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4.5 out of 5

"A B&B full of history. Our host Tammy grew up in Middletown and was well versed on the Wayside Inn and the history of the area. It wasn't busy when we ... " More

By a verified traveler on Mon 11 Mar 2019

Hotel Description

3.5-star Colonial inn near Cedar Creek Battlefield Foundation

In Middletown

Within 3 miles (5 km) of this Middletown inn, you'll find Cedar Creek Battlefield Foundation and Belle Grove Plantation. Valerie Hill Winery and Strasburg Theater are also within 6 miles (10 km).

Free perks

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Free Internet, cable TV

The individually decorated guestrooms offer free WiFi, free wired Internet, and hair dryers. Other amenities include TVs with cable channels and free toiletries. Housekeeping is available on request.

The Cumberland

Bed Count 1 Queen Bed Maximum Occupancy 2 Max

Sir Bradbury

Bed Count 1 King Bed Maximum Occupancy 2 Max

The Chinese Room

Bed Count 2 Twin Beds Maximum Occupancy 2 Max

The Jubal Early

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The Royal Oak

Bed Count 1 Full Bed Maximum Occupancy 2 Max

The General's Quarters

Bed Count 1 Queen Bed Maximum Occupancy 2 Max

Wayside Inn ratings based on 4 Verified Reviews

Review Summary
4.5 out of 5 4.5 out of 5.0
Room cleanliness 4.5 out of 5.0
Service & staff 5.0 out of 5.0
Room comfort 3.5 out of 5.0
Hotel condition 4.0 out of 5.0

Guest reviews for Wayside Inn

Everyone (2) Couples (2) Family (1)
5 out of 5
A B&B full of history. Our host Tammy grew up in Middletown and was well versed on the Wayside Inn and the history of the area. It wasn't busy when we were there, so she spent nearly half an hour talking about this Inn that was established in 1797 and has been in continuous operation since. There was a Civil War skirmish near here for those interested in that era, and nearby is the Belle Grove Plantation that also dates to 1797 and was originally owned by the sister of president James Madison. There are 22 rooms in the Inn, all different, and lots of wood throughout including what appears to be some of the original flooring. A full breakfast is included, with eggs, omelets, pancakes, fruit, bacon, toast, and other items I didn't have room for. Only a mile off I-81 not far from the intersection with I-66, it's a pleasant change from hotel chains and an opportunity to step back in time and get a flavor of the local culture.

Posted by on Mar 11, 2019

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Comment from Hotel Management

Mar 16, 2019 by Tammy, Event Coordinator

Thank you for this awesome review. Come back very soon!!

5 out of 5
Everything was fine. We like the hotel better than the cookie cutter chain options nearby.

Posted by on Jan 13, 2019

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Comment from Hotel Management

Jan 15, 2019 by Tammy, Event Coordinator

Thank you for your response. Come and stay with us again soon!!

3 out of 5

Oldest working inn in Virginia.

Pros: Opportunity for innkeepers to have quite a good business here, but impression I got was they were not advertising or using inn's potential to fullest.
Cons: Remove carpet from stairs- safety hazard; redecorate several downstairs front rooms- inviting; repair front pavement-safety hazard; add good gift shop
Location: Shenandoah valley, Wine country, Luray Caverns, Civil War battles, Belle Grove Plantation, Skyline parkway and Washington DC all short drive away.
Very friendly innkeeper and staff. Stayed in room #7. Our bathroom was good size and room pleasant. Accompanying breakfast was very good. Variety of food items offered. The inn had many interesting looking rustic public rooms and a large restaurant - bar. We arrived about 4:15 and were able to survey/ inspect about 1/2 dozen bedrooms upstairs. They were decorated in a charming, historic way; each had a bathroom attached. Ours needed more foam or feathers on the bed mattress as it was lumpy (just as in old days). The restaurant-bar could easily hold 100 people. It was the most charming part of the building as was the antique barn. They had plenty of parking and the large barn and yard-patio were easily able to hold a party or wedding of 60-75 people. We had been traveling most of the day and were looking forward to a good evening meal in a cozy rustic setting with a cold beer or wine glass as advertised on the website. Instead we were told that there was a group of about 70 people coming for a team building event and the staff couldn't possibly feed us, too! Go figure! There was plenty of other tables and also room at the bar, but we were sent away to our choice of any restaurant within a 6 mile radius. Personally, I think that lost money for Wayside Inn, because we spent $40 dollars elsewhere. A well organized, eager young professional chef would be a blessing to this property. Also, carpet in our room really needed vacuuming with a wand around the corners and bedposts.

Posted by , from from Ohio on May 27, 2017

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5 out of 5

Unique experience in historic inn...

