Wayside Inn | Hotel in Middletown

| 9.2 (442 Reviews) |  1 Bathroom
Middletown Hotel | Wayside Inn

Discover the Charm of Wayside Inn in Middletown, Virginia

Welcome to Wayside Inn, a delightful colonial-style hotel situated in the heart of Middletown, Virginia. This inviting accommodation offers not just a place to rest, but a whole experience with its charming restaurant and vibrant bar/lounge. Perfect for both leisure and business travelers, you will find everything you need to make your stay enjoyable.

At Wayside Inn, complimentary amenities include free WiFi access in common areas and self-parking, ensuring your stay remains hassle-free. Whether you wish to unwind in our serene garden or utilize the meeting room for your professional needs, we have got you covered. For those special occasions, our wedding services are available to help you create unforgettable memories.

Your comfort is our priority, evident in the 22 uniquely furnished and decorated air-conditioned accommodations we offer. Each room features essential amenities such as hair dryers and ironing equipment. Enjoy cable television for your entertainment, and relax knowing that housekeeping can be requested at your convenience.

The bathrooms are equipped with either bathtubs or showers, complete with complimentary toiletries for your convenience. You’ll also appreciate the high-speed wireless Internet access, allowing you to surf seamlessly across multiple devices.

Where to Stay in Middletown: Discover the Charm of Virginia’s Hidden Gem

When considering where to stay in Middletown, Virginia, you'll find a quaint town with rich history and stunning natural beauty. Nestled within the breathtaking landscapes of the Shenandoah Valley, Middletown is known for its picturesque setting, historic landmarks, and warm hospitality. The iconic Wayside Inn serves as an ideal base for your adventures, offering comfortable accommodations that blend modern amenities with charming decor. With 22 individually furnished rooms, a cozy bar/lounge, and a delightful on-site restaurant, this historic hotel invites you to unwind after exploring all that this lovely town has to offer.

While staying at the Wayside Inn, there are a plethora of activities to indulge in nearby. Take a leisurely stroll through the lush surroundings or visit local attractions such as the Perry Wilderness Area for hiking enthusiasts and nature lovers alike. If you're a history buff, immerse yourself in the past at the Middletown Museum or enjoy a scenic drive along the Shenandoah River. After a day of exploration, return to the hotel to savor delectable dishes prepared at the restaurant or relax over a drink at the bar. With free WiFi and beautiful gardens to unwind in, the Wayside Inn ensures a memorable getaway in the heart of Middletown.

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7783 Main St, Middletown, 22645, USA

Amenities

Air ConditionerAir Conditioner
ParkingParking
Designated Smoking AreaDesignated Smoking Area
TVTV
Balcony/TerraceBalcony/Terrace
Business ServicesBusiness Services
Sports/ActivitiesSports/Activities
Bedding/LinensBedding/Linens
Wellness FacilitiesWellness Facilities
Fireplace/HeatingFireplace/Heating
RestaurantRestaurant
ToiletriesToiletries
Guest ServicesGuest Services
EntertainmentEntertainment
Child FriendlyChild Friendly
InternetInternet
LaundryLaundry

Facility Overview

BathroomsBathrooms
  • Free toiletriesFree toiletries
  • TowelsTowels
  • Hair dryerHair dryer
  • Bathtub or showerBathtub or shower
BedroomBedroom
  • Air conditioningAir conditioning
  • HeatingHeating
  • Guidebooks/recommendationsGuidebooks/recommendations
  • Individually decoratedIndividually decorated
  • Local mapsLocal maps
  • Individually furnishedIndividually furnished
  • Iron/ironing boardIron/ironing board
BreakfastBreakfast
  • Coffee/tea in common area(s)Coffee/tea in common area(s)
  • 1 restaurant1 restaurant
ParkingParking
  • Free extended parking on siteFree extended parking on site
  • Limited onsite parkingLimited onsite parking
  • Onsite parking includes off-street optionsOnsite parking includes off-street options
  • Free RV/bus/truck parking on siteFree RV/bus/truck parking on site
AccessibilityAccessibility
  • This property does not have elevatorsThis property does not have elevators
  • Front entrance rampFront entrance ramp
  • Upper floors accessible by stairs onlyUpper floors accessible by stairs only
  • Handrails in stairwaysHandrails in stairways
  • Thin carpet in roomThin carpet in room
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Well-lit path to entranceWell-lit path to entrance
  • Stair-free path to entranceStair-free path to entrance
  • Stairway handrail height (inches): 33Stairway handrail height (inches): 33
ActivitiesActivities
  • Winery toursWinery tours
  • Private picnicsPrivate picnics
  • Evening entertainmentEvening entertainment
  • Concerts/live showsConcerts/live shows
EntertainmentEntertainment
  • TVTV
  • Cable channelsCable channels
GeneralGeneral
  • Meeting roomMeeting room
  • Banquet hallBanquet hall
  • LibraryLibrary
  • BallroomBallroom
  • Reception hallReception hall
  • EnglishEnglish
  • Fireplace in lobbyFireplace in lobby
  • BooksBooks
  • Couples diningCouples dining
  • Romance packages availableRomance packages available
  • Designated smoking areasDesignated smoking areas
Guest ServicesGuest Services
  • HighchairHighchair
  • Housekeeping (on request)Housekeeping (on request)
  • Front desk (limited hours)Front desk (limited hours)
  • Wedding servicesWedding services
InternetInternet
  • Available in some public areas: Free WiFiAvailable in some public areas: Free WiFi
  • In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
  • Available in all rooms: Free WiFiAvailable in all rooms: Free WiFi
OutdoorsOutdoors
  • Outdoor entertainment areaOutdoor entertainment area
  • Outdoor furnitureOutdoor furniture
  • GardenGarden
  • Picnic areaPicnic area
  • TerraceTerrace

