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All 2 Middletown hotels

Wayside Inn

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7783 Main St., Middletown, VA 22645
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Wayside Inn
Ranked #1 of 2 hotels in Middletown
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10 people have reviewed this hotel

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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
    5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (4)
Date | Rating
  • English first
  • Any
English first
Newport News, Virginia
4 reviews 4 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

My wife and I held our wedding and reception at Wayside in July. The old world charm of the inn was a perfect fit as well as the food and accommodations. We were there for 2 days along with some of our family and guests. George & Becky...and all the staff worked to make everything come together successfully. I would... More

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Charles Town, West Virginia
Top Contributor
57 reviews 57 reviews
3 hotel reviews
14 helpful votes 14 helpful votes
2 of 5 stars Reviewed 1 week ago

My wife and I ate here yesterday at the yard crawl event. They said it was a Lucy and Desi tribute. The girl dressed liked Lucy did not even know her maiden name which was Magillacutte. They asked if anyone could play the bongos which no one could. They played old Lucy videos on a paper screen. This was bad... More

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WaysideInn1797, Owner at Wayside Inn, responded to this review

Hi Richard.....we really appreciate your thoughtful review and are very disappointed you had a negative experience with us. Rest assured....we will use this as a learning experience for myself and our staff. Our guiding principal here at Wayside Inn and Larrick's Tavern is "complete satisfaction" of every customer. If you will be so kind as to contact me (George) directly,... More

new jersey
2 reviews
5 of 5 stars Reviewed 3 weeks ago

A friend and I were referred to the Wayside Inn by the folks at the Strasburg Antique Emporium when we asked if there was live music playing anywhere nearby. We found the Wayside Inn to be charming, the owners and staff super friendly and the dinner delicious. Then we stayed for Bob Payne and thoroughly enjoyed his music and interactions... More

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N Ireland
Senior Reviewer
10 reviews 10 reviews
6 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed 4 weeks ago

About 25 of us gathered at the Wayside Inn for a family wedding on July 12th. We were warmly greeted on arrival and Becky and George made us very welcome. The Inn is steeped in history and is deceptively big with lots of areas for sitting, dining and just chilling. The bedrooms were amazing and ours had a gorgeous four... More

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Rome, Ga
Senior Reviewer
9 reviews 9 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
4 of 5 stars Reviewed July 12, 2014

This inn reeks charm and history. I meandered through room after room filled with treasures, and ended up in the comfy bar for a mild libation. The hosts are warm and welcoming. The staff aims to please. And, somewhat unusual in a historic property, THE BED WAS GOOD! (We slept SO well) The rooms conveniently even have adjoining baths. Quaint?... More

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Fairfax, Virginia
Senior Contributor
32 reviews 32 reviews
6 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed July 7, 2014

We spent our 4th of July at the fascinating Wayside Inn, located in Middletown, VA. This bed and breakfast is an amazing historical treasure! We found out it is the oldest continuously running inn in the United States. It really tells a story of glorious bygone days. We arrived in the early afternoon and were greeted warmly in the lobby.... More

Was this review helpful? Yes 1
Newark, Delaware, United States
15 reviews 15 reviews
5 hotel reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed July 1, 2014

I was with the Hogan Family reunion and we had an outstanding meal for 35 people. We had a choice of Roast pork loin that melted in your mouth or Chicken breast stuffed with ham and cheese or Shrimp and scallops over pasta. Every choice was great ! The peanut soup was unbelievable and they even gave us the recipe.... More

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New Port Richey, Florida
Senior Reviewer
7 reviews 7 reviews
5 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed June 12, 2014

George and Becky have done a great job of reviving the Wayside Inn. It is a historic inn so the luxury that some inns have is missing, but the hosts and history make up for fancy rooms. The rooms are very clean, have all the amenities of a 5 star hotel, and it is a good value. Breakfasts are abundant,... More

Was this review helpful? Yes 2
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed June 8, 2014 via mobile

Service was excellent and the Inn has tons if charm! Beautiful antiques fill each room. A full country breakfast awaits you when you wake. They even have a outdoor patio that is wonderful to sit and have a glass of wine on. Definitely will be returning.

Was this review helpful? Yes 2
1 review
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed February 14, 2014 via mobile

My family celebrated my grandparents 50th anniversary here. The service was incredible and the employees did whatever they could to make the night special. My grandparents were blown away and enjoyed the night. We would definitely recommend the Wayside Inn to anyone planning a special event, or as a place to stay!!!

Was this review helpful? Yes 9
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Additional Information about Wayside Inn

Address: 7783 Main St., Middletown, VA 22645
Phone Number:
Location: United States > Virginia > Middletown
Price Range (Based on Average Rates): $
Also Known As:
Wayside Hotel Middletown

59 photos of this hotel

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Fitness Center with Gym / Workout Room Free Parking Restaurant Room Service Wheelchair access
Official Description (provided by the hotel)
Historic inn that has earned the distinction of being "America's First Motor Inn." ... more   less 
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  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

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