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Wayside Inn

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50 Reviews from our TripAdvisor Community

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Showing 50: English reviews
Virginia Beach, Virginia
Level Contributor
211 reviews
34 hotel reviews
common_n_hotel_reviews_1bd8 47 helpful votes
4 of 5 stars Reviewed 2 weeks ago via mobile

In town for the Route 11 Yard Crawl ( a 43 mile yard sale down US route 11). One night stay. The Inn is an historic place dating back to before the Revolution. Supposedly, it is the oldest Inn in the U.S. It consists of a restaurant, an Irish bar as well as sleeping areas. We stayed in the Sir... More 

Helpful?
Thank Mrfiz
1 review
5 of 5 stars Reviewed 2 weeks ago

We were looking for affordable accommodation at short-notice and were really happy to have stumbled upon this lovely inn. We stayed at a super-cozy room with antique furniture. The proprietors were friendly and breakfast was delicious - with a vast variety of options to chose from. It's the ideal if you're passing through or are looking for peace and quietness.

Helpful?
Thank Julia L
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 3 weeks ago via mobile

I found this gem and highly recommend it. This inn is America's oldest continuous inn and has been in operation since about 1797. The innkeepers are gracious and accommodating, the sleeping rooms are pretty much original with update bedding and bathrooms. There are great antiques in the common areas and the sleeping rooms. Finally there is a tavern on property... More 

Helpful?
Thank Alice P
Los Angeles, California
Level Contributor
5 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed July 23, 2016

My travel pal and I needed a short-notice, affordable room on our cross-country road trip, and had little idea what a gem we'd booked until we arrived. What a treat to discover the oldest continuously operating inn in the country, packed with antiques, art, curiosities, and stories, in all its crooked-angle glory. No extra charge for ghosts (we were assured... More 

Helpful?
Thank MischSafariste
Colorado
Level Contributor
40 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 16 helpful votes
5 of 5 stars Reviewed July 12, 2016

This place is amazing! Due to the circumstances of my work, I was not able to stay here (it was not on the list of places I could book) but I was able to have an absolutely lovely meal on 6/7/2016. The proprietors were quite gracious and the food was wonderful. I've told my husband we need to stay here... More 

Helpful?
Thank a_searcher
Rockville, Maryland
Level Contributor
8 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed June 25, 2016

We stayed here for our son & daughter in law"s wedding. We were so delighted by the beauty, history and friendliness of the owners and staff. We had a great room, comfortable and simply beautiful. They have a restaurant and the food and service exceeded our expectations. We only stayed for the weekend, but could not have had a more... More 

Helpful?
1 Thank Jan S
Emporia, Virginia
1 review
5 of 5 stars Reviewed June 24, 2016

This inn is fascinating due to its age, & its lovely period decor. Our stay was very comfortable, and the innkeepers made us feel right at home. The breakfast included in the price is hearty & delicious. It is easy to find & conveniently located for visiting the many attractions in the area

Helpful?
Thank LXL91
San Francisco, California
Level Contributor
10 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed June 22, 2016

This historic inn fascinated me with its rooms and wings sprouted like a weed. It's filled with antiques and lots of old wood paneling. It has multiple common rooms and a very spacious dining room and tavern (not open when we were there). We were there mid week when the inn was pretty empty so I was able to see... More 

Helpful?
Thank playajewel
Stafford, Virginia
Level Contributor
10 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 18, 2016 via mobile

My wife and I were looking for a place to stay in northwestern Virginia while we checked out wineries and explored Winchester. Bottom line is that we really enjoyed our stay at the Wayside Inn. Located about 10 miles from Winchester, this is one of the oldest continually active inns in the country. Everywhere you turn, there is history, from... More 

Helpful?
Thank Robert C
USA
Level Contributor
43 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 18 helpful votes
5 of 5 stars Reviewed June 12, 2016

We love traveling with our dog, a 35 pound female Border Collie, but not every place understands that she is a better tenant than most humans. Fortunately the innkeepers at Wayside know how to pamper pooches as well as their guests. We received a "treat" from innkeeper Becky Reeves upon checking in and the kind of treatment that you'd expect... More 

Helpful?
Thank Oleguy
Questions? Get answers from hotel staff and past guests. Ask a question

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Amenities

Highlights
  • Restaurant
  • Free Parking
  • Bar/Lounge
  • Room Service
  • Free Breakfast
About the property
  • Wheelchair access
Food & drink at the hotel
Wayside Inn
Wayside Inn
Cuisines: American, Bar, Grill, Pub
Things to do
  • Restaurant
  • Bar/Lounge
Room types
  • Non-Smoking Rooms
  • Family Rooms
  • Accessible rooms
In your room
  • Air Conditioning
Internet
  • Public Wifi
Services
  • Free Parking
  • Room Service
  • Free Breakfast
Official Description (provided by the hotel)
Historic inn that has earned the distinction of being "America's First Motor Inn." ... more   less 

Additional Information about Wayside Inn

Address: 7783 Main St, Middletown, VA 22645-9502
Location: United States > Virginia > Middletown
Price Range: $103 - $132 (Based on Average Rates for a Standard Room)
Hotel Class:3.5 star — Wayside Inn 3.5*
Number of rooms: 24
Reservation Options:
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Also Known As:
Wayside Hotel Middletown
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