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Check prices for these dates

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23 Dec - 24 Dec
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24 Dec - 25 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for OakGlenn Vineyards and Winery hotels

Standard Room | Individually decorated, individually furnished, iron/ironing board
Hermann Crown Suites

Hermann Crown Suites

Hermann Crown Suites
3.5 star property
4.2 km from OakGlenn Vineyards and Winery
9.4 out of 10, Exceptional, (767)
"Absolutely would stay here again and again!"
United States
Stephanie
Hermann Crown Suites
Exterior
Inn at Hermannhof

Inn at Hermannhof

Inn at Hermannhof
3.0 star property
3.8 km from OakGlenn Vineyards and Winery
9.6 out of 10, Exceptional, (349)
"We'll definitely be back!!"
United States
Mary
The price is 4.234.610 ₫
4.868.743 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Inn at Hermannhof
Courtyard
White House Hotel

White House Hotel

White House Hotel
2.0 star property
3.8 km from OakGlenn Vineyards and Winery
9.8 out of 10, Exceptional, (25)
"Amazing hotel and staff! The Hotel is like a museum with such an incredible history. Restaurants and wineries within walking distance. Highly recommend staying at the White House!"
United States
Scott
The price is 6.026.135 ₫
6.928.548 ₫ total
includes taxes & fees
29 Dec - 30 Dec
White House Hotel
Standard Room | Down duvets, in-room safe, iron/ironing board, free WiFi
The Hermann Motel

The Hermann Motel

The Hermann Motel
2.0 star property
4.2 km from OakGlenn Vineyards and Winery
9.6 out of 10, Exceptional, (217)
"Very nice and quiet enjoyed our time"
United States
Raynell
The price is 3.099.920 ₫
3.564.133 ₫ total
includes taxes & fees
24 Dec - 25 Dec
The Hermann Motel
Garden
Captain Wohlt Inn Bed & Breakfast

Captain Wohlt Inn Bed & Breakfast

Captain Wohlt Inn Bed & Breakfast
4.0 star property
4.1 km from OakGlenn Vineyards and Winery
9.2 out of 10, Wonderful, (534)
"Check in easy and friendly. Room very clean. "
United States
George
The price is 3.442.002 ₫
3.957.441 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Captain Wohlt Inn Bed & Breakfast
Front of property
Up Up and Away Lodging

Up Up and Away Lodging

Up Up and Away Lodging
4.0 star property
4 km from OakGlenn Vineyards and Winery
9.4 out of 10, Exceptional, (27)
"Yes! The room was beautiful. Very clean. Beth was an amazing hostess, and the breakfast hit the spot. I highly recommend the stay, and when I return, I will do the same B&B. Thanks, Beth!"
United States
Brent
Up Up and Away Lodging
Comfort Loft, 2 Queen Beds, Bathtub, Garden View | Living area | 45-inch Smart TV with digital channels, books, streaming services
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
6 km from OakGlenn Vineyards and Winery
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
The price is 5.640.114 ₫
6.061.713 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Mercantile on the Katy Trail
Front of property – evening/night
Cedar Creek

Cedar Creek

Cedar Creek
3.0 star property
15.6 km from OakGlenn Vineyards and Winery
9.0 out of 10, Wonderful, (260)
"The staff was so welcoming and friendly. The grounds are beautiful. Wish it had been warmer so we could have tried out the golf course. The room was nice and warm, clean and had everything we needed. "
United States
Angie
Cedar Creek
Property grounds
Pinckney Bend Bed & Breakfast

Pinckney Bend Bed & Breakfast

Pinckney Bend Bed & Breakfast
3.0 star property
17.2 km from OakGlenn Vineyards and Winery
9.6 out of 10, Exceptional, (117)
"The view and cabin was clean"
United States
Barbara
The price is 3.910.450 ₫
4.271.190 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Pinckney Bend Bed & Breakfast
House (3 Bedrooms) | Interior
Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
3.9 km from OakGlenn Vineyards and Winery
10.0 out of 10, Exceptional, (1)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
The price is 12.710.145 ₫
18.114.193 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Downtown Hermann Vacation Home Near Wineries!
Front of property
Central Hotel

Central Hotel

Central Hotel
3.5 star property
18 km from OakGlenn Vineyards and Winery
9.8 out of 10, Exceptional, (117)
"The entire hotel was very clean and Jeannie was the absolute best. We will be back! "
United States
Samantha
The price is 3.554.955 ₫
3.883.064 ₫ total
includes taxes & fees
16 Jan - 17 Jan 2026
Central Hotel
Room, 1 King Bed, Non Smoking | Individually decorated, individually furnished, desk, blackout curtains
Motel 70

Motel 70

Motel 70
2.0 star property
19.3 km from OakGlenn Vineyards and Winery
9.0 out of 10, Wonderful, (503)
"courteous hotel owner, very quiet and peaceful!"
United States
Amanda
The price is 1.684.160 ₫
1.809.946 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Motel 70
View from room
Hermann Hill

Hermann Hill

Hermann Hill
4.0 star property
5.2 km from OakGlenn Vineyards and Winery
9.4 out of 10, Exceptional, (110)
"Top notch they think of everything. Highly recommend. "
United States
Kevin
The price is 7.960.288 ₫
9.152.341 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hermann Hill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top OakGlenn Vineyards and Winery Hotel Reviews

The Gallery

The Gallery

10/10 Excellent
"Easy to walk to 1st street and 4th st. 10 minutes top."
Duane 3-night trip
Posted 3 months ago
The Gallery

Hotels near other OakGlenn Vineyards and Winery attractions

Stone Hill Winery

4.6/5 (111 reviews)
You can enjoy a tasting or tour at Stone Hill Winery during your travels to Hermann. You can enjoy the wineries while in the area.
See properties

Reserve Cellars of Hermann

You can enjoy a tasting or tour at Reserve Cellars of Hermann during your travels to Hermann. You can enjoy the wineries while in the area.
See properties

Frequently asked questions

What's the area like around OakGlenn Vineyards and Winery?
OakGlenn Vineyards and Winery is located in an area of Hermann that travellers like for its wineries. You'll find 140 hotels and other accommodations within a few miles for a convenient home base.
How many hotels can I expect to find near OakGlenn Vineyards and Winery?
Expedia has 140 hotels and other accommodation options a few miles from OakGlenn Vineyards and Winery.
If I need to cancel the hotel reservation for my stay near OakGlenn Vineyards and Winery, will I receive a refund?
Yes! The majority of room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to view the best deals near OakGlenn Vineyards and Winery.

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