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Wayside Inn

3.5 star property
Colonial hotel in Middletown with free parking

Choose dates to view prices

Photo gallery for Wayside Inn

Bar (on property)
Interior detail
15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board
Lobby sitting area
Exterior
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
The current price is AED 397
AED 475 total
includes taxes & fees
9 Nov - 10 Nov

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 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 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

  • Cedar Creek Battlefield Foundation - 3 min drive - 2.5 km
  • Cedar Creek and Belle Grove National Historical Park - 3 min drive - 2.5 km
  • Belle Grove Plantation - 5 min drive - 3.8 km
  • Front Royal Entrance Shenandoah National Park - 22 min drive - 24.8 km
  • Skyline Caverns - 23 min drive - 26.2 km

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, books, and a banquet hall
  • Outdoor furniture, evening entertainment, and a ballroom
  • 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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8.2 out of 10, Very Good, 1,002 reviews
The price is AED 265
AED 295 total
includes taxes & fees
23 Nov - 24 Nov
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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 does it cost to stay at Wayside Inn?

As of 31 October 2025, prices found for a 1-night stay for 2 adults at Wayside Inn on 3 November 2025 start from $119.30, 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.

How much is parking at Wayside Inn?

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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Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 277 out of 412 reviews
Rating 8 - Good. 104 out of 412 reviews
Rating 6 - Okay. 19 out of 412 reviews
Rating 4 - Poor. 8 out of 412 reviews
Rating 2 - Terrible. 4 out of 412 reviews

9.4/10

Cleanliness

9.6/10

Staff & service

7.8/10

Amenities

8.6/10

Property conditions & facilities

8.2/10

Eco-friendliness

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

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

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

10/10 Excellent

JONATHAN

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

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

Celina

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

10/10 Excellent

Marianne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a pleasant stay in a unique inn.
Stayed 2 nights in Jul 2022

10/10 Excellent

Keith

The warm feeling of an old inn…
Stayed 1 night in Nov 2023

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great Place!!!!

Wayside Inn is amazing!!!! Great staff, quiet, unique rooms!!! Its my go to when Im in this area!!!! Thank you ladies for another awesome stay!!!!!
Stayed 1 night in Jun 2023

10/10 Excellent

Anthony

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful staff. Unique and historic inn. Clean comfortable and very interesting place with a very good restaurant on premises. So enjoyable.
Stayed 1 night in Nov 2023

10/10 Excellent

Brian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel has all the charm you'd expect from a 1797 Inn. Will definitely return for a long weekend, and check out the National Historic sites in the area. The restaurant had excellent food and service.
Stayed 1 night in Aug 2023

10/10 Excellent

Sharon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
If you like history, historical buildings and ghosts, then this is the place you! You can get a free tour of the building with one of the Staff during the day, or you can do your own at night with the ghosts. Our room was clean, the bed was comfortable and I can't wait to stay there again!
Stayed 1 night in Sep 2024

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities
One night stay, with a comfortable bed and quiet floor. We checked in at 8 pm and checked out at 8 am. There was no one at the desk, but check in and out was seamless.
Stayed 1 night in Aug 2024

10/10 Excellent

Krystal

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
There is so much history at Wayside Inn. All the staff are so incredibly friendly and down to Earth! Ricardo, Dawn, Shantell, Monica-you all are amazing! Thank you for always making us feel welcome! The food is amazing, the people are amazing and the rooms are cozy! Definitely come check out the Wayside Inn & Larricks Tavern!
Stayed 1 night in Sep 2024

10/10 Excellent

Deborah

Liked: Cleanliness, staff & service, property conditions & facilities
The Wayside Inn in Middletown, VA was so lovely. The building is old, 1797, and it has been lovingly cared for. I died in Larrick's Tavern and my meal was delicious. I highly recommend staying here.
Stayed 1 night in Jun 2023

10/10 Excellent

Carol

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was charming. The proprietors loved sharing information about the inn’s history. Lovely guest room, wonderful bed. Very much enjoyed the food. Overall very pleasing experience.
Stayed 1 night in Oct 2023

8/10 Good

Joan

Liked: Cleanliness, staff & service, property conditions & facilities
This is a must-stay location. Very historic. The atmosphere is welcoming and I loved that it invited guests to interact with one another. The staff was awesome! Telling ghost stories and so helpful with plans.
Stayed 1 night in Nov 2023

8/10 Good

Gerald

Liked: Cleanliness, staff & service, property conditions & facilities
Easy stop on way to SC. Old style, built in 18th century. Bed comfortable, restaurant ok but not fine dining. Worth the visit
Stayed 1 night in Feb 2023

8/10 Good

Laura

Liked: Cleanliness, property conditions & facilities
It was a good stay. We knew it was an old building and we like to find those and check them out. I would like to eat there sometime and we will most likely stop again. Had dinner in the tavern. It was good.
Stayed 1 night in Jan 2024

10/10 Excellent

Sheldon

Liked: Cleanliness, staff & service, property conditions & facilities
Old World
Stayed 2 nights in Apr 2024

6/10 Okay

Mike

Liked: Cleanliness, staff & service, property conditions & facilities
Second time at the Inn we love it. Unfortunately this time around there was a fire (everyone safe). Management indicated we will be refunded cost of stay as fire stared around 3:00am and we were no longer comfortable spending the night.
Stayed 1 night in Oct 2022

10/10 Excellent

philip

Liked: Cleanliness, staff & service
This is a wonderful old inn. The place lacks contemporary convenience. Our bathroom was Lilliputian, however the place reeked of our country's history. We loved it. A great inn experience requires a few things. Hot water. A good bed. A place to have a Pint. A genial host. Five stars all around.
Stayed 1 night in Oct 2023

4/10 Poor

Stephen

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
I really want to be refunded for my stay I was greatly disappointed in everything about the Inn the Inn keeper should not be stating the Inn is beautiful and warm. Was lacking paint and carpet cleaning and windows not working and terrible bathroom and I will never use Inn ever of course but also never use Hotel.com
Stayed 1 night in Nov 2024

10/10 Excellent

Anita J

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Experience American History!!

I LOVE History so being able to stay somewhere with great History is awesome- The Inn is the OLDEST continuous operating Inn in America, I believe it was built in 1797, and was a key place during the Civil War- with History surrounding Stonewall Jackson and more! Just a mile down the road is another historical Plantation, Belle Grove also built in 1797- If you are a history buff this is a great experience, Dining was excellent and the staff went out of their way to accomadate me, as I have trouble walking sometimes. Would do it again and again!!!!
Stayed 2 nights in Sep 2023