Hotel in Middletown

Wayside Inn | Hotel in Middletown, Virginia

Map-icon7783 Main St, Middletown, 22645, USA
9.2 · Exceptional 451 reviews451 reviews Air ConditionerAir Conditioner ParkingParking Designated Smoking AreaDesignated Smoking Area TVTV

Wayside Inn

At this property
Air Conditioner Air Conditioner Parking Parking Designated Smoking Area Designated Smoking Area TV TV Balcony/Terrace Balcony/Terrace Business Services Business Services Sports/Activities Sports/Activities Bedding/Linens Bedding/Linens Wellness Facilities Wellness Facilities Fireplace Fireplace Restaurant Restaurant Toiletries Toiletries Guest Services Guest Services Entertainment Entertainment Child Friendly Child Friendly Heating Heating Internet Internet Laundry Laundry

This hotel features a restaurant, coffee/tea in a common area, and a meeting room. Free WiFi in public areas and free self parking are also provided. Other amenities include a library, express check-out, and wedding services.
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.

Arrivals & Check-in

Contactless check-in, practical layout, settle straight in

Hotel · Middletown
Arrival
Check-in start time: 3:00 pm; check-in end time: 9:00 pm early check-in subject to availability early check-in fee: usd 50.00 minimum check-in age: 18
Design
1 Bedroom
Bath products
1 Bathroom
Tech
WiFi and entertainment where listed in amenities
Bedrooms & Baths

Compact stay with a practical layout

Property Amenities

Comforts and facilities at this stay

Air ConditionerAir Conditioner
InternetInternet
Child FriendlyChild Friendly
ParkingParking
Designated Smoking AreaDesignated Smoking Area
TVTV
Guest Reviews

Wayside Inn Reviews

“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!”

Angelica · Sep 28, 2026 04:31:08 AM

“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.”

James · Sep 22, 2026 11:24:22 PM

“Historic, charming, relaxing.”

Raleigh · Jul 15, 2026 04:37:58 AM

Good to know · before you book.

Check-in
Check-in start time: 3:00 pm; check-in end time: 9:00 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 express check-out available
Pet Policy
Pets allowed for an extra charge of usd 50 per accommodation, per night service animals are welcome, and are exempt from fees welcoming dogs and cats only
Child Policy
Children are welcome. rollaway/extra beds are available for usd 25.0 per day. cribs (infant beds) are not available.
Payment Policy
Pet fee: usd 50 per accommodation, per night service animals are exempt from fees 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.
Stay length
1 Night minimum.
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 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
Booking
Discover and compare here; reserve with a trusted partner.

Bookings fulfilled by Booking.com, Vrbo, or Expedia — you get their booking protections and support.

FAQs

Frequently asked questions

01 / 07
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.

02 / 07
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.

03 / 07
How much does it cost per night to stay in Wayside Inn?
Best-rates for the Wayside Inn starts from $103 per night with includes Air Conditioner, Parking, Designated Smoking Area, TV, Balcony/Terrace, Business Services, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace, Restaurant, Toiletries, Guest Services, Entertainment, Child Friendly, Heating, Internet, Laundry with all other facilities. Sonder is dedicated to ensuring every traveler enjoys a comfortable and exceptional stay, whether traveling solo, with a partner, with a pet, or with the whole family.

04 / 07
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.

05 / 07
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.

06 / 07
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.

07 / 07
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.

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

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

Best-rates for the Wayside Inn starts from $103 per night with includes Air Conditioner, Parking, Designated Smoking Area, TV, Balcony/Terrace, Business Services, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace, Restaurant, Toiletries, Guest Services, Entertainment, Child Friendly, Heating, Internet, Laundry with all other facilities. Sonder is dedicated to ensuring every traveler enjoys a comfortable and exceptional stay, whether traveling solo, with a partner, with a pet, or with the whole family.

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.

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.

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.

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.
Neighborhoods of Middletown

Every few blocks, a different Middletown.

From historic streets to leafy waterfront, each neighborhood offers its own way
to spend a day in the city.

US $103/ Night Best price guaranteed