We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Traveler (103)
Room & Suite (18)
Dining (17)
7783 Main St, Middletown, VA 22645-9502 See on map
Free Wifi
Free Parking
Breakfast included
Air Conditioning
Non-Smoking Rooms
Family Rooms
3.5 Star accommodation
{"scriptFlags":null,"containerAttributes":null,"containerClass":null,"widget":{"divClasses":"prw_rup prw_ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","moduleList":["handlers"]}}
Dec 23Dec 24
1 room, 2 adults, 0 children
Standard Room
Getting you more information on this room More
Free Cancellation
Book now, pay at stay!
Show Available Rooms
Sorry, this partner no longer has rooms available on TripAdvisor. Please visit one of our 6 partner sites to see rooms from $95.
We're sorry, there are no rooms available on TripAdvisor. Please change your dates, or view all Middletown hotels with availability
{"BOOKING_FEATURES": ["IB_IRG_RATE_VERIFICATION","IB_STREAMLINED_SELECTED_ROOM","IB_POST_BOOKING_LOGIN_US","IB_SHOW_EMAIL_FOR_INSECURE_LOGIN","RCMS_INLINE_ROOM_GRID_MAX_OCC","IB_POST_BOOKING_LOGIN","IB_IRG_PERFORMANCE_METRICS","IB_IRG_MATCH_META","MOB_BOOKING_EMAIL_AGREE_HIDE","CHILDREN_SEARCH","IB_EXPRESS_BOOK","HR_IB_EXCLUDE_TAXES_AND_FEES","IB_DW_CCNAME_WITH_AUTOCOMPLETE","IB_IRG_PERFORMANCE_METRICS_MOBILE","IB_BOOKNOW_CLEAN_WITH_ICON_SHORT_BTN","STORED_CARDS","IB_PRICE_WINS_COPY","IB_PRICES_OUTSIDE_ROOM_BUTTON","IB_EXIT_INTERRUPTER","IB_SHOW_AMENITIES_AS_ICONS","META_AIR","IB_REVIEW_BOOKING_BUTTON","IB_INLINE_ROOM_GRID","IBEX_HIGH_EQUITY_BRANDING","IB_PRICE_WINS_POST_TX","IB_BOOKING_FORM_FAVICON","IB_KIPLINGER_AWARD","IB_URGENCY_BLOCK"] , "IMPRESSION_KEY": "dd414b50d72c44b0bfe671c1a9c5c4d8", "roomSelectionModel": {"partnerInfos":[],"multiplePartners":false,"polling":{"locationId":116029,"bookingSessionId":null,"detailedAvailabilityKey":null,"commerceContentIds":[78858605],"additionalContentIds":[],"pollCount":0,"checkin":{"day":23,"month":12,"year":2018},"checkout":{"day":24,"month":12,"year":2018},"adults":2,"child_rm_ages":"","rooms":1,"display_rooms":300,"entryPrice":95,"entryCurrency":"USD","complete":true,"formKey":"","showAllRooms":true,"genNewBookingSessionId":false,"winningProviderAtClick":"","selectedRoomKey":"","impressionKey":"dd414b50d72c44b0bfe671c1a9c5c4d8","navArea":null,"referringServlet":"Hotel_Review","highestMetaPrice":0,"lowestMetaPrice":95,"additionalPartner":false,"highestMetaPriceDisplay":0,"roomsToVerify":[],"clazz":null},"summary":null,"unavailable":false,"metaOffers":[],"mismatchCheckModel":null,"totalMediaCount":0,"hotelPhotos":[],"noticeHeaderMessage":null,"moreProviders":null,"lowestPricePartner":null,"showAllRooms":true,"isMetaCheaper":false,"isBookingLessThanOrEqualToMeta":null,"avgHistoricalPrice":0.0,"avgHistoricalDisplayPrice":null,"expressBookState":null,"highestMetaPrice":-1,"lowestMetaPrice":95,"highestMetaPriceDisplay":-1,"hotelName":"Wayside