Laughing Boar Guesthouse

03/28/2026

Spend your Easter weekend strolling through Hermann, hopping from shop to shop, and soaking in all the charm our town has to offer.

Make it a getaway and stay at The Laughing Boar Guesthouse—we’d love to host you while you shop, explore, and support our local businesses 🐇🌸🛍️

We are gearing up for another fun Shop Hop around the downtown next Thursday - Saturday, April 2, 3, and 4, 10 am - 5 pm. Pick up your Hopping Sheets at any participating shop. Full list of shops coming soon!

01/16/2026

January and February is peak cozy season in Hermann — fewer crowds, better reservations, and all the charm.

🍷 Wine country
🛏️ Space for friends, laughter, and long nights




https://laughingboar.lodgify.com/

01/05/2026

The Hermann Chocolate Wine Trail is almost here, and we have an OPENING at The Laughing Boar for this sweet weekend getaway!

Spend the day sipping perfectly paired wines and indulging in handcrafted chocolates, then come home to relax, laugh, and unwind in the peaceful countryside — the perfect ending to a Valentine’s or friends’ weekend.

📅 February 28 – March 1, 2026
🍷 Just minutes from the Hermann Wine Trail
🏡 Cozy, charming, and perfect for couples or a girls’ weekend

✨ This is one of Hermann’s most popular weekends — availability won’t last!

📩 Book your stay: https://laughingboar.lodgify.com/
🎟️ Wine Trail tickets: https://bit.ly/3MI2154

🐗🍷🍫

🍫🍷 Love is in the pairing!
Celebrate Valentine’s season on the Chocolate Wine Trail, a beloved February tradition. Enjoy a delicious weekend of handcrafted chocolates and perfectly paired wines as you visit six stops along the Hermann Wine Trail.
A sweet escape you won’t want to miss! ❤️✨
👉Order tickets here, https://bit.ly/3MI2154

12/24/2025

As we wrap up another year (and yes… still wrapping 🎁 over here), we’re incredibly thankful for every guest who’s laughed, relaxed, and made memories at The Laughing Boar.

From our families to yours, wishing you a holiday season full of warmth, joy, great food, and even better company. 🐗🍷

Here’s to cozy moments, full glasses, and a bright year ahead — we can’t wait to welcome you back! 💫

11/29/2025

https://laughingboar.lodgify.com

11/29/2025

It’s Small Business Saturday Eve, and your support means EVERYTHING to our little Hermann getaway. 🤎

Here are a few FREE ways you can show The Laughing Boar some love:

🍷 Share our posts to help friends discover a cozy countryside stay.
❤️ Like & save our posts — it helps more people find us!
👯 Tag a friend you’d bring on a wine weekend.
💬 Leave a sweet comment (we read every single one!).
📸 Share your pics from your stay & tag Laughing Boar Guesthouse .
⭐ Leave us a review on VRBO, Airbnb, or Google — it makes a huge difference.

Thank you, your love keeps small businesses like ours thriving in Hermann. 🐗✨



https://laughingboar.lodgify.com/

11/21/2025

Hermann’s holiday season is in full swing! ❄️

Check out all the festive events and reserve your stay at The Boar while dates are still open. 🎅🦃 🤶

https://laughingboar.lodgify.com/

Mrs. Claus is having a serious talk with Santa about how much turkey & dressing he can eat on Thanksgiving Day. She’s worried about him weighing down the sleigh, and working the reindeer extra hard. Enjoy Thanksgiving and Christmastime in Hermann! https://visithermann.com/christmas/

11/13/2025

The Boar loved being part of the Holiday Home Tour last year! 🎄✨

We have an opening this year—come stay at The Laughing Boar and enjoy a festive weekend exploring all the beautiful homes on the tour. 🎄✨

https://laughingboar.lodgify.com/

Experience the magic of Christmas in Hermann with the Hermann Holiday House Tour Saturday, Dec. 6, 2025.

11/10/2025

📣 December 7th 🎄 Christmastime in Hermann 🎄

The Historic White House Hotel is kicking off the season with a magical holiday event you won’t want to miss! Enjoy festive hotel tours, delicious hot cocoa, a visit from Santa, and a wonderful selection of local vendors to shop. ✨

Looking to make a cozy weekend of it? The Laughing Boar is available and ready to welcome you for a warm, countryside holiday stay. 🐗🎁

Come enjoy the charm, the cheer, and the Christmas spirit in Hermann! ❤️🌟

https://laughingboar.lodgify.com/

10/31/2025

Start the holiday season off in Hermann! We have openings and The Boar will be decorated for Christmas. https://laughingboar.lodgify.com

10/29/2025

Where time slows down and the glasses never empty — The Boar and Hermann have you covered. 🍂🍷🐗

Book direct: https://laughingboar.lodgify.com