Find hotels near OakGlenn Vineyards and Winery, Hermann from $142

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Compare 593 hotels close to OakGlenn Vineyards and Winery with room rates, reviews, and availability. Most hotels are fully refundable.

Inn at Hermannhof

3.0 star property
2.4 mi from OakGlenn Vineyards and Winery
9.6 out of 10, Exceptional, (348)
"We'll definitely be back!!"
United States
Mary
$143 nightly
The price is $165
Dec 22 - Dec 23
Total with taxes and fees
Inn at Hermannhof

Hermann Crown Suites

3.5 star property
2.6 mi from OakGlenn Vineyards and Winery
9.4 out of 10, Exceptional, (763)
"Absolutely would stay here again and again!"
United States
Stephanie
$124 nightly
The price is $142
Dec 10 - Dec 11
Total with taxes and fees
Hermann Crown Suites

Captain Wohlt Inn Bed & Breakfast

4.0 star property
2.5 mi from OakGlenn Vineyards and Winery
9.2 out of 10, Wonderful, (534)
"Check in easy and friendly. Room very clean. "
United States
George
$126 nightly
The price is $145
Dec 26 - Dec 27
Total with taxes and fees
Captain Wohlt Inn Bed & Breakfast

Up Up and Away Lodging

4.0 star property
2.5 mi 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
$238 nightly
The price is $254
Dec 14 - Dec 15
Total with taxes and fees
Up Up and Away Lodging

The Hermann Motel

2.0 star property
2.6 mi from OakGlenn Vineyards and Winery
9.4 out of 10, Exceptional, (214)
"Very nice and quiet enjoyed our time"
United States
Raynell
$150 nightly
The price is $172
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Hermann Motel

The Mercantile on the Katy Trail

4.5 star property
3.7 mi from OakGlenn Vineyards and Winery
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
$226 nightly
The price is $243
Dec 11 - Dec 12
Total with taxes and fees
The Mercantile on the Katy Trail

Downtown Hermann Vacation Home Near Wineries!

3.0 star property
2.4 mi 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
$602 nightly
The price is $688
Dec 10 - Dec 11
Total with taxes and fees
Downtown Hermann Vacation Home Near Wineries!

Pinckney Bend Bed & Breakfast

3.0 star property
10.7 mi from OakGlenn Vineyards and Winery
9.6 out of 10, Exceptional, (116)
"Wonderful stay! "
United States
Brynn Elizabeth
$155 nightly
The price is $170
Dec 15 - Dec 16
Total with taxes and fees
Pinckney Bend Bed & Breakfast

Central Hotel

3.5 star property
11.2 mi from OakGlenn Vineyards and Winery
9.8 out of 10, Exceptional, (115)
"We loved it "
United States
Kaitlyn
$155 nightly
The price is $169
Dec 10 - Dec 11
Total with taxes and fees
Central Hotel

Hermann Hill

4.0 star property
3.2 mi from OakGlenn Vineyards and Winery
9.4 out of 10, Exceptional, (110)
"Top notch they think of everything. Highly recommend. "
United States
Kevin
$290 nightly
The price is $334
Dec 22 - Dec 23
Total with taxes and fees
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.

Top OakGlenn Vineyards and Winery Hotel Reviews

Hotels near other OakGlenn Vineyards and Winery attractions

Frequently asked questions

What are the top-rated hotels near OakGlenn Vineyards and Winery?
Discover the top-rated hotels in Hermann, Missouri, that provide impeccable comfort and convenience near OakGlenn Vineyards and Winery.

SPACIOUS HISTORIC DOWNTOWN LOFT! BEST LOCATION IN THE HEART OF TOWN!

SPACIOUS HISTORIC DOWNTOWN LOFT offers a perfect blend of charm and modernity, with a remarkable review rating of 10 and a 3-star rating. Located just 3.2 miles from OakGlenn Vineyards and Winery, this loft features a fully equipped kitchen with a refrigerator, oven, and dishwasher, ideal for travelers who enjoy cooking. With amenities like a cozy fireplace and outdoor patio, it's a romantic retreat for travelers seeking a memorable stay.

Himmel Haus Bed & Breakfast - Your Slice of Heaven in Hermann, Mo

Himmel Haus Bed & Breakfast is a delightful getaway rated 10 by travelers, also holding a 3-star rating. Situated 3.9 miles from OakGlenn Vineyards and Winery, it features a quaint kitchenette and a beautiful garden for travelers to relax. The complimentary breakfast, along with the historic charm and nearby winery tours, makes this hotel a top choice for those looking to indulge in the local culture.

