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Wayside Inn

3.5 star property

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Wayside Inn

Serves dinner and happy hour
Lobby sitting area
15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board
Point of interest
07 - Jefferson Guest Room | Individually decorated, individually furnished, iron/ironing board

Reviews

9.2 out of 10

Wonderful

Popular amenities

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

Explore the area

Map
7783 Main St, Middletown, VA, 22645
  • Wayside Theater
    1 min walk
  • Cedar Creek and Belle Grove National Historical Park
    2 min drive
  • Cedar Creek Battlefield Foundation
    2 min drive
  • Front Royal, VA (FRR-Front Royal - Warren County)
    24 min drive

Room options

View all photos for 04 - Wilkenson Guest Room

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

04 - Wilkenson Guest Room

  • 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

  • Sleeps 2
  • 1 Queen 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

  • Sleeps 2
  • 1 Double Bed

View all photos for 23 - Wilson Guest Room

23 - Wilson Guest Room | Individually decorated, individually furnished, iron/ironing board

23 - Wilson Guest Room

  • 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

  • Sleeps 2
  • 1 Double Bed

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

View all photos for 22 - Byrd Guest Room

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

22 - Byrd Guest Room

  • Sleeps 2
  • 1 Queen Bed

View all photos for 18 - Shenandoah Guest Room

18 - Shenandoah Guest Room | Individually decorated, individually furnished, iron/ironing board

18 - Shenandoah Guest Room

  • 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

  • Sleeps 2
  • 2 Large Twin Beds

View all photos for 15 - Bernstein Suite

15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board

15 - Bernstein Suite

  • Sleeps 2
  • 1 Queen Bed

View all photos for 16 - Washington Stateroom

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

  • Sleeps 2
  • 2 Double Beds

View all photos for 14 - Rhodes Suite

14 - Rhodes Suite | Individually decorated, individually furnished, iron/ironing board

14 - Rhodes Suite

  • Sleeps 2
  • 1 Queen Bed

View all photos for 11 - Tyler Guest Room

11 - Tyler Guest Room | Individually decorated, individually furnished, iron/ironing board

11 - Tyler Guest Room

  • 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

  • Sleeps 2
  • 2 Queen Beds

View all photos for 08 - Taylor Guest Room

08 - Taylor Guest Room | Individually decorated, individually furnished, iron/ironing board

08 - Taylor Guest Room

  • 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

  • Sleeps 2
  • 1 Double Bed

View all photos for 17 - Lee Guest Room

Individually decorated, individually furnished, iron/ironing board

17 - Lee Guest Room

  • Sleeps 3
  • 1 Double Bed

View all photos for 06 - Lincoln Stateroom

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

06 - Lincoln Stateroom

  • 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

  • Sleeps 2
  • 1 Double Bed

View all photos for 19 - Massanutten

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

19 - Massanutten

  • Sleeps 3
  • 1 Double Bed

View all photos for 01 - Jubal Early Stateroom

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

01 - Jubal Early Stateroom

  • 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

  • Sleeps 2
  • 1 King Bed

Similar properties

Exterior

Ramada by Wyndham Strasburg/Shenandoah Valley

Breakfast included
Pet friendly
Parking included
Free WiFi
4.0 out of 5, Very Good, (1000)
The price is $76
per night
$84 total
includes taxes & fees
Jan 1 - Jan 2
Ramada by Wyndham Strasburg/Shenandoah Valley

About the neighborhood

Middletown

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.

What's nearby

  • Wayside Theater - 1 min walk
  • Cedar Creek Battlefield Foundation - 2 min drive
  • Belle Grove Plantation - 4 min drive
  • Front Royal Entrance Shenandoah National Park - 21 min drive
  • Skyline Caverns - 22 min drive

Getting around

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

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪McDonald's - ‬11 min walk
  • ‪Starbucks - ‬7 min drive
  • ‪Queen Street Diner - ‬10 min drive

About this property

Wayside Inn

Colonial hotel with a restaurant and a bar
Wayside Inn offers 22 air-conditioned accommodations with hair dryers and irons/ironing boards. Each accommodation is individually furnished and decorated. Televisions come with cable channels.

Bathrooms include bathtubs or showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Housekeeping is provided on request.

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.
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.
At Wayside Inn, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge.
Free self parking is available onsite.
Larrick's Tavern - This pub serves dinner and light fare. Happy hour is offered.
Wayside Inn Restaurant - This restaurant serves brunch, dinner, and light fare. Guests can enjoy drinks at the bar. A children's menu is available. Happy hour is offered. Open select days.

