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Wayside Inn

Property class: 3.5
VIP Access

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Photo gallery for Wayside Inn

A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.
A room with wooden flooring, two leather chairs, a wooden table with a green felt top, a brass lamp, and a large mirror on the wall.
A large brick building with a central entrance, multiple windows, and a covered walkway.
A cozy living room with a fireplace, patterned chairs, and a dining area with wooden furniture.
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Reviews

9.2 out of 10
Wonderful

Popular amenities

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

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
    ‪22 min drive‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪43 min drive‬
VIP Access
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Room options

View all photos for 01 - Jubal Early Stateroom

A four-poster bed with a canopy, a fireplace, a mirror, and a chair.

01 - Jubal Early Stateroom

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

View all photos for 02 - Reeves Stateroom

A four-poster bed with a lace canopy, a television on a wooden stand, and a fireplace with a green mantel.

02 - Reeves Stateroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for 03 - Cedar Creek Guest Room

A bedroom with a wooden bed, two nightstands with lamps, a dresser, a mirror, and a television.

03 - Cedar Creek Guest Room

  • Sleeps 2
  • 1 Double Bed

View all photos for 04 - Wilkenson Guest Room

A bedroom with two four-poster beds, a wooden chair, a table with blue and white vases, and floral wallpaper.

04 - Wilkenson Guest Room

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

View all photos for 05 - Middletown Guest Room

A bedroom with a large bed, a wooden nightstand, a lamp, a chair, a dresser, and a television.

05 - Middletown Guest Room

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

View all photos for 06 - Lincoln Stateroom

A hotel room with a bed, two bedside tables with lamps, a red office chair, a wooden desk, and a wall-mounted air conditioning unit.

06 - Lincoln Stateroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for 07 - Jefferson Guest Room

A bedroom with a wooden four-poster bed, a wooden wardrobe, and a desk with a lamp.

07 - Jefferson Guest Room

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

View all photos for 08 - Taylor Guest Room

A bedroom with a wooden bed, a nightstand, a lamp, a chair, a television, and a small table.

08 - Taylor Guest Room

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

View all photos for 09 - Harrison Guest Room

A bedroom with a wooden bed, a red chair, a wooden dresser, and a lamp.

09 - Harrison Guest Room

  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 11 - Tyler Guest Room

A bedroom with a wooden bed, a chair, a desk, and a lamp.

11 - Tyler Guest Room

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

View all photos for 12 - Madison Stateroom

A bedroom with two wooden beds, a chair, a desk, and a window with wooden shutters.

12 - Madison Stateroom

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

View all photos for 14 - Rhodes Suite

A four-poster bed with a lace canopy, a wooden chair with a floral cushion, and a wooden wardrobe.

14 - Rhodes Suite

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

View all photos for 15 - Bernstein Suite

A four-poster bed with a white quilt, a wooden bench, and a window with curtains.

15 - Bernstein Suite

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

View all photos for 16 - Washington Stateroom

A bedroom with two beds, a dresser, a chair, a desk, and a mirror.

16 - Washington Stateroom

  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds

View all photos for 18 - Shenandoah Guest Room

A bedroom with a wooden bed, two bedside tables with lamps, a television on a side table, and a painting on the wall.

18 - Shenandoah Guest Room

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

View all photos for 20 - Rutherford Stateroom

A traditional room with a wooden bed, a wooden chair, a small table, and a chandelier.

20 - Rutherford Stateroom

  • 1 bedroom
  • Sleeps 2
  • 2 Large Twin Beds

View all photos for 21 - Hite Guest Room

A four-poster bed with a canopy, a wooden dresser, a bedside table, and a lamp.

21 - Hite Guest Room

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

View all photos for 22 - Byrd Guest Room

A four-poster bed with a white bedspread, a wooden nightstand with a lamp, a chair, a desk with a computer, and a window with blue trim.

22 - Byrd Guest Room

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

View all photos for 23 - Wilson Guest Room

A bedroom with a bed, dresser, chair, lamp, and chandelier.

23 - Wilson Guest Room

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

View all photos for 24 - Monroe Guest Room

A bedroom with a four-poster bed, a nightstand with a lamp, floral wallpaper, and a door with a doorknob.

24 - Monroe Guest Room

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

View all photos for 19 - Massanutten

A traditional bedroom with a wooden bed, a dresser, a chair, and a nightstand.

19 - Massanutten

  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed

View all photos for 17 - Lee Guest Room

A bedroom with a four-poster bed, a wooden dresser, a bedside table with a lamp, and a television on a stand.

17 - Lee Guest Room

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

About the neighborhood

Middletown

Cedar Creek Battlefield Foundation is within 2 miles (3 km) of Wayside Inn while other popular attractions such as Belle Grove Plantation are within 3 miles (5 km). This 22-room, 3.5-star hotel has a restaurant along with conveniences like free in-room WiFi and free self parking.

