See all properties

Wayside Inn

3.5 star property
VIP Access

Choose dates to view prices

Photo gallery for Wayside Inn

Dining
Point of interest
Lobby sitting area
Interior detail
Exterior

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • 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
    ‪21 min drive‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪40 min drive‬
VIP Access
Curated for quality and service, VIP Access stays consistently receive our highest guest ratings.
  • Expect exceptional service
  • Extra savings and perks for Rewards members
Learn more about VIP AccessOpens in a new window

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

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 welcomes guests with conveniences like free in-room WiFi, free self parking, and coffee/tea in a common area.

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
  • Skyline Caverns - 21 min drive - 17.2 miles
  • Front Royal Entrance Shenandoah National Park - 21 min drive - 17.0 miles
  • Luray Caverns - 47 min drive - 44.6 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
  • ‪Taco Bell - ‬7 min drive
  • ‪McDonald's - ‬12 min walk

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.

Similar properties

Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
8.4 out of 10, Very Good, 1,007 reviews
$81 nightly
The price is $90
May 24 - May 25
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley

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

  • Service animals exempt from fees

Children and extra beds

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

Property payment types

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.

  • 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—-8:00 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 Cedar Creek and Belle Grove National Historical Park, Belle Grove Plantation, 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 May 12, 2026, prices found for a 1-night stay for 2 adults at Wayside Inn on May 17, 2026 start from $159, 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.

Is parking available on site at Wayside Inn?

Yes, extended and self parking are offered for free at the hotel. Though parking is limited parking, free RV/bus/truck parking is also available.

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.

What will couples enjoy most about a stay at Wayside Inn?

There are plenty of amenities for couples at this hotel, including couples/private dining, proposal/romance packages, and concerts/live shows.

Does Wayside Inn have a hot tub?

No, this hotel doesn't have a spa tub.

Does Wayside Inn have a restaurant that serves breakfast?

No, Wayside Inn doesn't have a restaurant that serves breakfast.

Will Wayside Inn allow pets to stay for free?

No, pets aren't allowed at Wayside Inn though service animals are welcome.

Does Wayside Inn have connecting rooms available?

No, there aren't connecting guestrooms at this hotel.

Are there rooms with balconies that I can book at Wayside Inn?

No, there aren't any guestrooms at Wayside Inn that offer a balcony.

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. 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

Traveled 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

Traveled 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

Traveled 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 traveler

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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Hotels