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Wayside Inn

From

$103
/ night
Wayside Inn - Image 1
Wayside Inn - Room
Wayside Inn - Room
Wayside Inn - Bathroom
Wayside Inn - Lobby sitting area

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From

$103
/ night

About this property

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.
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  • Garden

  • Ballroom

  • Picnic Area/Tables

  • Designated Smoking Area

  • Express Check-In/Check-Out

  • Free Parking

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Location

7783 Main St, Middletown, Virginia, United States of America

Cedar Creek and Belle Grove National Historical Park (1.3 miles)

Cedar Creek Battlefield Foundation (1.4 miles)

Belle Grove Plantation (2.1 miles)

Hupp's Hill Civil War Park (4.6 miles)

Shenandoah River (4.7 miles)

Valerie Hill Winery (5.1 miles)


Room options

01 Jubal Early Stateroom

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

19 Massanutten

Room details

1 Full Bed

Sleeps 3

Air Conditioning
Heating
Wi-Fi (Free)

03 Cedar Creek Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

07 Jefferson Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

12 Madison Stateroom

Room details

2 Queen Beds

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

16 Washington Stateroom

Room details

2 Full Beds

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

23 Wilson Guest Room

Room details

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

14 Rhodes Suite

Room details

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

22 Byrd Guest Room

Room details

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

18 Shenandoah Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

08 Taylor Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

09 Harrison Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

05 Middletown Guest Room

Room details

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

02 Reeves Stateroom

Room details

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

21 Hite Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

20 Rutherford Stateroom

Room details

2 Twin Beds

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

04 Wilkenson Guest Room

Room details

2 Twin Beds

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

15 Bernstein Suite

Room details

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

06 Lincoln Stateroom

Room details

1 King Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

17 Lee Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

24 Monroe Guest Room

Room details

1 Full Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

11 Tyler Guest Room

Room details

1 Queen Bed

Sleeps 2

Air Conditioning
Heating
Wi-Fi (Free)

Guest reviews of Wayside Inn

What guests think

AI-generated summary based on recent guest reviews

Across reviews of Wayside Inn, travelers highlight its deep historic character and unique atmosphere, frequently noting comfortable, clean rooms and friendly staff, while also mentioning dated features and other age-related tradeoffs that come with staying in a very old building.

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Facilities

Limited

Cleanliness

Inconsistent

Rooms

Dated

Service

Mixed

Location

Historic

Was this helpful?

10

Angelica

IAN-logo

last week

·

Stayed 2 nights

Charmingly beautiful hotel. Like staying in a Civil War museum. Comfortable mattress. Slightly creaky bed. Got to hear the haunted boots on the wooden floor footsteps! Cute coffee shop next door. Will gladly be back!
Charmingly beautiful hotel. Like staying in a Civil War museum. Comfortable mattress. Slightly creaky bed. Got to hear the haunted boots on the wooden floor footsteps! Cute coffee shop next door. Will gladly be back!

10

James

IAN-logo

2 weeks ago

·

Stayed 2 nights

We love staying at Wayside Inn. This is our third or fourth stay. The place is such a treasure! The food in the restaurant is good and the bar is fun. The only thing we noticed this time is that the bar closed at 9 p.m. on a Saturday night. We came in from dinner at 9:15 and planned to have a night cap and were told the bar closed at 9:00! The previous times we stayed there the bar was open until 10 or 11 on Saturday. We though such an early closing time was odd for the weekend.
We love staying at Wayside Inn. This is our third or fourth stay. The place is such a treasure! The food in the restaurant is good and the bar is fun. The only thing we noticed this time is that the bar closed at 9 p.m. on a Saturday night. We came in from dinner at 9:15 and planned to have a night cap and were told the bar closed at 9:00! The previous times we stayed there the bar was open until 10 or 11 on Saturday. We though such an early closing time was odd for the weekend.

10

Raleigh

IAN-logo

Jul 14, 2026

·

Stayed 1 night

Historic, charming, relaxing.
Historic, charming, relaxing.

10

Leon

EXP-logo

Jun 30, 2026

·

Stayed 1 night

Quaint and quiet. Love historic places like this.
Quaint and quiet. Love historic places like this.

6

Karen

EXP-logo

Jun 29, 2026

·

Stayed 1 night

I was given a room on the third floor without elevators. I think I was the only person staying at the hotel so I decided since I was a solo traveler I was given a room for one person and maybe because I booked thru Expedia, I don’t know. The room was very comfortable. Restaurant and bar were closed until later in the week. I was there on a Monday so beware of limited places to eat and drink on a Monday evening. The desk clerk goes home at 9 pm but there is a number to call after hours for a problem. Since I was leaving at 7:30 I had to search around how to get out as the office didn’t open until 9 am and I hadn’t been given info on how to exit it I was leaving early. But, I found a back door I could unlock and open and it would lock after me. The antiques were amazing! WIFI spoty. The evening hit or miss but good in the morning. I have Xfinity as a cell service and I had mostly 1 bar with an occasionl 2bars - so be aware of that.
I was given a room on the third floor without elevators. I think I was the only person staying at the hotel so I decided since I was a solo traveler I was given a room for one person and maybe because I booked thru Expedia, I don’t know. The room was very comfortable. Restaurant and bar were closed until later in the week. I was there on a Monday so beware of limited places to eat and drink on a Monday evening. The desk clerk goes home at 9 pm but there is a number to call after hours for a problem. Since I was leaving at 7:30 I had to search around how to get out as the office didn’t open until 9 am and I hadn’t been given info on how to exit it I was leaving early. But, I found a back door I could unlock and open and it would lock after me. The antiques were amazing! WIFI spoty. The evening hit or miss but good in the morning. I have Xfinity as a cell service and I had mostly 1 bar with an occasionl 2bars - so be aware of that.

Property Policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

From 15:00 to 21:00

Before 11:00


Good to know

Additional policies and info about this property.

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Optional extras

Additional paid services you can request.

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FAQs about Wayside Inn

Is parking available at the property?

Yes, free self-parking is available on-site. There are also options for RV, bus, and truck parking. Parking is uncovered and limited.


What are the check-in and check-out times?

Check-in is from 3:00 PM to 8:00 PM, and check-out is at 11:00 AM. Early check-in and late check-out may be available for an additional fee of $50, subject to availability.


What accessibility features does the hotel offer?

The property features handrails in stairways and a stair-free path to the entrance. However, it is not wheelchair accessible.

What is the hotel's location in relation to key landmarks?

The hotel is located near the airport, within a 5-minute drive of Cedar Creek Battlefield Foundation and Belle Grove Plantation. It is approximately 5.1 miles from Valerie Hill Winery and 7.4 miles from Jackson's Chase Golf Course.


What are the hotel's policies for guests staying with children?

Children are allowed at the property, but specific age policies for free stays are not mentioned.


What are the policies for extra beds and cribs?

The property offers rollaway beds for an additional fee of $25 per day, but specific policies regarding cribs or extra beds for children are not detailed.


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Prices for upcoming dates

October 2026
November 2026

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Prices in USD for 2 guests, updated daily.



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