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
  • Front Royal Entrance Shenandoah National Park - 22 min drive - 16.3 miles
  • Skyline Caverns - 22 min drive - 17.2 miles

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 36 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Box Office Brewery - ‬10 min drive
  • ‪Queen Street Diner - ‬10 min drive

About this property

Wayside Inn

Wayside Inn features free WiFi in public areas, coffee in a common area, and a meeting room. You can take advantage of free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a library, express check-out, and a terrace.
Guests can expect to find free WiFi and TVs with cable channels. Bathrooms have hair dryers and free toiletries. Ironing boards and wardrobes or closets are other standard amenities. Housekeeping is available on request.

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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

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

Restaurants on site

  • Clem's Kitchen

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.
  • Front entrance ramp
  • Handrails in stairways (33 inches high)
  • Thin carpet in room
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

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: 9:00 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 9:00 AM - 9:00 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

  • This property welcomes pets for USD 50 per accommodation, per night
  • Dogs and cats only
  • Service animals exempt from fees

Children and extra beds

  • Rollaway/extra beds are available for USD 25.0 per day

Property payment types

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Fees

You'll be asked to pay these charges at the property:

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

These are all of the charges provided to us by the property.

Optional extras

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

  • Pet fee: USD 50 per accommodation, per night
  • Service animals are exempt from fees
  • 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

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM—-9:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
The front desk is available during limited hours, and checking out is easy with express services. Driving? This property offers free self parking, along with free RV, bus, and truck parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a fire extinguisher, a security system, and a first aid kit.

Additional information about polices, regulations, and more:

  • There are no elevators.
  • No cribs or infant beds are available.

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

Frequently asked questions

What's there to see around Wayside Inn?

This hotel is located in Middletown, close to Belle Grove Plantation, Cedar Creek and Belle Grove National Historical Park, and Valerie Hill Winery. You'll also find Shenandoah River and Hupp's Hill Civil War Park within a short drive.

How much does it cost to stay at Wayside Inn?

As of Sep 25, 2026, prices found for a 1-night stay for 2 adults at Wayside Inn on Oct 15, 2026 start from $104, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Wayside Inn include a casino on the premises?

No, Wayside Inn doesn't have a casino.

Will I find an indoor pool at Wayside Inn?

No, there is no indoor pool at this hotel.

Does Wayside Inn have a restaurant that serves breakfast?

Yes, Wayside Inn serves breakfast for a surcharge at Clem's Kitchen.

Will Wayside Inn allow pets to stay for free?

Although they can't stay for free, cats and dogs are welcome at Wayside Inn for a fee of USD 50 per accommodation, per night.

Does Wayside Inn host weddings?

There are wedding services available at Wayside Inn if that's in your vacation plans.

Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 301 out of 448 reviews
Rating 8 - Good. 114 out of 448 reviews
Rating 6 - Okay. 21 out of 448 reviews
Rating 4 - Poor. 8 out of 448 reviews
Rating 2 - Terrible. 4 out of 448 reviews

9.4/10

Cleanliness

9.6/10

Staff & service

8.2/10

Amenities

8.8/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A historical inn with charming features and friendly, helpful staff.
Stayed 1 night in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice historic place
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, well-maintained, delicious food, hot shower!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The history surrounding this place is fascinating. It was such a charming historic inn.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

was nice and my gf enjoyed it
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cozy and quaint. Felt like being in a home filled with lots of history! The people were very friendly in the restaurant and bar. Would definitely stay again.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything and everyone were great. The extra roll out bed was not.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

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 review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nostalgia and history are prime attractions of this lovely inn. The barkeep Justin was friendly and helpful
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This hotel was an amazing experience. You really can feel the history there. So much better to stay there than one of the chain hotels we would normally stay at. The restaurant was fantastic. Food was incredible for breakfast and dinner. Everything is made from scratch. Staff really cares about the quality and service. Dinner on the patio Friday night with live music was a nice added touch also. We will definitely be back
Stayed 2 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities
Interested historical inn in historical area. Room was clean and comfortable except that there was no comfortable chair for reading and relaxing. There are such chairs in the common areas.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

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 review

8/10 Good

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

8/10 Good

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 review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

8/10 Good

Liked: Staff & service, room comfort

Great, Historic Motor Coach

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

8/10 Good

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

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
The Wayside more than met our expectations for early American historic properties. It has a broad selection of antique-filled bedrooms that are clean and comfortable. The public spaces vary from an 18th century log tavern encased in the younger early 19th century spaces with elegant Victorian parlors, all immaculately dusted. The floors are likewise beautifully kept up. The staff is welcoming and kindly and eager to talk about the Inn and its history. The restaurant Clem's Kitchen has a charming, attentive staff and excellent food with a vegetarian polenta that far surpassed the pasta option usually found in meat predominant restaurants. Their cocktails were superior. We plan to stay there any time we are in the Shenandoah Valley and will recommend it to friends and family who like to travel historic byways.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

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 review

8/10 Good

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