
OakGlenn Vineyards & Winery
Experience breathtaking vineyard views and enjoy popular sweet port wines at OakGlenn Vineyards & Winery, often with live music.

Highlights
Must-see attractions
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From TikTok & Reddit
Best Time
Enjoy live music and vibrant atmosphere

OakGlenn Vineyards & Winery
Best Time
Enjoy live music and vibrant atmosphere

Highlights
Must-see attractions
Experience breathtaking vineyard views and enjoy popular sweet port wines at OakGlenn Vineyards & Winery, often with live music.
"The view is uncanny! The staff was great, and the drinks kept flowing."

🚗 Winding Road Ahead
The road to OakGlenn can be narrow and winding. Drive cautiously and be aware of your surroundings.
🎶 Check Event Schedule
Live music and events are common. Check their calendar to catch a band or special occasion.

Quick Facts
Hours
Rating
3.6 · 208 reviews
Type
Farm
Website
oakglenn.comHighlights
Discover the most iconic attractions and experiences

Panoramic Vineyard Views
Throughout the winery grounds
Breathtaking vistas of rolling vineyards and scenic landscapes. Perfect for photos and soaking in the atmosphere.

Live Music Performances
Main tasting area
Enjoy local bands that often play on weekends, adding a lively vibe to your wine experience.

