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Wayside Inn

3.5 star property

Photo gallery for Wayside Inn

Bar (on property)
Lobby sitting area
Premium Suite, 1 Queen Bed
Interior detail
Exterior

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking included
  • Business services

Explore the area

View map
7783 Main St, Middletown, VA, 22645
  • Place, Wayside Theater
    ‪2 min walk‬
  • Place, Cedar Creek Battlefield Foundation
    ‪2 min drive‬
  • Place, Cedar Creek and Belle Grove National Historical Park
    ‪2 min drive‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪32 min drive‬

Room options

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 2 Single Beds

Standard Room, 2 Single Beds

Standard Room, 2 Single Beds

  • 1 bedroom
  • Sleeps 2
  • 2 Twin Beds

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

8.0 out of 10
Very good
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed

Standard Room, 1 King Bed

  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

8.8 out of 10
Excellent
(3 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

8.0 out of 10
Very good
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

8.0 out of 10
Very good
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 2 Queen Beds

View all photos for Suite, 1 Queen Bed

Suite, 1 Queen Bed

Suite, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Premium Suite, 1 Queen Bed

Premium Suite, 1 Queen Bed

Premium Suite, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Suite, 2 Double Beds

Individually decorated, individually furnished, iron/ironing board

Suite, 2 Double Beds

  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, Multiple Beds

Standard Room, Multiple Beds

Standard Room, Multiple Beds

  • 1 bedroom
  • Sleeps 2
  • 2 Large Twin Beds

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

8.0 out of 10
Very good
(1 review)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for Room

Room

Room

  • Sleeps 3
  • 1 Double Bed

View all photos for Basic Room

Individually decorated, individually furnished, iron/ironing board

Basic Room

9.0 out of 10
Wonderful
(2 reviews)
  • Sleeps 3
  • 1 Double Bed

Similar properties

Exterior
Fairfield Inn & Suites Strasburg Shenandoah Valley
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
4.5 out of 5, Wonderful, 1,003 reviews
The price is NZ$217
includes taxes & fees
14 Jan - 15 Jan 2026
Fairfield Inn & Suites Strasburg Shenandoah Valley

About the area

Middletown

When you stay at Wayside Inn in Middletown, you'll be near the airport, within a 5-minute drive of Cedar Creek Battlefield Foundation and Belle Grove Plantation. .This hotel is 5.1 mi (8.1 km) from Valerie Hill Winery and 7.4 mi (11.9 km) from Jackson's Chase Golf Course.

What's nearby

  • Wayside Theater - 2 min walk - 0.2 km
  • Cedar Creek Battlefield Foundation - 2 min drive - 2.5 km
  • Cedar Creek and Belle Grove National Historical Park - 2 min drive - 2.5 km
  • Front Royal Entrance Shenandoah National Park - 17 min drive - 24.8 km
  • Skyline Caverns - 18 min drive - 26.2 km

Getting around

  • Washington Dulles Intl. Airport (IAD) - 72 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Ciro's - ‬8 min drive
  • ‪Taco Bell - ‬7 min drive

About this property

Wayside Inn

Colonial hotel in Middletown with free parking
Wayside Inn offers 22 air-conditioned accommodations with hair dryers and irons/ironing boards. Each accommodation is individually furnished and decorated. Televisions come with cable channels.

Bathrooms include bathtubs or showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Housekeeping is provided on request.

