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Wayside Inn

3.5 star property
Colonial hotel in Middletown with free parking

Choose dates to view prices

The Wayside Inn, near Belle Grove Plantation, offers evening concerts and live shows weekly. Guests can relax in the garden or by the lobby fireplace, enjoy dinner and happy hour specials at Larrick's Tavern, or browse the well-stocked library for a quiet reading retreat.

Reviews

9.2 out of 10
Wonderful

Popular amenities

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

Room options

Available filters for rooms
Showing 22 of 22 rooms

View all photos for 01 - Jubal Early Stateroom

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

01 - Jubal Early Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 02 - Reeves Stateroom

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

02 - Reeves Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

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

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 04 - Wilkenson Guest Room

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

04 - Wilkenson Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 2 Twin Beds

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for 06 - Lincoln Stateroom

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

06 - Lincoln Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Private bathroom
Hair dryer
Cable/satellite channels
  • Sleeps 2
  • 1 King Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 09 - Harrison Guest Room

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

09 - Harrison Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 2 Queen Beds

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for 16 - Washington Stateroom

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 20 - Rutherford Stateroom

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

20 - Rutherford Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 2 Large Twin Beds

View all photos for 21 - Hite Guest Room

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

21 - Hite Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 22 - Byrd Guest Room

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

22 - Byrd Guest Room

8.0 out of 10
Very good
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Private bathroom
Hair dryer
Cable/satellite channels
  • Sleeps 2
  • 1 Queen Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 19 - Massanutten

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

19 - Massanutten

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
TV
Private bathroom
Hair dryer
  • Sleeps 3
  • 1 Double Bed

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
TV
Private bathroom
Hair dryer
  • Sleeps 3
  • 1 Double Bed

About the neighborhood

Map
7783 Main St, Middletown, VA, 22645

What's nearby

  • Wayside Theater - 2 min walk - 0.1 miles
  • Cedar Creek Battlefield Foundation - 2 min drive - 1.5 miles
  • Cedar Creek and Belle Grove National Historical Park - 2 min drive - 1.5 miles
  • Front Royal Entrance Shenandoah National Park - 17 min drive - 15.4 miles
  • Skyline Caverns - 18 min drive - 16.5 miles

Getting around

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

Restaurants

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

About this property

Wayside Inn

Hotel near Cedar Creek Battlefield Foundation
Located close to Belle Grove Plantation, Wayside Inn provides concerts and live shows, a terrace, and a garden. In addition to a library and a fireplace in the lobby, guests can connect to free in-room WiFi, with speed of 100+ Mbps (good for 1–2 people or up to 6 devices).
Other perks at this hotel include:
  • Free self parking and extended parking
  • Express check-out, evening entertainment, and outdoor furniture
  • Books, coffee/tea in the lobby, and a reception hall
  • Guest reviews say great things about the helpful staff
Room features
All guestrooms are individually furnished, and offer comforts such as air conditioning, in addition to amenities like free WiFi.
More amenities include:
  • Tubs or showers, free toiletries, and hair dryers
  • TVs with cable channels
  • Wardrobes/closets, highchairs, and heating

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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 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 (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 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

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

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

Frequently asked questions

Is Wayside Inn pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

Self parking and extended parking are free at this property.

What time is check-in at Wayside Inn?

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM. Early check-in is available for a fee of USD 50.00 (subject to availability).

What time is check-out at Wayside Inn?

Check-out is at 11:00 AM. Late check-out is available for USD 50.00 (subject to availability).

Where is Wayside Inn located?

Situated near the airport, this hotel is 1.4 mi (2.3 km) from Cedar Creek Battlefield Foundation and 2.1 mi (3.4 km) from Belle Grove Plantation. Valerie Hill Winery and Jackson's Chase Golf Course are also within 9 mi (15 km).

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Reviews

Wayside Inn Reviews

9.2

Wonderful

9.4

Cleanliness

8.6

Location

9.6

Staff & service

8.2

Eco-friendliness

8.6

Property conditions & facilities
Rating 10 - Excellent. 278 out of 414 reviews
Rating 8 - Good. 105 out of 414 reviews
Rating 6 - Okay. 19 out of 414 reviews
Rating 4 - Poor. 8 out of 414 reviews
Rating 2 - Terrible. 4 out of 414 reviews

Reviews

8/10 Good

David

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

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

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

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

10/10 Excellent

Louise

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

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

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

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

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

Dale

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

4/10 Poor

HENRY

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

6/10 Okay

Marina

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

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

10/10 Excellent

JONATHAN

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

10/10 Excellent

Steven

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

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

10/10 Excellent

Priscilla

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

Celina

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

8/10 Good

William

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

10/10 Excellent

anne

Liked: Cleanliness, staff & service
Wonderful historic town and tavern. When you want to stay in something other than the usual hotel this is a fun alternative. Historic for sure - dining only on certain days but plenty of good choices around - don’t miss Shaffer’s barbecue further down road - incredible food!!!!!
Stayed 1 night in Oct 2024

6/10 Okay

Marianne

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

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

8/10 Good

Sabrina

Liked: Cleanliness, staff & service, property conditions & facilities
Everyone was super nice! Beautiful place!
Stayed 1 night in May 2024
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Policies

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