The 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.
Our Rooms
With twenty-one newly refurbished bedrooms and bathrooms, we are sure to have the perfect place to rest your head. Whether it's for a family vacation, a weekend getaway, a wedding or a family reunion.
Ameneties
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Free Wi-Fi
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Free Parking
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Kid Friendly
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On-Site Dining
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Smoke-Free
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No Pets
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Fresh Towels
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In-Room TV
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Air Conditioning
Weddings & Events
The Wayside Inn is the perfect place for your outdoor or rustic-style wedding. The Wayside Inn offers a beautiful historic wedding venue (inside or outside), catering and overnight accommodations for all of your guests.
Dining Rooms
We have a variety of dining room options available, depending on the dining experience you're looking for. Personal, small gatherings, large reunions, business meetings or weddings.
Larrick's Tavern
Larrick's Tavern offers a wide variety of good ole' comfort food, crafted and prepared by Executive Chef Travis Ross, as well as a full bar.
Currently open Wednesday - Sunday, beginning at 4pm.
Live Music
Due to Covid-19 restrictions, we do not currently have any live events scheduled.
We look forward to having live music and other events soon!