Charming 3 Bedroom 2 Bath Home in Historic Downtown Hermann, Mo.

Charming 3 Bedroom 2 Bath Home is a perfect family retreat with an impressive review rating of 10. Located only 3.3 miles from OakGlenn Vineyards and Winery, this home comes equipped with a full kitchen and a cozy dining area, making it ideal for gatherings. Guests can enjoy the outdoor deck or patio, adding a lovely touch to their stay in the heart of Hermann.
What hotels are within walking distance to OakGlenn Vineyards and Winery?
Discover the top-rated hotels within walking distance to OakGlenn Vineyards and Winery, perfect for enjoying the scenic beauty of Hermann, Missouri.

NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

The NEW! Villa Bella Elegant Hermann Farmhouse offers an exceptional stay just a 17-minute walk from OakGlenn Vineyards and Winery. Rated 10 by travelers, this 4-star hotel features a wine bar and a cozy fire pit, perfect for relaxing after a day of vineyard tours. Guests appreciate the fully equipped kitchen, complete with a refrigerator, stovetop, and dishwasher, allowing for convenient meal preparation. The mountain views and garden enhance the serene atmosphere, making it a delightful retreat for wine enthusiasts.
How much is a hotel near OakGlenn Vineyards and Winery?
Staying near OakGlenn Vineyards and Winery is a treat, with plenty of hotels from $142 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a vacation during weekends or around public holidays.
What are the most popular family-friendly hotels near OakGlenn Vineyards and Winery?
Finding the perfect family-friendly stay near OakGlenn Vineyards and Winery can make your trip to Hermann truly memorable. Here are some top-rated hotels that cater to families and offer delightful amenities for a comfortable stay.

NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

The NEW! Villa Bella Elegant Hermann Farmhouse, only a 17-minute walk from OakGlenn Vineyards and Winery, boasts a perfect review rating of 10 and 4-star accommodations. This elegant hotel is equipped with a kitchen and offers amenities like a garden and special event permissions, making it ideal for family celebrations. Guests can enjoy cozy evenings by the fire pit or explore nearby wineries.

Labby's Homestead Farmhouse

Labby's Homestead Farmhouse is a charming retreat located just 4.7 miles from OakGlenn Vineyards and Winery, rated 8.0 by travelers. This family-friendly farmhouse features a fully equipped kitchen and a lovely patio, perfect for family gatherings and relaxation. Guests will appreciate the provided travel crib and childcare services, ensuring a comfortable stay for families with young children.

Two Hearts Rambling Rose

Two Hearts Rambling Rose is a delightful 3-star hotel situated just 3.3 miles from OakGlenn Vineyards and Winery, with an impressive travelers' rating of 10. This family-friendly hotel includes a kitchen, garden, and a variety of games and books for children, ensuring a fun-filled stay. With a spacious patio and historic charm, it offers a perfect blend of comfort and family-friendly activities.
Which hotels near OakGlenn Vineyards and Winery offer the best views?
Discover the best hotels near OakGlenn Vineyards and Winery that offer stunning views and top-rated experiences for your stay in Hermann, Missouri.

NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

Achieving a perfect review rating of 10, Villa Bella is a stunning 4-star farmhouse located just a short 17-minute walk from OakGlenn Vineyards and Winery. This elegant hotel features a wine bar and a fire pit, ideal for evening gatherings. Guests will appreciate the mountain views and comfortable amenities, including a fully-equipped kitchen and garden. The close nearby winery tours and local hiking trails makes this an exceptional choice for wine enthusiasts and nature lovers.

Hermann Hill

With a remarkable review rating of 9.6, Hermann Hill is a 4-star hotel located just 4.7 miles from OakGlenn Vineyards and Winery. This serene retreat offers breathtaking vineyard and river views from its private balconies and patios. Guests can unwind in the spa featuring treatment rooms and a hot tub, or enjoy romantic evenings with champagne service. The hotel also boasts a shared kitchen and free self-parking, making it an ideal choice for travelers seeking both luxury and comfort.

