The Historic Wayside Inn 1797

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. 👀

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 beer 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!

06/20/2026

06/20/2026

Revolutionary War Reenactors to Lead Middletown's America 250 Independence Day Celebration Parade! Sponsored by First Bank. 🇺🇸

Step back in time this Independence Day as Revolutionary War reenactors lead the area’s ONLY July 4th parade, stepping off at 5 PM on Saturday, July 4th right here in historic Middletown.

Join us as we honor America’s earliest patriots and celebrate our nation’s birthday with tradition, pride, and community spirit. Bring the family, grab a good spot along Main Street, and enjoy one of the most unique and memorable parades in the Shenandoah Valley.

Interested in being part of the parade lineup? We’d love to have you! 👇https://docs.google.com/forms/d/e/1FAIpQLSfSJZ3Iaff8N8IreQKgg6EcXhrV6GII-LpflbzhPEQhi4-Faw/viewform?pli=1

Let’s make this July 4th unforgettable in Middletown! 🎆🇺🇸 🤝Virginia is for Lovers

06/12/2026

Locals, or guests who'd like to get a hands on experience, these are some amazing opportunities!