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Wayside Inn

3.5 star property

Choose dates to view prices

Photo gallery for Wayside Inn

Serves dinner and happy hour
Lobby sitting area
Point of interest
Premium Suite, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board
Standard Room, 1 Double Bed | 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
  • Cedar Creek Battlefield Foundation
    ‪2 min drive‬
  • Belle Grove Plantation
    ‪4 min drive‬
  • Front Royal Entrance Shenandoah National Park
    ‪21 min drive‬
  • Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪36 min drive‬

Room options

View all photos for Standard Room, 2 Single Beds

Standard Room, 2 Single Beds | Individually decorated, individually furnished, iron/ironing board

Standard Room, 2 Single Beds

  • Sleeps 2
  • 2 Single Beds

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, Multiple Beds

Standard Room, Multiple Beds | Individually decorated, individually furnished, iron/ironing board

Standard Room, Multiple Beds

  • Sleeps 2
  • 2 Large Single Beds

View all photos for Premium Suite, 1 Queen Bed

Premium Suite, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board

Premium Suite, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

View all photos for Suite, 2 Double Beds

Individually decorated, individually furnished, iron/ironing board

Suite, 2 Double Beds

  • Sleeps 2
  • 2 Double Beds

View all photos for Suite, 1 Queen Bed

Suite, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board

Suite, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 1 Queen Bed

Standard Room, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

  • Sleeps 2
  • 1 Queen Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds | Individually decorated, individually furnished, iron/ironing board

Standard Room, 2 Queen Beds

  • Sleeps 2
  • 2 Queen Beds

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Basic Room

Individually decorated, individually furnished, iron/ironing board

Basic Room

  • Sleeps 3
  • 1 Double Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 King Bed

  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Room

Room | Individually decorated, individually furnished, iron/ironing board

Room

  • Sleeps 3
  • 1 Double Bed

View all photos for Standard Room, 1 Double Bed

Standard Room, 1 Double Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

  • Sleeps 2
  • 1 Double Bed

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 King Bed

  • Sleeps 2
  • 1 King Bed

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About this property

Wayside Inn

Colonial hotel with restaurant and bar/lounge
Along with a restaurant, this hotel has a bar/lounge and a meeting room. Free WiFi in public areas and free self parking are also provided. Additionally, a library, wedding services and a garden are on-site. Housekeeping is available on request.
Wayside Inn offers 22 air-conditioned accommodations with a hairdryer and an iron/ironing board. Each accommodation is individually furnished and decorated. Televisions come with cable channels.

Bathrooms include baths 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.

Our customers tell us that they can't get enough of the helpful staff at Wayside Inn. During your stay, you're just a quick walk from Wayside Theater. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.
  • Free Wi-Fi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Free self-parking, extended parking and Motorhome/coach/lorry parking
  • Grab something to eat at the restaurant or stop for a drink at the bar/lounge
  • Amenities include a meeting room, a terrace and library
  • Just a 2-minute drive from Cedar Creek Battlefield Foundation and a few minutes from Belle Grove Plantation
There's a restaurant on site. You can enjoy a drink at the bar/lounge. Public spaces have free WiFi. A library, a terrace, and a garden are also featured at Wayside Inn. Limited free parking is available on a first-come, first-served basis.

Smoking is allowed in designated areas at this Colonial Middletown hotel.

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 selected 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 transport

  • Free uncovered self parking on site
  • Free extended parking on site
  • Free RV/bus/lorry parking on site
  • Limited on-site 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 (84 centimetre high)
  • No lift
  • Stair-free path to entrance
  • Thin carpet in room

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

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 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

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 25.0 per day.
  • Cots (infant beds) are not available.

Payment types at the property

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Cleaning fee: USD 5.00 per accommodation, per night.
  • Bed sheets fee: USD 5.00 per accommodation, per night

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • 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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property's front desk is open during the following times:
  • Monday - Saturday: 9:00 AM - 5:00 PM
To arrange for check-in, guests must contact the property at least 72 hours prior to arrival using the information on the booking confirmation. Prior to arrival, guests must complete online registration with the property via a secure link. Guests arriving after 3:00 PM must make advance arrangements by contacting the property using the information on the booking confirmation. Guests planning to arrive outside of normal check-in hours must contact the property in advance for check-in information and an access code. Front desk staff will greet guests on arrival at the property.

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. 264 out of 386 reviews
Rating 8 - Good. 95 out of 386 reviews
Rating 6 - Okay. 17 out of 386 reviews
Rating 4 - Poor. 6 out of 386 reviews
Rating 2 - Terrible. 4 out of 386 reviews

9.4/10

Cleanliness

9.6/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10 Excellent

Wayne Or Patti

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
P&W
What a gem! The place is fantastically kept, the decor (including Holiday) was beautiful. Our room was comfortable, drinks and dinner at the Tavern were excellent. The Service was exceptional. Our check-in clerk (Brittany) was so nice and knowledgeable about the Inn. She gave us a tour along with the history. We loved our stay and will definitely return!
Stayed 1 night in Jan 2025

10/10 Excellent

Jaymeson

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

10/10 Excellent

Donald Luke

Stayed 2 nights in Dec 2024

10/10 Excellent

Meade

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Nov 2024

6/10 Okay

Ralph

Travelled with partner
Great old period inn. Rooms were spectacularly decorated. However no heat in our room. Had to move. One lamp out of three worked. Shower head sad. No hair dryer. Overall a good experience
Stayed 1 night in Dec 2024

10/10 Excellent

Jennifer

Stayed 2 nights in Nov 2024

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

Joanne

Travelled with family
Liked: Amenities
Love the inside. Rooms and public spaces were fantastic. Outside needs some rehab.
Stayed 2 nights in Oct 2024

10/10 Excellent

Celina

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

10/10 Excellent

Aliyah

Stayed 4 nights in Oct 2024

10/10 Excellent

Keith

Stayed 1 night in Oct 2024

10/10 Excellent

anne

Business traveller
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

10/10 Excellent

Dali

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2024

8/10 Good

Rosanne

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This historical property was very well kept and welcoming! I rebooked on checkout.
Stayed 1 night in Sep 2024

10/10 Excellent

Mallaree

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

10/10 Excellent

Krystal, Round Hill

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

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

10/10 Excellent

Carl

Travelled 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

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

10/10 Excellent

Charles

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