Policies

Check-in
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
Check-out before 11:00 am express check-out available late check-out fee: usd 50.00 late check-out subject to availability
Child Policy
Child Policy
Children are welcome. rollaway/extra beds are available for usd 25.0 per day. cribs (infant beds) are not available.
Payment Policy
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.
Pet Policy
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
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

Reviews

Raleigh
Jul 15, 2026 04:37:58 AM
Review Score:   10
Summary: Historic, charming, relaxing.
See All Reviews

Room Arrangement

Room InfoFacilities
04 - Wilkenson Guest Room
Room Size: m2
2 Twin Beds
04 - Wilkenson Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Pets not allowed, Extra bed count 1, Bed count minimum 2, Bed count maximum 2
05 - Middletown Guest Room
Room Size: m2
1 Queen Bed
05 - Middletown Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
03 - Cedar Creek Guest Room
Room Size: m2
1 Double Bed
03 - Cedar Creek Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
19 - Massanutten
Room Size: m2
1 Double Bed
19 - Massanutten

General

Pet-friendly room, Doorway wheelchair width (inches) - 30, Private bathroom, Rollaway/extra beds (free), Wheelchair-width doorways, Doorway wheelchair width (centimeters) - 76, Number of bedrooms - 1, Wheelchair accessible, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
01 - Jubal Early Stateroom
Room Size: m2
1 Double Bed
01 - Jubal Early Stateroom

General

Number of living rooms 0, Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
02 - Reeves Stateroom
Room Size: m2
1 King Bed
02 - Reeves Stateroom

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
23 - Wilson Guest Room
Room Size: m2
1 Queen Bed
23 - Wilson Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
24 - Monroe Guest Room
Room Size: m2
1 Double Bed
24 - Monroe Guest Room

General

Number of living rooms 0, Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
21 - Hite Guest Room
Room Size: m2
1 Double Bed
21 - Hite Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
22 - Byrd Guest Room
Room Size: m2
1 Queen Bed
22 - Byrd Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
18 - Shenandoah Guest Room
Room Size: m2
1 Double Bed
18 - Shenandoah Guest Room

General

Pet-friendly room, Rollaway/extra beds (surcharge), Doorway wheelchair width (inches) - 30, Private bathroom, Wheelchair-width doorways, Doorway wheelchair width (centimeters) - 76, Wheelchair accessible, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
20 - Rutherford Stateroom
Room Size: m2
2 Large Twin Beds
20 - Rutherford Stateroom

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Extra bed count 1, Bed count minimum 2, Number of bathrooms - 1, Bed count maximum 2
15 - Bernstein Suite
Room Size: m2
1 Queen Bed
15 - Bernstein Suite

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
16 - Washington Stateroom
Room Size: m2
2 Double Beds
16 - Washington Stateroom

General

Number of living rooms 0, Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Extra bed count 1, Bed count minimum 2, Number of bathrooms - 1, Bed count maximum 2
14 - Rhodes Suite
Room Size: m2
1 Queen Bed
14 - Rhodes Suite

General

Rollaway/extra beds (surcharge), Private bathroom, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
11 - Tyler Guest Room
Room Size: m2
1 Queen Bed
11 - Tyler Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
12 - Madison Stateroom
Room Size: m2
2 Queen Beds
12 - Madison Stateroom

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Extra bed count 1, Bed count minimum 2, Number of bathrooms - 1, Bed count maximum 2
08 - Taylor Guest Room
Room Size: m2
1 Double Bed
08 - Taylor Guest Room

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
09 - Harrison Guest Room
Room Size: m2
1 Double Bed
09 - Harrison Guest Room

General

Number of living rooms 0, Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
17 - Lee Guest Room
Room Size: m2
1 Double Bed
17 - Lee Guest Room

General

Pet-friendly room, Doorway wheelchair width (inches) - 30, Private bathroom, Rollaway/extra beds (free), Wheelchair-width doorways, Doorway wheelchair width (centimeters) - 76, Number of bedrooms - 1, Wheelchair accessible, Bed count minimum 1, Extra bed count 1, Bed count maximum 1
06 - Lincoln Stateroom
Room Size: m2
1 King Bed
06 - Lincoln Stateroom

General

Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1
07 - Jefferson Guest Room
Room Size: m2
1 Double Bed
07 - Jefferson Guest Room

General

Number of living rooms 0, Rollaway/extra beds (surcharge), Private bathroom, Number of bedrooms - 1, Pets not allowed, Bed count minimum 1, Extra bed count 1, Bed count maximum 1, Number of bathrooms - 1

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 $158 per night with includes Air Conditioner, Parking, Designated Smoking Area, TV, Balcony/Terrace, Business Services, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Restaurant, Toiletries, Guest Services, Entertainment, Child Friendly, Internet, Laundry with all other facilities. Hotala matches every traveler with their perfect hotel, resort, or rental and whether you are traveling with a group, friends, family, or pets.

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.

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