Sweet Port Wines
Tasting bar
Don't miss their popular white and red ports, praised for their sweetness and quality at fair prices.
Plans like a pro.
Thinks like you
Planning Your Visit
Plan Your Visit to OakGlenn
Tasting & Food Options
Best Times
Insider Tips
from TikTok, Instagram & Reddit
Tips for Hermann?
We’ve never been and are planning to go for one night in late March. I’m starting from scratch here- is it better to drive or take the train from Kirkwood? Any recommendations for B&Bs, or places to avoid? Bomb-ass breakfast places? Genuinely, any tips would be appreciated!
🚗 Winding Road Ahead
The road to OakGlenn can be narrow and winding. Drive cautiously and be aware of your surroundings.
🎶 Check Event Schedule
Live music and events are common. Check their calendar to catch a band or special occasion.
Trip to Hermann MO this weekend, any recommendations?
My girlfriend and I are taking the Amtrak down to Hermann MO this weekend and are wondering if there are any must hit spots or experiences? Tentative plan is to eat and drink wine the whole time, but don't want to miss out on anything that we might need a reservation for or…
Hermann, Mo. questions.
My girlfriend and I are heading there this weekend for a quick 48 hours away from our normal lives. We'll be driving there from STL. Is there anything we should definitely check out or do while we are there? Any good restaurants that are around there? Price doesn't really matter…
🍷 Tasting Availability
Tastings may be limited. Confirm if they offer flights or just by-the-glass service.
📸 Capture the Views
The scenery is a major draw. Bring your camera for stunning vineyard photos.
Hermann, Mo. questions.
My girlfriend and I are heading there this weekend for a quick 48 hours away from our normal lives. We'll be driving there from STL. Is there anything we should definitely check out or do while we are there? Any good restaurants that are around there? Price doesn't really matter…
Tips
from all over the internet
🚗 Winding Road Ahead
The road to OakGlenn can be narrow and winding. Drive cautiously and be aware of your surroundings.
🎶 Check Event Schedule
Live music and events are common. Check their calendar to catch a band or special occasion.
🍷 Tasting Availability
Tastings may be limited. Confirm if they offer flights or just by-the-glass service.
📸 Capture the Views
The scenery is a major draw. Bring your camera for stunning vineyard photos.
🍔 Casual Food Options
Food is typically limited to hot dogs, brats, and pizza. Pack snacks if you prefer more variety.
What Travellers Say
Reviews Summary
OakGlenn Vineyards & Winery is celebrated for its absolutely stunning panoramic views and a relaxed, enjoyable atmosphere, often enhanced by live music. While the wine, particularly the sweet ports, is appreciated by many, some visitors find the tasting experience limited and the food options basic. The scenic beauty is a consistent highlight, making it a worthwhile destination for many.
"Atmosphere and views are better than the wine. Wish we could have done a tasting to try others. Was very busy. The band was really good."
Jimmy Tara Sherman
"Worst experience ever at a winery. $10 admission, for NOTHING!! They don't do tastings, say they serve food---only have hot dogs, brats and pizza!! Second rate local band, what a rip off! Napa isn't this horrible! Not to mention an 3rd rate road to get here, a bus nearly knocked us into a ditch!!! Your view is okay, but nothing special. Worst wine experience ever!!"
Jennifer Olson
"Our 1st and BEST stop along our self made wine trail and we loved it!! Walking in you don't expect the outcome from front to back and the view is uncanny! The staff was great, the drinks kept flowing and we even saw an engagement while sitting and enjoying our vino!! We "will not hesitate" to re-enter the grounds for another beautiful day of wine tasting and a landscape you can't beat in Illinois or anywhere for that matter!! 10 stars!!!"
Steven McHugh
What People Like
What People Dislike
Frequently Asked Questions
🚇 🗺️ Getting There
OakGlenn Vineyards & Winery is located in a scenic, albeit somewhat rural, area. The drive involves winding roads, so it's recommended to use GPS. Some visitors have noted the signage can appear quickly, so pay attention.
The road is generally safe but can be narrow and winding. Visitors recommend driving cautiously, especially if you're not accustomed to rural routes.
Public transportation options are very limited for reaching OakGlenn Vineyards & Winery. It's best to plan for a personal vehicle or rideshare service if available in the area.
While GPS is recommended, some reviewers suggest keeping an eye out for signs as they can appear suddenly. Planning your route in advance is a good idea.
Parking is generally available on-site. During busy weekends, it can fill up, so arriving earlier is advisable.
🎫 🎫 Tickets & Entry
Yes, there is an admission fee, often around $10 per person, especially on days with live music. This fee typically covers entry to enjoy the grounds and music.
Operating hours can vary, especially by season and day of the week. It's best to check their official website or social media for the most up-to-date hours before your visit.
Reservations for traditional wine tastings may not always be available or offered. Some visitors have noted that they focus more on by-the-glass or bottle service. It's wise to call ahead to inquire about tasting options.
As a winery, OakGlenn Vineyards & Winery is generally for visitors aged 21 and over to consume alcohol. However, families may be able to visit the grounds during certain hours, but it's best to confirm their policy.
The admission fee typically grants access to the winery grounds, allowing you to enjoy the views and atmosphere. If live music is scheduled, it's often included in this fee.
📸 📸 Photography
The panoramic vineyard views are the star attraction for photography. Look for elevated spots on the grounds that offer sweeping vistas of the vines and surrounding landscape.
For professional photoshoots, it's advisable to contact OakGlenn Vineyards & Winery in advance to inquire about their policies and any potential fees.
Golden hour, shortly after sunrise or before sunset, offers beautiful lighting for vineyard photos. Weekday mornings are also ideal for fewer crowds and softer light.
OakGlenn is perfect for landscape photography, scenic shots, and capturing the ambiance of a winery. It's also a popular spot for engagement and casual portrait photography.
For personal photography, no special permit is usually required. However, for commercial or professional shoots, it's best to confirm with the winery.
🍽️ 🍽️ Food & Dining
Food options are generally limited to casual fare such as hot dogs, brats, and pizza. It's not a full-service restaurant experience.
Policies on outside food can vary. It's recommended to check with OakGlenn Vineyards & Winery directly to see if they permit outside food or snacks.
Given the limited menu, vegetarian or vegan options might be scarce. It's best to inquire about specific dietary accommodations when you visit or call ahead.
Besides their wine selection, they may offer other beverages like water or soda. It's best to ask the staff about their full drink menu upon arrival.
If you're looking for a more extensive meal, you might need to explore dining options in nearby towns like Hermann, MO, as OakGlenn focuses on winery experiences.





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