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All properties in Middletown, Virginia, United States of America
1 room, 2 adults

Wayside Inn, Middletown

3.5-star3.5 stars
7783 Main St, Middletown, VA, 22645, United States of America, 800-491-6126

3.5-star inn in Middletown with restaurant, bar/lounge
  • Free full breakfast, free WiFi, and free parking
  • Collect nightsYou can collect® Rewards nights here
Fantastic service
Awesome vibe
Delicious food
Great room
189See all 189 reviews
From 123 reviews

TripAdvisor Traveller Rating

Wayside Inn, Middletown

More Info: 866-539-8117

What’s around Wayside Inn, Middletown


  • Wayside Theater - 1 min walk
  • Cedar Creek and Belle Grove National Historical Park - 26 min walk
  • Cedar Creek Battlefield Foundation - 28 min walk
  • Belle Grove Plantation - 41 min walk
  • Hupp's Hill Civil War Park - 4.6 mi / 7.4 km
  • Valerie Hill Winery - 5.1 mi / 8.1 km
  • Strasburg Town Hall - 5.7 mi / 9.1 km
  • Strasburg Museum - 5.8 mi / 9.3 km

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 36 min drive
  • Washington, DC (IAD-Washington Dulles Intl.) - 72 min drive
  • Free self parking

At a glance

Key facts


  • 22 rooms
  • Arranged over 3 floors


  • Check-in time 3 PM-8 PM
  • Check-out time is noon
The front desk is open daily from 8 AM - 8 PM.
If you are planning to arrive after 8 PM please contact the property in advance using the information on the booking confirmation.

Required at check-in

  • Credit card or cash deposit required

  • Government-issued photo ID required

Travelling with others


  • No cribs (infant beds)


  • Pets not allowed (service animals welcome)

  • Pets stay free (dogs and cats only)

  • Specific rooms only, restrictions apply *

  • 2 per room


  • Free WiFi in public areas

  • Free WiFi and wired Internet access in rooms



  • Free self parking
* See small print for additional details or extra charges

At the property

Food and drink
  • Free full breakfast daily
  • Restaurant
  • Bar/lounge
  • Coffee/tea in a common area
Working away
  • One meeting room
  • Front desk (limited hours)
  • Wedding services
  • Year Built 1740
  • Designated smoking areas
  • Garden
  • Picnic area
  • Terrace
  • Library
  • Fireplace in lobby
Languages Spoken
  • English

In the room

Home comforts
  • In-room climate control (air conditioning)
  • Air conditioning
  • Iron/ironing board
Things to enjoy
  • Individually decorated
  • Individually furnished
Freshen up
  • Free toiletries
  • Hair dryer
Be entertained
  • TV
  • Cable TV channels
Stay connected
  • Free WiFi
  • Phone
  • Daily housekeeping

Special features


Larrick's Tavern - This pub serves lunch and dinner. Happy hour is offered.

Wayside Inn, Middletown’s small print


Pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation.

This property does not have elevators.

Also known as

  • Wayside Inn Middletowne
  • Wayside Inn Middletowne
  • Inn Wayside Inn
  • Wayside
  • Wayside Middletowne
  • Wayside Inn Middletown
  • Wayside Middletown
  • Wayside Inn Middletown
  • Wayside Middletown
  • Inn Wayside Inn Middletown
  • Middletown Wayside Inn Inn

We have included all charges provided to us by this property. However, charges can vary, for example, based on length of stay or the unit you book.

Recent reviews

Exceptional 9.4 From 189 reviews

Very Good 8.0
Almost homeless allowed me to book this B&B (with tavern) the morning of my stay, even though the place had decided to close for the New Year holiday - which was not reflected on the booking site. As a result, I arrived to find the door locked and the rooms pretty much dark. Fortunately there was someone on site who left their phone number on the door, and let me in when I called; otherwise I (and my dachshund) would have been out of luck and stranded after using a stay reward to book the night. The person on site was very pleasant and welcoming to me and my dog, and attentive to my needs, despite my late arrival (9:30 pm). They still prepared a very nice breakfast-to-order for me (anything I wanted). Wayside Inn turned out to be a historical B&B with lovely old décor and antiques, but the rooms show their age. The bed was comfortable, the area quite quiet, but of course I was the only guest there. I am a bit fussy about the bathrooms wherever I stay, and this one was in bad need of a good paint job, and some more thorough cleaning, and refreshed calking in the shower. I didn't even want to use the shower. They "don't charge for pets" but the cost of the room pretty much reflected it anyway in my opinion. If you like historical places, I recommend this, but this was just a stay-over on a long car trip and I probably will not stay here again.
Jacquelin, us1 night trip
Exceptional 10.0
What a Treasure!
Wayside Inn is a hidden gem in the beautiful VA countryside.
William, us2 night family trip
Exceptional 10.0
Cooper Dog loves the Wayside Inn!
Always an amazing place to stay! Pet friendly, beautiful inn! Excellent breakfast included. We travel through the area several times a year, and the Wayside is our go-to!
Mary, us1 night romance trip
Exceptional 10.0
Will return!
Fantastic, loved the old inn and the staff were great!
us1 night romance trip
Good 6.0
Don't expect all the modern conveniences
Staying at America's oldest motor inn has its ups and downs. It is neat to stay at such a historic inn, but it lacks a number of creature comforts we have grown accustomed to having like wifi and in-room coffee service.
David, us1 night romance trip

Wayside Inn, Middletown

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