Inn at Hermannhof

Rated 9.6 by travelers, Inn at Hermannhof is a charming 3-star hotel situated only 3.1 miles from OakGlenn Vineyards and Winery. Guests can enjoy stunning river views from their furnished balcony or patio, and relax in the private hot tub. The hotel offers contactless check-in and is conveniently located near designer shopping options. With its romantic atmosphere and access to local winery events, this hotel is perfect for a cozy getaway.
What are the best affordable hotels near OakGlenn Vineyards and Winery?
For those seeking affordable yet charming accommodations near OakGlenn Vineyards and Winery, these top-rated options offer a delightful stay with unique local flair.

SPACIOUS HISTORIC DOWNTOWN LOFT! BEST LOCATION IN THE HEART OF TOWN!

This 3-star gem is just 3.2 miles from OakGlenn Vineyards and Winery, a perfect travelers' rating of 10. Guests can enjoy a spacious loft featuring a kitchen, patio, and historic charm, ideal for romantic getaways. Additional conveniences include WiFi, onsite parking, and nearby access to winery tours and shopping, making it a great choice for a memorable stay.

Himmel Haus Bed & Breakfast - Your Slice of Heaven in Hermann, Mo

Located 3.9 miles from OakGlenn Vineyards and Winery, this 3-star bed and breakfast has received a perfect travelers' rating of 10. Guests are welcomed with free breakfast and can relax in the outdoor play area or on the patio. The charming rooms feature kitchenettes, making it easy to enjoy a cozy evening in after a day of winery tours and nearby antiquing.

Charming 3 Bedroom 2 Bath Home in Historic Downtown Hermann, Mo.

Just 3.3 miles from OakGlenn Vineyards and Winery, this delightful home is rated a perfect 10 by travelers. Ideal for families or groups, it features three bedrooms, a fully equipped kitchen, and a lovely garden. Guests can take advantage of WiFi and onsite parking while enjoying local attractions, including museums and winery tours.
Are there any hotels with pools close to OakGlenn Vineyards and Winery?
For travelers seeking a refreshing stay near OakGlenn Vineyards and Winery, there are fantastic hotels with pools to enhance your experience.

Up Up and Away Lodging

Up Up and Away Lodging is a delightful 4-star retreat located just 3.5 miles from OakGlenn Vineyards and Winery, offering an impressive review rating of 9.4 from travelers. This hotel features an inviting outdoor pool, perfect for relaxation after a day of wine tasting. Guests can enjoy complimentary breakfast, including a full breakfast option, and unwind by the fireplace in their rooms. The hotel also offers free toiletries and early check-in, ensuring a comfortable and convenient stay.
What are the best pet-friendly hotels near OakGlenn Vineyards and Winery?
For travelers seeking top-rated pet-friendly hotels near OakGlenn Vineyards and Winery, Hermann has some delightful options that welcome both you and your furry friends.

Captain Wohlt Inn Bed & Breakfast

Captain Wohlt Inn Bed & Breakfast is a cozy 4-star retreat located only 3.6 miles from OakGlenn Vineyards and Winery, with a review rating of 9.4 from travelers. This welcoming inn offers pet-friendly amenities including food and water bowls, making it perfect for those traveling with dogs. Guests can indulge in a delightful garden, a charming patio area, and enjoy private picnic options for a tranquil stay.

Hermann Hill

Hermann Hill is a charming 4-star hotel located just 4.7 miles from OakGlenn Vineyards and Winery, rated by travelers at an impressive 9.6. This hotel is ideal for travelers traveling with pets, offering amenities such as food and water bowls and a designated dog exercise area. Guests can enjoy additional features including a private hot tub, stunning vineyard views, and on-site spa treatments, ensuring a relaxing stay.

Hermann Crown Suites

Hermann Crown Suites, rated 9.4 by travelers, is a lovely 3.5-star hotel situated just 3.6 miles away from OakGlenn Vineyards and Winery. This pet-friendly hotel allows pets in rooms and features convenient amenities like a full kitchen and a yard for your dog to roam. Guests can experience the charm of the historical district while enjoying evening entertainment and easy access to local winery events.
Can I book a fully refundable hotel close to OakGlenn Vineyards and Winery?
Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "OakGlenn Vineyards and Winery", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore deals with free cancellation options on Expedia.
Can I find Expedia discounts for hotels near OakGlenn Vineyards and Winery?
To look for discounts on hotels near OakGlenn Vineyards and Winery, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.

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