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Welcome to OakGlenn Winery

United We Stand

Hermann’s Oktoberfest is fast approaching!

The oompah bands are playing, the colors of the Missouri countryside are vibrant and the smells of authentic German brats and beer is in the air. The Oktoberfest Hermann experience is underway. During the first four weekends in October, Hermann MO goes all out to invite people to experience the sights and sounds. 

Up here on the bluff it’s no different. We pull all the plugs and feature some of the hottest local entertainment that Missouri has to offer. Crossfire, Doc Holiday, Borderline and Kricket Alley are all featured performers during the Hermann Oktoberfest. Make it a point to check our schedule to see who’s playing each weekend. Along with great entertainment we’ll continue to offer our special food menu each and every Saturday. Combine that with a wide variety of drink and we’re sure a good time will be had by all. So grab a few friends and make it a plan to come on up and celebrate the fest with us!

Introducing Carol’s Cottage!

That’s right, OakGlenn Winery now has a bed and breakfast located on the property and it’s ready for guests. For rate information just click on the image below. To book a stay or view the property give us a call at 573-486-5057.

Cottage Clear375

Oktoberfest Concert time!

Here’s what we have on tap for you this weekend. On Saturday October 3rd, we’ll have the band Crossfire out on the man stage singing from 11:30am til 5:30pm. On Sunday the 4th EvenSteven returns for an afternoon of musical entertainment. He’ll be playing from 1pm til 5pm. Check the schedule to see who’ll be playing!

The OakGlenn Crew says. “We’ll see you on the bluff!”

The Food Menu is Back!

Every Saturday from now through September we have a special food menu for you to enjoy. Click the link below to view and print out our menu.

Click here for OakGlenn’s Oktoberfest Saturday Food Menu!

Our hours

November through March, Monday – Friday, 10:00 am to 5:00 pm, Saturday 10:00 am to 6:00 pm, Sunday noon to 5:00

April, Monday – Saturday, 10:00 am to 6:00 pm, Sunday noon to 5:00 pm

May through September, Monday – Friday, 10:00 am to 6:00 pm, Saturday 10:00 am to 10:00 pm, Sunday noon to 6:00

October, Monday-Sunday, 10:00 am to 6:00 pm

Go for a virtual tour of the Winery

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Weather Forecast for Hermann MO

Tuesday 10/06 0%
Generally cloudy. High around 75F. Winds light and variable.
Partly Cloudy
Wednesday 10/07 0%
Partly Cloudy
Intervals of clouds and sunshine. High 79F. Winds light and variable.
Partly Cloudy
Thursday 10/08 0%
Partly Cloudy
Intervals of clouds and sunshine. High 83F. Winds SW at 5 to 10 mph.
Partly Cloudy
Friday 10/09 20%
Partly Cloudy
Sunshine and clouds mixed. High 71F. Winds NNW at 10 to 15 mph.
Saturday 10/10 0%
Generally sunny. High 72F. Winds light and variable.
Sunday 10/11 0%
Sunny skies. High 83F. Winds SSW at 10 to 15 mph.

  • About OakGlenn

    OakGlenn Winery

    OakGlenn Vineyards & Winery is situated high on the bluffs overlooking the Missouri River. One of the first things you'll encounter when visiting us is the breathtaking view of the river valley. Live entertainment is featured on our outdoor patio or stage most Saturday and Sunday evenings starting in April and running through November. Oktoberfest concert events take place every weekend in October. As we like to say, "We'll see you on the bluff."

  • Our Wine

    The Wine List

    As you enjoy the view from high up on the bluff make it a point to wander into our tasting room. There you'll find 17 different wines and we're sure we have something satisfying for everyone. We have a full range of red, rose' and white wines ranging from dry to sweet. If wine isn't you're thing, no problem. We have a wide choice of beers, soft drinks and mixed drinks as well. No matter what your pleasure is come on out for a little rest and relaxation.

  • Live Entertainment

    Live music events all Summer

    Of all the things I do around the winery taking pics of a Saturday evening concert is my favorite. Starting in April is when we kick things off. We start out easy with afternoon solo/duo acts on Saturdays and Sundays. Then we ramp things up with Saturday evening hard rocking, foot stomping, crank it up bands that hail from around the area. Ever hear of Borderline, Crossfire, Kricket Alley or Doc Holiday? They're playing here and it's always a great time.


Jeff says, "I love the history, location & scenery, wine, people and patriotism that OakGlenn exudes!"