Make yourself at home in one of the 22 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided on request.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This Colonial hotel also features wedding services, a fireplace in the lobby, and a picnic area.
Featured amenities include express check-out, a library, and coffee/tea in a common area. Free self parking is available onsite.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in some public areas: Free WiFi

Parking and transport

  • Free uncovered self parking on site
  • Free extended parking on site
  • Free RV/bus/lorry parking on site
  • Limited on-site parking
  • Onsite parking includes off-street options

Food and drink

  • Coffee and tea in common areas
  • Couples/private dining
  • Private picnics

Things to do

  • Books
  • Concerts/live shows
  • Evening entertainment
  • Library

Family friendly

  • High chair

Conveniences

  • Guidebooks

Guest services

  • Housekeeping (on request)
  • Proposal/romance packages
  • Wedding services

Business services

  • Meeting room

Outdoors

  • Garden
  • Outdoor entertainment area
  • Outdoor furniture
  • Picnic area
  • Terrace

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 (84 centimetre high)
  • No lift
  • Stair-free path to entrance
  • Thin carpet in room

More

  • 3 floors
  • Ballroom
  • Banquet hall
  • Built in 1742
  • Colonial architecture
  • Designated smoking areas
  • Fireplace in lobby
  • Reception hall

Room amenities

Bathroom

  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Towels provided

Entertainment

  • TV with cable channels

More

  • Air conditioning
  • Heating
  • Individual decor
  • Individual furnishings
  • Iron/ironing board

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM
Early check-in subject to availability
Early check-in fee: USD 50.00
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM
Late check-out subject to availability
Late check-out fee: USD 50.00
Express check-out available

Special check-in instructions

The front desk is open Monday to Thursday (9:00 AM – 8:00 PM), Friday to Saturday (9:00 AM – 9:00 PM), and Sunday to Sunday (9:00 AM – 8:00 PM)
Guests planning to arrive outside of normal check-in hours must contact the property in advance for check-in instructions and an access code; front desk staff will greet guests on arrival at the property
To make arrangements for check-in please contact the property at least 72 hours before arrival using the information on the booking confirmation
Prior to arrival, you must complete online registration via a secure link
If you are planning to arrive after 3:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Access code, staffed front desk

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 25.0 per day
Cribs (infant beds) are not available

Payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Cleaning fee: USD 5.00 per accommodation, per night
  • Bed sheets fee: USD 5.00 per accommodation, per night

We have included all charges provided to us by the property.

Optional extras

  • Early check-in fee: USD 50.00 (subject to availability)
  • Late check-out fee: USD 50.00 (subject to availability)
  • Housekeeping fee: USD 5.00 per night
  • Rollaway bed fee: USD 25.0 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

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
This property accepts credit cards, debit cards, and cash
Safety features at this property include a fire extinguisher, a security system, and a first aid kit

We should mention

This property does not have elevators

Property is also known as

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

Reviews

Wayside Inn Reviews

9.2

Wonderful

9.4/10

Cleanliness

9.6/10

Staff & service

7.8/10

Amenities

8.6/10

Property conditions & facilities

8.2/10

Eco-friendliness
Rating 10 - Excellent. 280 out of 416 reviews
Rating 8 - Good. 105 out of 416 reviews
Rating 6 - Okay. 19 out of 416 reviews
Rating 4 - Poor. 8 out of 416 reviews
Rating 2 - Terrible. 4 out of 416 reviews

Reviews

6/10 Okay

Marina

Travelled with partner
Liked: Cleanliness
Disliked: Amenities, property conditions & facilities
We were very surprised that the Tavern and Restaurant were closed. This should have been advertised before booking. The room was very clean, but the bathroom was very dated with peeling paint, the bathtub was scaled with residue, and discolored peeling concrete resin. The carpet was old, stained, and bubbling up, which is a tripping hazard. The window shades in the room were ripped and broken as well. THIS INN has SO much Potential, so sad to see how run down it is. I booked this thinking it was a quaint little inn for our 10th anniversary.I was shocked and did not expect the accommodations to be what they were. We made the best of it, but it was very disappointing.
Stayed 2 nights in Sep 2025

10/10 Excellent

Jami

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What a lovely place. We spent a night here, and the facility was historic and beautiful. Our room was clean and comfortable. The staff could not have been kinder and more welcoming. We really enjoyed talking with them about the history of the area. I hope we can stay here again!!
Stayed 1 night in Aug 2025

10/10 Excellent

diana, Sioux Falls

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating.
Stayed 3 nights in Aug 2025

