Wayside Inn
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Wayside Inn

7783 Main St, Middletown, Virginia, 22645, United States
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Amenities
ParkingFree
Library
Multi-function room
Wi-Fi in public areasFree
Wedding service
Front desk (limited hours)
English
Lobby bar
All amenities
Property Description
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.
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9.2/10
Great
Cleanliness9.2
Amenities9.2
Location9.2
Service9.2
All 84 reviews
Surroundings
Landmarks: Grace United Methodist Church
(350m)
Landmarks: Middletown Community Park
(380m)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

02 - Reeves Stateroom
2

02 - Reeves Stateroom

1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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06 - Lincoln Stateroom
5

06 - Lincoln Stateroom

1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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24 - Monroe Guest Room
4

24 - Monroe Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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19 - Massanutten
3

19 - Massanutten

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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20 - Rutherford Stateroom
4

20 - Rutherford Stateroom

2 Single bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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12 - Madison Stateroom
4

12 - Madison Stateroom

2 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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11 - Tyler Guest Room
4

11 - Tyler Guest Room

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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04 - Wilkenson Guest Room
4

04 - Wilkenson Guest Room

2 Single bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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16 - Washington Stateroom
4

16 - Washington Stateroom

2 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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15 - Bernstein Suite
9

15 - Bernstein Suite

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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08 - Taylor Guest Room
4

08 - Taylor Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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21 - Hite Guest Room
3

21 - Hite Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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09 - Harrison Guest Room
2

09 - Harrison Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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07 - Jefferson Guest Room
4

07 - Jefferson Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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23 - Wilson Guest Room
3

23 - Wilson Guest Room

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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22 - Byrd Guest Room
3

22 - Byrd Guest Room

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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01 - Jubal Early Stateroom
4

01 - Jubal Early Stateroom

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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17 - Lee Guest Room
3

17 - Lee Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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18 - Shenandoah Guest Room
5

18 - Shenandoah Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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14 - Rhodes Suite
6

14 - Rhodes Suite

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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05 - Middletown Guest Room
4

05 - Middletown Guest Room

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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03 - Cedar Creek Guest Room
3

03 - Cedar Creek Guest Room

1 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
TV
Cable channels
Room Details
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Guest Reviews

9.2/10
Great
84 reviews
Verified Reviews
  • Cleanliness9.2
  • Amenities9.2
  • Location9.2
  • Service9.2
Average for similar properties in Middletown
Most Mentioned
A‍l‍e‍c‍i‍a
June 29, 2025
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.
D‍a‍l‍e
June 18, 2025
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.
v‍i‍c‍t‍o‍r
May 24, 2025
No services at all, if you want a towel there is a few hours everyday that there is someone there, don’t ask a question after those hours. You’ll be talking to yourself
M‍a‍r‍i‍a‍n‍n‍e
May 19, 2025
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.
s‍c‍o‍t‍t‍ ‍b
September 30, 2024
Great, Friendly, Knowledgeable, Willing to please, everything you want in hotel staff. The staff may be limited but at no time was there a need that wasn't met. The front desk clerk, Kat, was always smiling and full in information. Peirce provided a tour and history of not only the hotel/Inn/Tavern but also local history as well. The bar staff jumped in and helped the wait staff when our very large group (from Vermont to Florida to Illinois) all decided to have dinner in the restaurant at the same time. I absolutely would stay here again and recommend this to others.
D‍a‍n‍i‍e‍l
April 27, 2025
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.
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
February 16, 2025
We arrived to find the hostess waiting in the car park for us. She said she had to go home to get her overnight bags but would show us the room before she left. We were the only people staying in the whole hotel. The pub/ restaurant was closed. We went out in the village for some food and returned in the dark a couple of hours later to find the hotel still deserted. The rooms did not have any tea/coffee making facilities so we had to go and find some (we had not been shown where this was). Most of the hotel was in semi darkness. All of the other guest room doors were open but empty. Some rooms were in total darkness as we walked through the hotel. It was all very creepy. The coffee machine was found but there were no cups so we had to look into cupboards to find some! We went to bed with no staff or other guests in the hotel and woke up/ left the hotel at 7.30 in the same situation. The room was okay but there were cobwebs in the corners of the room, the bathroom also did not feel particularly cared for. The whole experience was rather like being in a creepy reality tv show!
D‍a‍v‍i‍d‍ ‍T
July 11, 2024
The Location is very convenient to the I-81. The parking was Big Rig friendly. The community is Historic, quiet and safe. We are at the Tavern and as our meal was being prepared, we got a private tour of this Historic landmark. Beautiful period furniture and decor. The meal at the tavern was excellent. Our server was attentive and friendly. I had the best French Dip meal ever with home made chips and a frosty beer. My wife ate a delicious Crab cake sandwich and enjoyed her freshest and flavorful meal. Come visit and enjoy a meal in this Historic Inn. You won’t be disappointed. Cheers DJT
J‍e‍n‍n‍i‍f‍e‍r
February 3, 2025
Was a very fun atmosphere with and employees and also other guess very nice and friendly and excellent wings

Services & Amenities

More Amenities
Internet
Parking
Parking is available Off-site parking.
Business services
Front desk services
Languages spoken
Food & drink
Public areas
Accessibility

Property Policies

Check-in and Check-out Times
Check-in: 15:00–20:00
Check-out: Before 11:00

Front desk hours: [Mon-Sat]09:00–17:00

Self check-in: Contact the property for the access code

Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs and Extra Beds
For all room types, extra beds can be added, but cribs cannot be added.
Fees for extra beds are not included in the total price. For details, please contact the hotel.

Pets
Pets are not allowed

Service animals
Service animals are allowed

Age Requirements
The main guest checking in must be at least 18 years old

Paying at the hotel

Property Description

  • Number of Rooms: 22
Phone:+1-540-8691797
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.

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 a library and coffee/tea in a common area. Free self parking is available onsite.

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.

Frequently Asked Questions

What’s the cancellation policy at Wayside Inn?

The cancellation policy at Wayside Inn depends on your room type and booking terms.

What are the check-in and check-out times at Wayside Inn?

Check-in at Wayside Inn starts from 15:00-20:00, and the standard check-out time is by 11:00.

Are pets allowed at Wayside Inn?

No, pets are not allowed at Wayside Inn.

About This Property

Average Price FromEUR98
Hotel Star Rating3