Middletown Rentals USA Virginia Middletown

Wayside Inn | Hotel in Middletown

| 9.2 (420 Reviews) |  1 Bathroom
Middletown Hotel | Wayside Inn

Hotel in Middletown

Colonial hotel in Middletown with free parking
Coffee/tea in a common area, a meeting room, and a library are available at this hotel. Free WiFi in public areas and free self parking are also provided. Additionally, express check-out, wedding services, and a garden are onsite.
Housekeeping is available on request.
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.

Show more

Unique Amenities

  • Air Conditioner
  • Parking
  • Designated Smoking Area
  • TV
  • Balcony/Terrace
  • Business Services
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Toiletries
  • Guest Services
  • Entertainment
  • Child Friendly
  • Internet
  • Laundry
 
Read MoreRead Less

Policies

Check-in Check-in start time: 3:00 pm; check-in end time: 8:00 pm early check-in fee: usd 50.00 early check-in subject to availability minimum check-in age: 18
Check-out Check-out before 11:00 am express check-out available late check-out fee: usd 50.00 late check-out subject to availability
Payment Policy Early check-in fee: usd 50.00 (subject to availability) late check-out fee: usd 50.00 (subject to availability) housekeeping fee: usd 5.00 per night 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.
Child Policy Children are welcome. rollaway/extra beds are available for usd 25.0 per day. cribs (infant beds) are not available.
Pet Policy Pets not allowed (service animals are welcome, and are exempt from fees)
Other Policy 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 safety features at this property include a fire extinguisher, a security system, and a first aid kit 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
 
7783 Main St, Middletown, 22645, USA

What Our Guests say 500 + Reviews

Dec 23, 2025 10:28:14 PM
Summary: The property, both guest room and public areas, were clean and nicely arranged.
Dorothy Dorothy
Nov 17, 2025 08:55:37 AM
Summary: heater worked well, room was neat and clean.
Klaudia Klaudia
Sep 28, 2025 01:14:25 AM
Summary: Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again.
Kristen Kristen
Sep 20, 2025 12:13:44 AM
Summary: Very interesting place to stay. Lots of history.
Tim Tim
Sep 13, 2025 04:10:35 AM
Summary: We were very surprised that the Tavern and Restaurant were closed. This should have been advertised before booking. The room was very clean, but the bathroom was very dated with peeling paint, the bathtub was scaled with residue, and discolored peeling concrete resin. The carpet was old, stained, and bubbling up, which is a tripping hazard. The window shades in the room were ripped and broken as well. THIS INN has SO much Potential, so sad to see how run down it is. I booked this thinking it was a quaint little inn for our 10th anniversary.I was shocked and did not expect the accommodations to be what they were. We made the best of it, but it was very disappointing.
Marina Marina
Aug 24, 2025 11:53:07 PM
Summary: What a lovely place. We spent a night here, and the facility was historic and beautiful. Our room was clean and comfortable. The staff could not have been kinder and more welcoming. We really enjoyed talking with them about the history of the area. I hope we can stay here again!!
Jami Jami
Aug 21, 2025 09:52:31 PM
Summary: Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating.
diana diana
Jul 9, 2025 10:33:24 PM
Summary: Only stay here if you are a history buff. Do not stay on an upper floor during the summer. The cooling is terrible because of the age of the building. It was clean and quiet. Picture is deceptive because the bar and restaurant are not open.
HENRY HENRY
Jul 8, 2025 01:11:00 AM
Summary: We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere.
jeffrey jeffrey
Jul 1, 2025 04:03:36 AM
Summary: Old Inn with unique features great for those who don’t want the cookie cutter experience. Great history and furniture was amazing, the building itself was incredible. Lot of history in the building. The manager was very knowledgeable about the history and property. Staff was great. Enjoyed my visit.
Michael Michael

FAQ's

Is this Wayside Inn pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Wayside Inn have a swimming pool?

No, this Wayside Inn does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Wayside Inn?

Best-rates for the Wayside Inn starts from $97 per night with includes Designated Smoking Area, TV, Business Services, Sports/Activities, Internet, Laundry, Wellness Facilities, Child Friendly, Air Conditioner, Parking, Bedding/Linens, Entertainment, Balcony/Terrace, Fireplace/Heating, Toiletries, Guest Services StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Wayside Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Wayside Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Wayside Inn has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Wayside Inn?

Based on the information reported by the owner or manager, the Wayside Inn indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Wayside Inn?

Based on the information reported by the owner or manager, details for the cancellation policy for the Wayside Inn are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

People Also Ask

Check Hotel Availability
Nightly rates from:
US $97
Price Details
You will be redirected to  
Hot Deal - It has been viewed 83 times today
Not the right fit? Check out our other properties in Middletown
|
8.1 (517 Reviews)
Hotel
Ramada by Wyndham Strasburg - Shenandoah Valley
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
View Availability
10.0 (9 Reviews)
House
The Shenandoah Basset Dacha
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
9.0 (23 Reviews)
House
Spacious Historical Manor
  • Air Conditioner
  • TV
  • Security/Safety
View Availability
view more places to stay

Recently Booked Locations

Recently Booked Properties