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Wayside Inn

3.5 star property

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Photo gallery for Wayside Inn

Dining
14 - Rhodes Suite | Individually decorated, individually furnished, iron/ironing board
Exterior
Lobby sitting area
Interior

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
The current price is $159
$144 nightly
$159 total
Total with taxes and fees
Jun 14 - Jun 15

Explore the area

View in a 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 01 - Jubal Early Stateroom

01 - Jubal Early Stateroom | Individually decorated, individually furnished, iron/ironing board

01 - Jubal Early Stateroom

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

View all photos for 02 - Reeves Stateroom

02 - Reeves Stateroom | Individually decorated, individually furnished, iron/ironing board

02 - Reeves Stateroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for 03 - Cedar Creek Guest Room

03 - Cedar Creek Guest Room | Individually decorated, individually furnished, iron/ironing board

03 - Cedar Creek Guest Room

  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 04 - Wilkenson Guest Room

04 - Wilkenson Guest Room | Individually decorated, individually furnished, iron/ironing board

04 - Wilkenson Guest Room

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 2
  • 2 Twin Beds
  • Free WiFi

View all photos for 05 - Middletown Guest Room

05 - Middletown Guest Room | Individually decorated, individually furnished, iron/ironing board

05 - Middletown Guest Room

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

View all photos for 06 - Lincoln Stateroom

06 - Lincoln Stateroom | Individually decorated, individually furnished, iron/ironing board

06 - Lincoln Stateroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for 07 - Jefferson Guest Room

07 - Jefferson Guest Room | Individually decorated, individually furnished, iron/ironing board

07 - Jefferson Guest Room

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

View all photos for 08 - Taylor Guest Room

08 - Taylor Guest Room | Individually decorated, individually furnished, iron/ironing board

08 - Taylor Guest Room

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

View all photos for 09 - Harrison Guest Room

09 - Harrison Guest Room | Individually decorated, individually furnished, iron/ironing board

09 - Harrison Guest Room

  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 11 - Tyler Guest Room

11 - Tyler Guest Room | Individually decorated, individually furnished, iron/ironing board

11 - Tyler Guest Room

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

View all photos for 12 - Madison Stateroom

12 - Madison Stateroom | Individually decorated, individually furnished, iron/ironing board

12 - Madison Stateroom

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

View all photos for 14 - Rhodes Suite

14 - Rhodes Suite | Individually decorated, individually furnished, iron/ironing board

14 - Rhodes Suite

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

View all photos for 15 - Bernstein Suite

15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board

15 - Bernstein Suite

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

View all photos for 16 - Washington Stateroom

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds
  • Free WiFi

View all photos for 18 - Shenandoah Guest Room

18 - Shenandoah Guest Room | Individually decorated, individually furnished, iron/ironing board

18 - Shenandoah Guest Room

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

View all photos for 20 - Rutherford Stateroom

20 - Rutherford Stateroom | Individually decorated, individually furnished, iron/ironing board

20 - Rutherford Stateroom

  • 1 bedroom
  • Sleeps 2
  • 2 Large Twin Beds
  • Free WiFi

View all photos for 21 - Hite Guest Room

21 - Hite Guest Room | Individually decorated, individually furnished, iron/ironing board

21 - Hite Guest Room

  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 22 - Byrd Guest Room

22 - Byrd Guest Room | Individually decorated, individually furnished, iron/ironing board

22 - Byrd Guest Room

9.0 out of 10
Wonderful
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 23 - Wilson Guest Room

23 - Wilson Guest Room | Individually decorated, individually furnished, iron/ironing board

23 - Wilson Guest Room

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

View all photos for 24 - Monroe Guest Room

24 - Monroe Guest Room | Individually decorated, individually furnished, iron/ironing board

24 - Monroe Guest Room

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

View all photos for 19 - Massanutten

19 - Massanutten | Individually decorated, individually furnished, iron/ironing board

19 - Massanutten

  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed
  • Free WiFi

View all photos for 17 - Lee Guest Room

Individually decorated, individually furnished, iron/ironing board

17 - Lee Guest Room

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

Similar properties

Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
4.1 out of 5, Very Good, 1,004 reviews
$82 nightly
The price is $91
Jun 28 - Jun 29
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley

About the neighborhood

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 - 1.5 miles
  • Cedar Creek and Belle Grove National Historical Park - 2 min drive - 1.5 miles
  • Belle Grove Plantation - 4 min drive - 2.4 miles
  • Skyline Caverns - 21 min drive - 17.2 miles
  • Front Royal Entrance Shenandoah National Park - 21 min drive - 17.0 miles

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
  • ‪McDonald's - ‬12 min walk
  • ‪Taco Bell - ‬7 min drive

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 transportation

  • Free uncovered self parking on site
  • Free extended parking on site
  • Free RV/bus/truck parking on site
  • Limited onsite 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 (33 inches high)
  • No elevator
  • 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

Property 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. 296 out of 437 reviews
Rating 8 - Good. 110 out of 437 reviews
Rating 6 - Okay. 19 out of 437 reviews
Rating 4 - Poor. 8 out of 437 reviews
Rating 2 - Terrible. 4 out of 437 reviews

9.4/10

Cleanliness

9.6/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Caroline

Liked: Staff & service, amenities, property conditions & facilities
Old building but clean and very comfortable. Perfect spot and price.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Donald

Liked: Cleanliness, amenities, property conditions & facilities
Spotless room , incredibly friendly staff
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

jeff

Liked: Cleanliness, amenities, property conditions & facilities
Interesting unique place. We explored the different rooms, will definitely be back. With ghost hunting equipment.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Megan

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
Verified

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
Verified

8/10 Good

Verified traveler

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

10/10 Excellent

Rebecca

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

10/10 Excellent

John

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
Verified

10/10 Excellent

Bryan

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
Verified

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
Verified

10/10 Excellent

Kristen

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
Verified

8/10 Good

Klaudia

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

10/10 Excellent

diana

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
Verified

10/10 Excellent

JONATHAN

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful hotel!
Stayed 1 night in Apr 2024
Verified

8/10 Good

Laszlo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice quiet inn in a historic setting.
Stayed 1 night in May 2024
Verified

10/10 Excellent

Louise

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

10/10 Excellent

Judith C

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

10/10 Excellent

Jami

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
Verified

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
Verified

8/10 Good

jeffrey

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
Verified

10/10 Excellent

Jennifer

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
Verified

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
If you like an old Inn with a lot of character and history, this is the place. we really enjoyed our two night stay.
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Steve

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Wayside Inn was extremely unique and so much history.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Celina

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Historically decorated place…very unique
Stayed 1 night in Oct 2024
Verified

8/10 Good

William

Liked: Cleanliness, staff & service, property conditions & facilities
The country’s oldest motor inn.
Stayed 2 nights in Jul 2024