Pros: This Inn is a perfect choice for something out of the ordinary...a taste of history and a cozy evening when your travels permit.
Location: There was Karaoke in the tavern on the evening when we stayed and many locals? were having a wonderful celebration.
We thoroughly enjoyed our stay at the Wayside Inn. We often travel this route and decided to break up our trip on this occasion and try something special. It was a special evening. Each room is different and furnished with antiques. Yes, the floors creak, but that is part of the charm of experiencing history. There were fires burning in the fireplaces in the various public areas and sitting rooms. We were warmly welcomed and were offered a selection from the available rooms. While the Inn itself is old, there are comfortable amenities and the bathroom, shower, etc. are up-to-date and efficient. George prepared an excellent breakfast the next morning, beautifully presented from the fruit cup of fresh berries to the perfectly cooked eggs with breakfast meats. He offered other choices as well but we passed on the blueberry pancakes. It was a nice start to the day and our continued travels, sitting by the fire and reading the local newspapers until our breakfasts arrived!

Posted by , from New York, NY on Jan 9, 2016

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Property Features

There's a restaurant on site. You can enjoy a drink at the bar/lounge. Free breakfast is available daily. Public spaces have free WiFi. A library, a terrace, and karaoke are also featured at Wayside Inn. Limited free parking is available on a first-come, first-served basis. Smoking is allowed in designated areas at this 3.5-star Middletown inn.

  • 22 guestrooms or units
  • 3 levels
  • Built in 1740
  • Full breakfast (free)
  • Dining venue
  • Karaoke
  • Bar or lounge
  • 1 conference room
  • Front desk (limited hours)
  • Wedding services available
  • Library
  • Terrace
  • Garden
  • Outdoor picnic space
  • Fireplace in lobby
  • Smoking in designated areas

Family Friendly Amenities

  • Family property
  • Free WiFi


Available in all rooms: Free WiFi , Free wired Internet

Available in some public areas: Free WiFi


Free self parking , Free RV, bus, truck parking , Parking (limited spaces)


  • Airport: Washington, DC (IAD-Washington Dulles Intl.) (107.5 km / 66.8 mi)
  • Parking: Free self parking and RV/bus/truck parking

Room Amenities

Wayside Inn offers 22 air-conditioned accommodations with hair dryers and complimentary toiletries. Each accommodation is individually furnished and decorated. Televisions come with cable channels. Bathrooms include bathtubs or showers. This Middletown inn provides complimentary wired and wireless Internet access. Housekeeping is provided on request.

  • Television
  • Cable channels
  • Bathtub or shower
  • Rollaway beds (surcharge)
  • Housekeeping (on request)
  • Hair dryer
  • Toiletries (free)
  • Air conditioning
  • Ensuite bathroom
  • Unique furnishings
  • Unique decor

Food & Drink

Guests are served free full breakfast daily from 8:00 AM to 9:00 AM.

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


If you have requests for specific accessibility needs, please note them in the special requests field on the booking page after selecting your room.

  • Wheelchair accessible path of travel

Hotel Policies


  • Check-in time starts at 3 PM
  • Check-in time ends at 8 PM

Special check-in instructions:

The front desk is open daily from 8 AM - 8 PM.
This property doesn't offer after-hours check-in. Guests arriving late won't be able to check in until the next morning. To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation.

The front desk at this property is open daily from 8 AM - 8 PM.
This property doesn't offer after-hours check-in. Guests arriving after hours will have to wait until the next morning to check in. To arrange for check-in, guests must contact the property at least 24 hours prior to arrival using the information on the booking confirmation.


  • Check-out by noon

Payment types

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 20.00 per night.
  • Cribs (infant beds) are not available.

Pet Policy

  • Pets are welcome and stay free
  • Only dogs and cats are allowed
  • Maximum 2 per room
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation


Extra-person charges may apply and vary depending on property policy.

Government-issued photo identification and a credit card, debit card, or cash deposit are required at check-in for incidental charges.

Special requests are subject to availability upon check-in and may incur additional charges. Special requests cannot be guaranteed. Safety features at this property include a fire extinguisher, a security system, and a first aid kit.

Charges for extra guests may apply and vary according to property policy.

A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification are required upon check-in.

Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges. For guests' safety, the property includes a fire extinguisher, a security system, and a first aid kit in each accommodation.

  • Only service animals are allowed
  • Security system
  • No cribs (infant beds) available
  • No elevators
  • Pets allowed (no fees)
  • Debit cards


Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Rollaway bed fee: USD 20.00 per night

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

Hotel Names

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

You should know

  • Pets are welcome in certain rooms only; other restrictions apply. To make arrangements for your pet, contact the property directly at the number on your booking confirmation.
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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.