8/10 Good

michael

Liked: Cleanliness, staff & service, room comfort
Stayed 1 night in Jul 2025

4/10 Poor

HENRY, Indianapolis

Travelled with partner
Disliked: Staff & service, amenities, property conditions & facilities
Only stay here if you are a history buff. Do not stay on an upper floor during the summer. The cooling is terrible because of the age of the building. It was clean and quiet. Picture is deceptive because the bar and restaurant are not open.
Stayed 1 night in Jun 2025

8/10 Good

jeffrey

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere.
Stayed 1 night in Jul 2025

8/10 Good

Michael

Old Inn with unique features great for those who don’t want the cookie cutter experience. Great history and furniture was amazing, the building itself was incredible. Lot of history in the building. The manager was very knowledgeable about the history and property. Staff was great. Enjoyed my visit.
Stayed 1 night in Jun 2025

8/10 Good

Alecia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We arrived very late but man from the bar was extremely helpful and walked us to our room. Was a nice place to sleep, wish we had more time to explore.
Stayed 1 night in Jun 2025

8/10 Good

Dale

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
If your history buff exploring the area this is your ideal base of operations. Close to many local historical sites and the place itself is a piece of Americana. If the walls could talk in this place who knows what it would tell us about the past. The place is remarkably well kept given its age and the centuries old architecture lends to the quaintness of this landmark.
Stayed 1 night in Jun 2025

10/10 Excellent

Louise

Liked: Cleanliness, property conditions & facilities
Friendly, helpful staff.
Stayed 1 night in Jun 2025

10/10 Excellent

Mary

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

10/10 Excellent

Kari

Liked: Cleanliness, amenities, property conditions & facilities
Stayed 3 nights in May 2025

10/10 Excellent

Judith C

Travelled with family
Liked: Cleanliness, staff & service
Friends were camping near by but I needed a haven away!
Stayed 2 nights in May 2025

8/10 Good

Christa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

4/10 Poor

victor

No services at all, if you want a towel there is a few hours everyday that there is someone there, don’t ask a question after those hours. You’ll be talking to yourself
Stayed 5 nights in May 2025

6/10 Okay

Marianne

Business traveller
Liked: Cleanliness, staff & service
It was quaint and interesting, but beware if you don’t like the smell of antiques. I had to track down staff to check in and call the manager who frankly seemed a bit miffed that I called her. Staff member was friendly upon arrival. Water pressure in the shower was not great, although the room was clean.
Stayed 1 night in May 2025

8/10 Good

Frank

Liked: Cleanliness
Stayed 1 night in May 2025

10/10 Excellent

Norman

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Wayside Inn charming

Connecting with Family and Friends. Wanted to stay someplace interesting not a box/tel. Wayside was charming and interesting. An old, so expectations should be tailored accordingly.
Stayed 1 night in Apr 2025

10/10 Excellent

mark

Liked: Cleanliness, staff & service
Stayed 1 night in Feb 2025

10/10 Excellent

Jennifer

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Was a very fun atmosphere with and employees and also other guess very nice and friendly and excellent wings
Stayed 2 nights in Jan 2025

10/10 Excellent

Priscilla

Business traveller, Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Absolutely Spectacular

This inn is absolutely amazing. Staff went above and beyond to ensure we were comfortable and our stay was memorable. We plan to come back very soon!
Stayed 2 nights in Jan 2025

10/10 Excellent

Steven

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very charming. I will stay there again.
Stayed 1 night in Jan 2025

10/10 Excellent

william

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

10/10 Excellent

Wayne Or Patti

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

P&W

What a gem! The place is fantastically kept, the decor (including Holiday) was beautiful. Our room was comfortable, drinks and dinner at the Tavern were excellent. The Service was exceptional. Our check-in clerk (Brittany) was so nice and knowledgeable about the Inn. She gave us a tour along with the history. We loved our stay and will definitely return!
Stayed 1 night in Jan 2025