The Historic Wayside Inn 1797

The Historic Wayside Inn 1797 A historic inn in the heart of Virginia’s Shenandoah Valley, welcoming travelers since 1797.

Come experience centuries of charm, memorable dining, and a stay with a story to tell.
📍Middletown, Virginia

A new chapter at the Wayside Inn. 🤍For more than two centuries, the Wayside Inn has stood at the heart of Middletown, we...
09/03/2026

A new chapter at the Wayside Inn. 🤍

For more than two centuries, the Wayside Inn has stood at the heart of Middletown, welcoming generations through its doors and holding countless stories within its walls. Today, we’re very excited to share the beginning of its next chapter.

After spending the past year bringing new life, incredible food, and a true sense of community to Clem's Kitchen, Bill and Amanda Whitson have officially taken over management of the entire Wayside Inn operation.

For Bill and Amanda, this is about much more than managing this historic property. It’s about caring for a place that means something to the community they love.

Amanda’s roots here run especially deep. She grew up in this area as Amanda Clem, the name that later inspired Clem’s Kitchen. Years ago, she also had the opportunity to work under longtime Wayside Inn owner Leo Bernstein, who took her under his wing and taught her so much about events, business, hospitality, and bringing people together. That experience left a lasting impression, making it especially meaningful for Amanda to now help lead the place where she learned so much.

If you’ve met Bill and Amanda, you know the heart they bring to everything they do. They believe in teamwork, community, and creating places where people genuinely want to gather.

And that’s exactly what they hope to bring to the Wayside Inn.

The goal is to honor everything that makes this historic place so special while giving it its heartbeat back. Clem’s Kitchen will continue serving the food and hospitality you’ve come to know and love, while the entire team looks ahead to more events, celebrations, music, gatherings, and reasons to fill these old walls with people again.

We hope you’ll join us in congratulating Bill and Amanda Whitson on this exciting new chapter.

And if you’d like to celebrate with us, join us tomorrow night, September 4th from 6:00 to 8:30pm for Boots & Biscuits - with food, drinks, line dancing, and local vendors throughout the Wayside Inn. It’s just a little glimpse of what’s to come, and one of the many gatherings we plan to have here.

The Wayside Inn has a lot of history behind it. We can’t wait to show you what’s ahead.

Something new is taking shape at the Wayside Inn. ✨ We’re making a few changes, dreaming up what’s next, and getting rea...
08/26/2026

Something new is taking shape at the Wayside Inn. ✨ We’re making a few changes, dreaming up what’s next, and getting ready for an exciting new chapter in this historic place. More to come soon. 👀

You won’t understand the pure magic of The Historic Wayside Inn 1797 + Clem's Kitchen until you actually go. Especially ...
08/23/2026

You won’t understand the pure magic of The Historic Wayside Inn 1797 + Clem's Kitchen until you actually go. Especially right at golden hour. 💫

A weekend of sipping, delicious food, and a night away. 🍷✨Turn Shenandoah Sips into a little Shenandoah Valley getaway! ...
08/19/2026

A weekend of sipping, delicious food, and a night away. 🍷✨

Turn Shenandoah Sips into a little Shenandoah Valley getaway! Join the festivities at Belle Grove Plantation on Saturday, August 29th, then make your way to The Historic Wayside Inn for dinner, a cozy room, and a little more time to enjoy the weekend.

Book your one-night stay with promo code Sips2026 and receive:
🎟️ Two FREE tickets to Shenandoah Sips, provided to you at check-in
🍽️ 10% off dining at Clem's Kitchen, does not include alcohol
🗝️ 25% off your one-night stay at the Wayside Inn

Sip your way through the festival, settle in for a wonderful meal, and let the evening end somewhere with a little history and charm.

➡️ Book your stay here: https://waysideinn1797.com

Use promo code “Sips2026” when booking. Limited availability.

07/15/2026

You’re going to want to stop scrolling, hit play, and immediately send this to your favorite car enthusiast... because Monday, July 27th is about to get a whole lot better than the typical Monday!

We are incredibly excited to announce that the legendary Rochester Corvette Club (classic car royalty, established all the way back in 1959!) is taking over the parking lot here at Wayside Inn! They’ll be rolling in with hoods up, ready to talk shop, swap stories, and let everyone get an up-close look at some truly stunning American muscle.

It is the absolute perfect excuse for a summer road trip, a family outing, or just an awesome Monday escape. Plus, while you're here marveling at the horsepower, you can stretch your legs and make a whole day of it:

Grab a Cold One: Swing by Clem’s Kitchen right inside the Inn to grab a bite to eat or a refreshing b**r to sip on while you look around.

Make it a Getaway: Want to skip the drive home? We actually have just a few open guest rooms left for that night. They definitely won't last long once the club rolls into town, so give us a call or book your stay before they're gone!

Help us spread the word! Drop a comment with your favorite Corvette generation, share this video with your crew, and we will see you all in the parking lot on July 27th!

07/05/2026

Thank you Town of Middletown VA and the 4th of July planning committee for bringing a fantastic 250th celebration to all the patrons and staff of The Historic Wayside Inn 1797 and to our great community! Happy 250th Independence Day to our Nation! We were here for the birth, and we hope to be here for the 500th anniversary as well!

06/25/2026

We LOVE our community! We had way too much fun!

Address

7783 Main Street
Middletown, VA
22645

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