Skip to main content
Beginning of main content
4.6 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

Enter dates to see availability

Hotel Description

3.5-star Colonial hotel near Cedar Creek Battlefield Foundation

In Middletown

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

Restaurant, bar/lounge

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a terrace, and a garden are also offered.

Shenandoah Guest Room #18

Bed Count 1 Full Bed Maximum Occupancy 2 Max
$130* Per night/room Nov 30 - Dec 1

Middletown Guest Room #5

Bed Count 1 Queen Bed Maximum Occupancy 2 Max

Lincoln Stateroom #6

Bed Count 1 King Bed Maximum Occupancy 2 Max

Wilkenson Guest Room #4

Bed Count 2 Twin Beds Maximum Occupancy 2 Max

Reeves Stateroom #2

Bed Count 1 King Bed Maximum Occupancy 2 Max

Harrison Guest Room #9

Bed Count 1 Full Bed Maximum Occupancy 2 Max

Wayside Inn ratings based on 5 Verified Reviews

Review Summary
4.6 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 (3) Couples (2) Family (1)
5 out of 5

Posted by on Jun 21, 2022

Was this review helpful to you?
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

Was this review helpful to you?
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

Was this review helpful to you?
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

Was this review helpful to you?
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

Was this review helpful to you?

Property Features

There's a restaurant on site. You can enjoy a drink at the bar/lounge. 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 hotel.

  • 22 guestrooms or units
  • 3 levels
  • Built in 1742
  • Karaoke
  • Wedding services available
  • Library
  • Terrace
  • Garden
  • Outdoor picnic space
  • Fireplace in lobby
  • Smoking in designated areas
  • Bar or lounge
  • 1 conference room
  • Dining venue

Internet

Available in some public areas: Free WiFi

Parking

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

Transport

  • Parking: Free self parking, extended 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. Cable television is provided. Bathrooms include bathtubs or showers. Rollaway/extra beds (surcharge) are also available. Housekeeping is provided on request.

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

Food & Drink

Larrick's Tavern - This pub serves lunch and dinner.

Wayside Inn Restaurant - This restaurant serves lunch, dinner, and light fare. Guests can enjoy drinks at the bar. A children's menu is available. Open select days.

The Speakeasy at Wayside - This bar specializes in American cuisine and serves dinner only. Open select days.

Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.

  • Handrails in stairways

Hotel Policies

Check-in

  • Check-in time starts at 1:00 PM
  • Check-in time ends at 4:00 PM
  • Minimum check-in age is: 18

Special check-in instructions:

The front desk is open during the following times:

  • Tuesday - Saturday: 9:00 AM - 8:00 PM
This property doesn't offer after-hours check-in. To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation. Prior to arrival, guests must complete online registration with the property via a secure link. Guests will receive an email 24 hours before arrival with check-in instructions. Front desk staff will greet guests on arrival.

This property's front desk is open during the following times:

  • Tuesday - Saturday: 9:00 AM - 8:00 PM
This property doesn't offer after-hours 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. Prior to arrival, guests must complete online registration with the property via a secure link. Guests will receive an email 24 hours before arrival with check-in information. Front desk staff will greet guests on arrival.

Check-out

  • Check-out by 11:00 AM

Payment types

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 20.0 per day.
  • Cribs (infant beds) are not available.

Pet Policy

  • No pets allowed, but service animals are welcome

Policies

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

Government-issued photo identification and a credit card, debit card, or cash deposit may be 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

Be prepared: check the latest COVID-19 travel requirements and measures in place for this destination before you travel.

Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

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 may be 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.

This property accepts Visa, Mastercard, American Express, Discover, debit cards, and cash. For guests' safety, the property includes a fire extinguisher, a security system, and a first aid kit in each accommodation. This property advises that enhanced cleaning and guest safety measures are currently in place. Disinfectant is used to clean the property; commonly-touched surfaces are cleaned with disinfectant between stays; bed sheets and towels are laundered at a temperature of at least 60°C/140°F. Social distancing measures are in place.

  • Service animals are allowed
  • Service animals are exempt from fees/restrictions
  • Bed sheets and towels are washed at a temperature of at least 60°C/140°F
  • Commonly-touched surfaces are cleaned with disinfectant
  • Property confirms they are implementing guest safety measures
  • Property is cleaned with disinfectant
  • Security system
  • Guests must register online prior to arrival
  • Staffed front desk
  • Social distancing measures are in place
  • No cribs (infant beds) available
  • Guests will receive an email with special check-in instructions
  • No elevators
  • Property confirms they are implementing enhanced cleaning measures
  • Debit cards

Fees

Optional extras

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

  • Early check-in is available for a fee (subject to availability)
  • Rollaway bed fee: USD 20.0 per day

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 Hotel
  • Wayside Inn Middletown
  • Wayside Inn Hotel Middletown
url importing http://travel.travelocity.com/Middletown-Hotels-Wayside-Inn.h34467-p2.Hotel-Reviews?rm1=a2&
There was an error importing /Middletown-Hotels-Wayside-Inn.h34467-p2.Hotel-Reviews?rm1=a2&, error: javax.servlet.jsp.JspTagException: 301 http://travel.travelocity.com/Middletown-Hotels-Wayside-Inn.h34467-p2.Hotel-Reviews?rm1=a2&

Frequently Asked Questions

*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.