Wayside Inn

3.5 star property
Colonial hotel with a restaurant and a bar

Choose dates to view prices

Photo gallery for Wayside Inn

Serves dinner and happy hour
07 - Jefferson Guest Room | 1 bedroom, individually decorated, individually furnished
15 - Bernstein Suite | 1 bedroom, individually decorated, individually furnished
Point of interest
Lobby sitting area

Reviews

9.2 out of 10
Wonderful

Popular amenities

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

Explore the area

Map
7783 Main St, Middletown, VA, 22645
  • Cedar Creek Battlefield Foundation
    ‪3 min drive‬
  • Cedar Creek and Belle Grove National Historical Park
    ‪3 min drive‬
  • Belle Grove Plantation
    ‪5 min drive‬
  • Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪42 min drive‬

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Room options

04 - Wilkenson Guest Room

  • Sleeps 2
  • 2 Twin Beds

05 - Middletown Guest Room

  • Sleeps 2
  • 1 Queen Bed

03 - Cedar Creek Guest Room

  • Sleeps 2
  • 1 Double Bed

23 - Wilson Guest Room

  • Sleeps 2
  • 1 Queen Bed

24 - Monroe Guest Room

  • Sleeps 2
  • 1 Double Bed

21 - Hite Guest Room

  • Sleeps 2
  • 1 Double Bed

22 - Byrd Guest Room

  • Sleeps 2
  • 1 Queen Bed

18 - Shenandoah Guest Room

  • Sleeps 2
  • 1 Double Bed

20 - Rutherford Stateroom

  • Sleeps 2
  • 2 Large Twin Beds

15 - Bernstein Suite

  • Sleeps 2
  • 1 Queen Bed

16 - Washington Stateroom

  • Sleeps 2
  • 2 Double Beds

14 - Rhodes Suite

  • Sleeps 2
  • 1 Queen Bed

11 - Tyler Guest Room

  • Sleeps 2
  • 1 Queen Bed

12 - Madison Stateroom

  • Sleeps 2
  • 2 Queen Beds

08 - Taylor Guest Room

  • Sleeps 2
  • 1 Double Bed

09 - Harrison Guest Room

  • Sleeps 2
  • 1 Double Bed

17 - Lee Guest Room

  • Sleeps 3
  • 1 Double Bed

06 - Lincoln Stateroom

  • Sleeps 2
  • 1 King Bed

07 - Jefferson Guest Room

  • Sleeps 2
  • 1 Double Bed

19 - Massanutten

  • Sleeps 3
  • 1 Double Bed

01 - Jubal Early Stateroom

  • Sleeps 2
  • 1 Double Bed

02 - Reeves Stateroom

  • Sleeps 2
  • 1 King Bed

About the neighborhood

Middletown

Cedar Creek Battlefield Foundation is within 2 miles (3 km) of Wayside Inn while other popular attractions such as Belle Grove Plantation are within 3 miles (5 km). This 22-room hotel welcomes guests with conveniences like a restaurant, free in-room WiFi, and free self parking.

What's nearby

  • Cedar Creek Battlefield Foundation - 3 min drive - 1.5 miles
  • Cedar Creek and Belle Grove National Historical Park - 3 min drive - 1.5 miles
  • Belle Grove Plantation - 5 min drive - 2.4 miles
  • Valerie Hill Winery - 12 min drive - 6.2 miles
  • Front Royal Entrance Shenandoah National Park - 22 min drive - 15.4 miles

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
Guests of Wayside Inn enjoy free WiFi in public areas, a meeting room, and a library. You can take advantage of free parking if you drive. Additional amenities include a terrace, a reception hall, and a picnic area.
Guests can expect to find free WiFi and TVs with cable channels. Bathrooms have hair dryers and free toiletries. Ironing boards and wardrobes or closets are other standard amenities. Housekeeping is available on request.

Languages

English

Similar properties

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

  • 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

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

  • Service animals exempt from fees

Children and extra beds

  • Rollaway/extra beds are available for USD 25.0 per day

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

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

These are all of the charges provided to us by the property.

Optional extras

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

  • 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 list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM—-8:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
Driving? This property offers free self parking, along with free RV, bus, and truck parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a fire extinguisher, a security system, and a first aid kit.

Additional information about polices, regulations, and more:

  • There are no elevators.
  • No cribs or infant beds are available.

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

What's there to see around Wayside Inn?

This hotel is located in Middletown, just steps from Wayside Theater. You'll also find Shenandoah River and Cedar Creek and Belle Grove National Historical Park within a short drive.

Will I be able to park at Wayside Inn?

Yes, self parking and long-term parking are offered for free at the hotel. Though parking is limited, free RV/bus/truck parking is also available.

Does Wayside Inn include a casino on the premises?

No, Wayside Inn doesn't have a casino.

Will I find an indoor pool at Wayside Inn?

No, there is no indoor pool at this hotel.

What amenities will couples enjoy at Wayside Inn?

There are plenty of amenities for couples at this hotel, including a bar, a restaurant, and private dining.

Are there hot tubs at Wayside Inn?

No, there isn't a spa tub at this hotel.

Does Wayside Inn have a restaurant that serves breakfast?

Yes, Wayside Inn serves brunch for a surcharge at Larrick's Tavern.

Will Wayside Inn allow pets to stay for free?

No, pets aren't allowed at Wayside Inn though service animals are welcome.

Does Wayside Inn have connecting rooms?

No, there aren't connecting guestrooms at this hotel.

Can I book a room with a balcony at Wayside Inn?

No, there aren't any guestrooms with balconies at Wayside Inn.

Does Wayside Inn host weddings?

There are wedding services available at Wayside Inn if that's in your vacation plans.

Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 268 out of 394 reviews
Rating 8 - Good. 97 out of 394 reviews
Rating 6 - Okay. 18 out of 394 reviews
Rating 4 - Poor. 7 out of 394 reviews
Rating 2 - Terrible. 4 out of 394 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

mark

Liked: Cleanliness, staff & service
Stayed 1 night in Feb 2025

10/10 Excellent

Jennifer

Traveled with partner
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

Priscilla

Traveled with group, Business traveler, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Absolutely Spectacular

This inn is absolutely amazing. Staff went above and beyond to ensure we were comfortable and our stay was memorable. We plan to come back very soon!
Stayed 2 nights in Jan 2025

10/10 Excellent

Steven

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very charming. I will stay there again.
Stayed 1 night in Jan 2025

10/10 Excellent

william

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

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

Traveled 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

Traveled 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

Traveled 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 traveler
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

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