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Wayside Inn

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7783 Main St., Middletown, VA 22645
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Wayside Inn
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21 reviews from our community

Traveler rating
    18
    1
    0
    2
    0
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3
10
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1
Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    4.5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
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Winchester, Virginia
Top Contributor
111 reviews 111 reviews
18 hotel reviews
56 helpful votes 56 helpful votes
2 of 5 stars Reviewed 5 days ago NEW

This review is of Larrick's Tavern. We decided at the last minute to eat there while nearby. We dined there years ago and our meal was not good at all but new owners could make a difference. We sat at the bar and were the only people at that time on a Saturday afternoon. Our waitress was too busy playing... More 

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Saint Clairsville, Ohio
Senior Reviewer
6 reviews 6 reviews
4 hotel reviews
5 of 5 stars Reviewed April 16, 2015

What we found was a beautiful historic inn with the most wonderful hosts and staff. Seated in the "slaves kitchen", we enjoyed a first class steak with excellent service. After dinner we had a delightful and informative conversation with George and other guests of the inn. George graciously allowed our ghost hunt and we stayed in room 14, one of... More 

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Chester, Virginia
Senior Reviewer
6 reviews 6 reviews
3 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed February 22, 2015

My wife and I stayed at the Historic Wayside Inn on Thursday night, February 12, 2015. It was a cold evening but my wife and I were immediately welcomed into the warm Inn, complete with a nice fireplace at checkin. We had a wonderful all you can eat Lasagna dinner buffet, complete with fresh salad and bread. After dinner George... More 

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Middletown, VA
Senior Reviewer
10 reviews 10 reviews
4 hotel reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed January 9, 2015

First time eating back at The Wayside Inn in many years. The new ownes are delightful. The food was great and the atmosphere was quaint and warm. They let us take a tour of the rooms upstairs when we got done eating. I am so glad this is back in operation. We plan to eat there in the near future.... More 

Was this review helpful? Yes 1
Falls Church, Virginia
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed December 26, 2014

Had a great stay, comfortable bed, excellent food, outstanding peanut soup and delightful hosts. Couldn't ask for a more enjoyable weekend. Used the Inn as the basis for side trips to Winchester and the country-side.

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Washington DC, District of Columbia
Contributor
18 reviews 18 reviews
6 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed December 22, 2014

If you like history, four poster beds, antique furniture, creaky wooden floors, and a friendly staff that treats you like family, this is a place for you. Each room is unique. The halls wander up and down and around. We kept expecting to hear the clip clop of horses outside. For readers there are lots of classic books to pull... More 

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Camden, South Carolina
Reviewer
3 reviews 3 reviews
3 hotel reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed November 12, 2014

Arrived in Middletown in the middle of the night after a long drive from Connecticut. The Wayside Inn jumped out as the place to stay. No corporate script; just great personalized hospitality in a setting that no corporate hotel could ever hope to duplicate. There is nothing like sleeping in a massive early 19th century bed on a modern mattress... More 

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Newcastle Australia
Top Contributor
60 reviews 60 reviews
34 hotel reviews
72 helpful votes 72 helpful votes
5 of 5 stars Reviewed November 8, 2014

This hotel is a heritage property so don't expect modern finishes. However, it is clean and the rooms have the amenities expected of a modern hotel. The wifi was a bit variable in our room but high speed in the public areas. There is a tavern and restaurant on site. The hot breakfast was generous and filling. The hosts were... More 

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Washington DC
Top Contributor
70 reviews 70 reviews
27 hotel reviews
38 helpful votes 38 helpful votes
5 of 5 stars Reviewed October 27, 2014

We were fortunate enough to spend a night at the Wayside Inn recently. The place is drenched in history, but beautifully maintained. Our room was tastefully and comfortably decorated and the innkeepers, Becky and George, were so very nice and helpful. It's a great place to stay while viewing the local history (Cedar Creek Battlefield, Belle Grove, etc.). We had... More 

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1 review
5 of 5 stars Reviewed October 14, 2014

After searching high and low for the perfect place for our Leadership Retreat, we settled on the Wayside Inn because of its unique charm and the unbeatable prices. Becky, George and their staff are marvelous hosts and let us completely take over the place. Not only did they let us set up the rooms early but they anticipated our every... More 

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