The Wayside Inn changed ownership on December 29, 2020.  The Inn will be closed for a brief period for renovations. Thank you for your patience and understanding! Happy 2021!! We look forward to seeing you soon!
Wayside Inn, is nestled in the beautiful Shenandoah Valley of Virginia in Middletown, Virginia.  Since 1797, it has offered accommodations, dining and entertainment to visitors, and has been a host of weddings, community and special events. Wayside Inn, is a truly unique experience, boasting as the oldest and longest continuously run Inn, in the United States. The oldest part "Summer Kitchen" was built as a waystation & stagecoach stop built in 1742 along with the well that watered the town.

Larrick's Tavern

Some of our rooms are pet friendly!

And you are always welcome to dine with fur-baby on our deck outside

Kid Friendly

We welcome kids of all ages to stay with us and dine with us.

Weddings & Events

Making part of our history, a part of your history.  We've been making fairy tale weddings a reality for over 200 years!

© 2021 Wayside Inn