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Wayside Inn

3.5 star property

Photo gallery for Wayside Inn

Dining
Exterior
Interior detail
Point of interest
Lobby sitting area

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Business services

Explore the area

View map
7783 Main St, Middletown, VA, 22645
  • Place, Cedar Creek Battlefield Foundation
    ‪2 min drive‬
  • Place, Cedar Creek and Belle Grove National Historical Park
    ‪2 min drive‬
  • Place, Front Royal Entrance Shenandoah National Park
    ‪21 min drive‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪40 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

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 2 Single Beds

Standard Room, 2 Single Beds

Standard Room, 2 Single Beds

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

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)
  • 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)
  • 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 Single Beds

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed

9.0 out of 10
Wonderful
(2 reviews)
  • 1 bedroom
  • 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)
  • 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

  • 1 bedroom
  • 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)
  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed

Similar properties

Exterior
Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
4.2 out of 5, Very good, 1,000 reviews
The price is NZ$151
includes taxes & fees
24 May - 25 May
Ramada by Wyndham 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

  • Cedar Creek Battlefield Foundation - 2 min drive - 2.5 km
  • Cedar Creek and Belle Grove National Historical Park - 2 min drive - 2.5 km
  • Belle Grove Plantation - 4 min drive - 3.8 km
  • Skyline Caverns - 21 min drive - 27.6 km
  • Front Royal Entrance Shenandoah National Park - 21 min drive - 27.3 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
  • ‪Taco Bell - ‬7 min drive
  • ‪McDonald's - ‬12 min walk

About this property

Wayside Inn

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 self 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
  • Limited-hour front desk

Guest services

  • Housekeeping (on request) (for a fee)
  • 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 daily from 1:00 PM - 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 staffed during limited hours

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, front desk (limited hours)

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

Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 292 out of 430 reviews
Rating 8 - Good. 107 out of 430 reviews
Rating 6 - Okay. 19 out of 430 reviews
Rating 4 - Poor. 8 out of 430 reviews
Rating 2 - Terrible. 4 out of 430 reviews

9.4/10

Cleanliness

9.6/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

Reviews

10/10 Excellent

Megan

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary!
Stayed 2 nights in Jan 2026

10/10 Excellent

Anthony

Stayed 1 night in Jan 2026

10/10 Excellent

Liyuan

Stayed 1 night in Dec 2025

8/10 Good

Dorothy

Liked: Cleanliness, staff & service, amenities
The property, both guest room and public areas, were clean and nicely arranged.
Stayed 1 night in Dec 2025

10/10 Excellent

Sara

Stayed 1 night in Dec 2025

10/10 Excellent

Nonna

Stayed 1 night in Nov 2025

10/10 Excellent

Bryan

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Brittany and the rest of the staff at Wayside were wonderful. They made us feel welcome, talked to us about the history and quirks of the, and our room was very quaint. The Christmas decorations in the room were a nice touch.
Stayed 2 nights in Nov 2025

8/10 Good

Klaudia

Liked: Cleanliness, staff & service, room comfort
heater worked well, room was neat and clean.
Stayed 2 nights in Nov 2025

10/10 Excellent

Randi

Stayed 3 nights in Oct 2025

10/10 Excellent

John

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Friendly staff, historic atmosphere, terrific restaurant. Entire hotel was furnished with antiques, including the guest rooms
Stayed 2 nights in Oct 2025

10/10 Excellent

Rebecca

Liked: Cleanliness, staff & service, property conditions & facilities
Super clean, friendly staff
Stayed 1 night in Oct 2025

10/10 Excellent

Greg

Stayed 1 night in Oct 2025

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service
Historic inn.
Stayed 1 night in Oct 2025

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2025

10/10 Excellent

Kellie

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2025

10/10 Excellent

Kristen

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities
Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again.
Stayed 1 night in Sep 2025

8/10 Good

Tim

Liked: Staff & service, room comfort

Great, Historic Motor Coach

Very interesting place to stay. Lots of history.
Stayed 2 nights in Aug 2025

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