We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Wayside Inn

7783 Main St., Middletown, VA 22645
Hotel amenities
Wayside Inn
Ranked #1 of 3 hotels in Middletown
Which Middletown hotels are on sale?
Enter dates 1 night 2 nights
See hotels
Write a Review

23 reviews from our community

    Trip type
Traveller rating
    10
    4
    2
    2
    5
Date Rating
Harrison, New York
Senior Reviewer
6 reviews 6 reviews
3 hotel reviews
Reviews in 4 cities Reviews in 4 cities
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed 19 September 2012

My husband and I stopped for one night on our way home from TN to NY May 2012. It was amazing. I am speechless to read some negative review because we had an amazing time. So good that we went back a second time with the whole family this past August 2012. The owners were very accommodating with dinner upon... More

Was this review helpful? Yes 1
Montclair, New Jersey
2 reviews
Reviews in 2 cities Reviews in 2 cities
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed 27 July 2012

This place is spectacular. The inn has been open since 1797. That's the year George Washington died, and the walls are covered with prints of him and some of Martha, too. There are also some American primitive portraits of unidentified people and they could be originals. I've eaten at the restaurant on several occasions. The spoonbread is cornbread with lots... More

Was this review helpful? Yes 1
Vienna, Virginia
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 23 July 2012

Wayside Inn was a wonderful experience for our rehearsal dinner with 80 guests. We had it in the Senseney Room and enjoyed a warm, inviting, and totally unique experience from start to finish. The setting lent itself to a really fun and memorable evening and Lois couldn't have been more accomodating and helpful in making sure every detail was covered... More

Was this review helpful? Yes 1
Front Royal, Virginia
2 reviews
Reviews in 2 cities Reviews in 2 cities
8 helpful votes 8 helpful votes
1 of 5 stars Reviewed 10 June 2012

Let me start off by saying this: My expectations for restaurants are very low. This includes Service, Food, and all around atmosphere. Here's my little story. My grandmother, grandfather and I went to Wayside Inn for their 39th anniversary. They had previously dined there for lunch and in passing the waitress had recommended dinner. We made a reservation for 630.... More

Was this review helpful? Yes 8
pittsburgh
Senior Reviewer
6 reviews 6 reviews
6 hotel reviews
Reviews in 6 cities Reviews in 6 cities
14 helpful votes 14 helpful votes
5 of 5 stars Reviewed 7 May 2012

First, if you are looking for a modern hotel and are used to that kind of stay, this is not your place...which is exactly why we chose it. And, like other reviewers, we will indeed return here again and again. We had the most delicious and wonderful dining experience in this hotel, and the service - provided by Lois the... More

Was this review helpful? Yes 5
Stephens City, Virginia
Contributor
17 reviews 17 reviews
3 hotel reviews
Reviews in 10 cities Reviews in 10 cities
20 helpful votes 20 helpful votes
5 of 5 stars Reviewed 28 September 2011

We have eaten here a few times, usually a weeday. We have always been by ourselves or atleast one other dining party at the same time. The last visit was on Sept.19th, 2011. Our server was Forrest, dressed in colonial period costume, who was very attentive- while still giving us privacy. His service was excellent! The food is great, we... More

Was this review helpful? Yes 3
virginia
Reviewer
3 reviews 3 reviews
Reviews in 2 cities Reviews in 2 cities
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 15 August 2011

Great service and dinner was delicious. We will come back.

Was this review helpful? Yes 2
1 review
5 of 5 stars Reviewed 22 July 2011 via mobile

Great inn. Great service. Good food. Maybe a ghost if lucky.

Was this review helpful? Yes
Winchester, Virginia
1 review
2 helpful votes 2 helpful votes
1 of 5 stars Reviewed 1 July 2011

The Innkeepers lack customer service. The dinning room was very warm felt like the air condioning was not on. Food tasted like it was frozen as well as coming out slow. Deffinately not worth the money paid for it. I tryed to look around the Inn to see the history of it, but was only able to go in the... More

Was this review helpful? Yes 2
SC
Senior Contributor
48 reviews 48 reviews
13 hotel reviews
Reviews in 29 cities Reviews in 29 cities
35 helpful votes 35 helpful votes
5 of 5 stars Reviewed 26 June 2011

We first stayed at the Wayside in October, 2004. We love history and genealogy and we were researching an ancestor who had fought at the Battle of Cedar Creek in VA. We decided at the last minute we would go to the last day of the re-enactment that Sunday, October 17. The inn had been completely booked for the weekend,... More

Was this review helpful? Yes 2
Hotel Strasburg
Great value on a similar hotel
Strasburg, VA
4.5 of 5 stars 55 Reviews
Check Rates
Still looking for a hotel?
Highly rated hotels in or near Middletown
Trendy
Holiday Inn Express Winchester South
Holiday Inn Express Winchester S... 4.5 of 5 stars 96 reviews
Show Prices ABS:HotelCheckRates-d110467?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_Style_Xsell
Also consider these accommodations in or near Middletown
Hotel Strasburg 4.5 of 5 stars 55 reviews Super 8 Middletown/Winchester Ar... 3.0 of 5 stars 20 reviews Fairfield Inn & Suites Strasburg 4.5 of 5 stars 130 reviews Hampton Inn Front Royal 4.5 of 5 stars 234 reviews
Show Prices ABS:HotelCheckRates-d496068?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d123856?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d1201200?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d253289?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
View all 3 hotels in Middletown, ranked by popularity

Been to Wayside Inn? Share your experiences!

Write a Review Add Photos Add Videos

Additional Information about Wayside Inn

Also Known As:
Wayside Hotel
Wayside Hotel Middletown
Address: 7783 Main St., Middletown, VA 22645
Region: United States > Virginia > Middletown
Amenities:
Fitness Centre Free Parking Pets Allowed Restaurant Room Service
Hotel Style:
Ranked #1 of 3 hotels in Middletown
Price Range: $
Official Description (provided by the hotel):
Historic inn that has earned the distinction of being "America's First Motor Inn." ... more   less 

Owners: What's your side of the story?

If you own or manage Wayside Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

  • Manage your listing