Languages

English

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

  • A bar/lounge
  • A restaurant
  • Couples/private dining
  • Private picnics

Restaurants on site

  • Larrick's Tavern
  • Wayside Inn Restaurant

Things to do

  • Books
  • Concerts/live shows
  • Evening entertainment
  • Library

Family friendly

  • Highchair

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: 1:00 PM; Check-in end time: 2:00 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

Special check-in instructions

The front desk is open Monday - Saturday (9:00 AM - 5:00 PM) and Sunday - Sunday (9:00 AM - 2:00 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
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)
  • 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

Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 254 out of 376 reviews" "
Rating 8 - Good. 95 out of 376 reviews" "
Rating 6 - Okay. 17 out of 376 reviews" "
Rating 4 - Poor. 6 out of 376 reviews" "
Rating 2 - Terrible. 4 out of 376 reviews" "

9.4/10

Cleanliness

9.6/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

10/10 Excellent

Krystal, Round Hill

Traveled with partner
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

Mitchell

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The folks at Westside make you feel like family. And what’s better than that?!
Stayed 2 nights in Aug 2024

10/10 Excellent

Sharon

Traveled with partner
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

Traveled with family
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

6/10 Okay

John Paul

Traveled with partner
Disliked: Staff & service, amenities, property conditions & facilities
Beautiful historic facility but in need of much updating. Staff rarely on the property and not overly friendly. Owner shows a lack of hospitality knowledge: cheap soap/shampoo, no glasses provided, no room refrigerator or available ice except from the staff during 9-5 hours. Dangerous situation with the TV cable strung across the floor at bathroom door.
Stayed 2 nights in Aug 2024

8/10 Good

John

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Facilities consistent with historical age and traditions of the hotel. There were few people staying at the hotel and arrival registration was by phone which was a first for me. The staff was helpful however.
Stayed 1 night in Aug 2024

8/10 Good

Timothy

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Aug 2024

10/10 Excellent

Carl

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
i loved the history of the property
Stayed 2 nights in Jul 2024

10/10 Excellent

Charles

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Jul 2024

10/10 Excellent

Shannon

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Fantastic stay!!
From the moment we arrived, we were greeted by the most friendly people. Our room was on the 3rd floor, which didn’t bother us at all because we don’t mind taking steps. I saw other people complain about that… it is a historic Inn, so no surprise. We went to the tavern and had a wonderful dinner/cocktails on 6/19… I didn’t catch her name, but she got me my iced tea with vodka which was fantastic. Later that night, I ran into Jenna and Ricardo that gave me the best stories of the Inn… I will definitely look for them on our next stay!!! We had brunch at the inn on Sunday…our waitress had only been there a couple days. She was wonderful and actually showed us our way around all the nooks and crannies…I wish I was more alert with everyone’s names. Even the bus boy came around to make sure our table was clear of any used dishes. Seriously, wonderful time!! And for the people that put down being placed in “a servants kitchen… that’s where I requested to be!!! That’s why you stay in a historic place to begin with!!! We didn’t want to leave!!
Stayed 2 nights in Jul 2024

2/10 Terrible

Maria

Disliked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jul 2024

10/10 Excellent

Kenneth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I'd stay there again!
We were fortunate enough to stay in one of the original rooms. Beautifully decorated, comfortable,clean and quiet. Exceptionally nice staff which told us the history of the Inn. I look forward to returning and having brunch with them on a Sunday.
Stayed 2 nights in Jul 2024

10/10 Excellent

Jessica, Missoula

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What an awesome Americana stop! I used the inn as home base to explore Cedar Creek NP on my way to OBX. The room was clean and quirky with unique antique furniture. The staff was positive and quick to tell me all the ways I may be haunted whilst there - fun! :-) I ate at the inn for dinner the first night and the BLT and fries were perfect - as well as the dirty martini. Will definitely use this as a stop in the future.
Stayed 2 nights in Jul 2024

10/10 Excellent

Anne O

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2024

10/10 Excellent

Janet

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very unique. Absolutely loved the history.
Stayed 1 night in Jul 2024

10/10 Excellent

Christie

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
History
This place is absolutely amazing. So much history and stories. Oldest Motor Inn in America. Highly recommend.
Stayed 1 night in Jul 2024

8/10 Good

William

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

8/10 Good

Anne O

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Comfortable stay
Stayed 1 night in Jul 2024

6/10 Okay

Joseph, Northborough

Traveled with partner
Liked: Cleanliness
Disliked: Staff & service
Super creepy and old, feels haunted, tiny bathroom and 3 steps to access it. Need a step stool to get into bed. No staff on property after 8pm.
Stayed 1 night in May 2024

8/10 Good

Donald

Stayed 1 night in Jun 2024

8/10 Good

Laszlo

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice quiet inn in a historic setting.
Stayed 1 night in May 2024

8/10 Good

Peter E

Stayed 1 night in May 2024

8/10 Good

Sabrina

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

10/10 Excellent

Prashant

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A peek into the world of the past in a very comfortable environment!
Stayed 1 night in May 2024

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Unique and lovely inn
What a unique inn!!!! It was very comfortable and the staff was wonderful to the point where the woman at the front desk walked me to my room, pointed out various things in the room as well as, when I went down to dinner, gave me a tour of the various dining rooms. I will definitely stay at the Wayside Inn again.
Stayed 1 night in May 2024