm; Saturday 12pm-7pm; Sunday 12pm-5pm;

Sunset: Saturday 1pm-5pm; Sunday 1pm-4pm

Pillar Bluff: Thursday 10am-5pm; Friday 10am-5pm; Saturday 10am-5pm; Sunday 12:30pm-5pm

Red Wing Dove: Friday 4pm-7pm; Saturday 1pm-7pm; Sunday 1pm-4pm

Texas Legato: Monday 12pm-6pm; Tuesday Closed; Wednesday Closed; Thursday 12pm-6pm; Friday 12pm-6pm; Saturday 12pm-6pm; Sunday 12pm-5pm

Wedding Oak: Monday 11am-6pm; Tuesday 11am-6pm; Wednesday 11am-6pm; Thursday 11am-6pm; Friday 10am-6pm; Saturday 10am-6pm; Sunday 11am-5pm