Inn","hasSpecialTimeOfStayTaxes":false,"trackingTree":null,"trackingTreeId":null,"showPriceHoverTooltip":false,"trackingContext":"eyJzdGF0ZSI6IkhPVEVMX0FVQ1RJT04iLCJwIjoiSFJfTWFpbkNvbW1lcmNlIiwiaWRzIjp7IkJGSyI6ImRkNDE0YjUwZDcyYzQ0YjBiZmU2NzFjMWE5YzVjNGQ4IiwiQUlLIjoiOWVhYTdjNTdkNDFmNGZhNjgxODNjOTVkZjFkODcwNjIifSwiZW50cnlTZXJ2bGV0IjoiSG90ZWxfUmV2aWV3In0=","cheaperPricesExist":false,"enableLPF":false,"priceDropPercent":0,"canExpandRooms":false,"expandRoomsToAllPartners":false,"roomSelectionKey":null,"useSupplierDirectTreatment":false,"isSupplierDirect":false,"showProviderSeparator":false,"clazz":null,"seeMoreMessage":null,"seeMoreIFrameMessage":null,"isPricelineCom":false,"isPriceDrawerEnabled":false,"isMetaMarketingLandOnBookingFormEnabled":false}, "ibAvailability": true, "metaAvailability": true, "topOfferIsIB": false, "numHacTries": 1, "checkIn": "12/23/2018", "checkOut": "12/24/2018", "lowestPrice": "$95", "hasDates": true, "hacComplete": true, "contentIdMappings": {"78858605":"OrbitzEWS"}, "pollingEnabled": false, "preventScroll": false, "offerClickToken": null, "conditionalUpdate": false, "mightGetRooms": false, "divClasses": "ppr_rup ppr_priv_resp_hr_room_grid", "singlePartnerRoomGridWidget": {"scriptFlags":null,"containerAttributes":null,"containerClass":null,"widget":{"divClasses":"prw_rup prw_ibex_room_grid_responsive","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))","tracking":"(ta.prwidgets.getjs(this,'tracking'))"},"dust":{"sub_header":"ibex_room_grid_responsive__sub_header"},"name":"ibex_room_grid_responsive","template":"ibex_room_grid_responsive__widget","moduleList":["handlers","tracking"]}}, "multiPartnerRoomGridWidget": null, "mismatchMessage": {"scriptFlags":null,"containerAttributes":null,"containerClass":null,"widget":{"divClasses":"prw_rup prw_ibex_mismatch_message","js":{"handler":"(ta.prwidgets.getjs(this,'handler'))"},"dust":{},"name":"ibex_mismatch_message","template":"ibex_mismatch_message__widget","moduleList":["handler"]}}, "maxRoomsToShow": 300, "isTablet": false, "roomGridRowWidget": {"scriptFlags":null,"containerAttributes":null,"containerClass":null,"widget":{"divClasses":"prw_rup prw_ibex_room_grid_row_responsive","js":{},"dust":{"amenities":"ibex_room_grid_row_responsive__amenities","occupancy":"ibex_room_grid_row_responsive__occupancy","condition_col":"ibex_room_grid_row_responsive__condition_col","price_text":"ibex_room_grid_row_responsive__price_text","reservation_col":"ibex_room_grid_row_responsive__reservation_col"},"name":"ibex_room_grid_row_responsive","template":"ibex_room_grid_row_responsive__widget","moduleList":[]}}, "mismatchMessageLightbox": null, "deviceInfo": "OtherOS OtherBrowser", "bookOnTripAdvisor": "Book on <img class=\"ibHeaderImg\" alt=\"TripAdvisor\" src=\"https:\/\/static.tacdn.com\/img2\/branding\/rebrand\/TA_logo_primary.png\"\/>"}
Reviews (115)
Filter reviews
113 results
Traveler rating
Traveler type
Time of year
Show reviews that mention
All reviews shenandoah valley beautiful furnishings historic setting honeymoon suite civil war next morning skyline drive place to stay enjoyed our stay front porch breakfast was included stayed one night hot breakfast wonderful stay short drive air conditioner room was large
Updating list...
1 - 5 of 113 reviews
Reviewed 4 weeks ago

What a quaint inn! Our room and the historical furniture was so unique. Fun bar with a indoor well and the food from the restaurant was yummy! Full breakfast was included. We got to pick from a menu. You must ask for a tour and...More

Date of stay: November 2018
Thank kjk68
Reviewed October 30, 2018

Our last night of a two week cross state visit to family we enjoyed a stay in this amazing historic inn. Staff was cordial and geniounly welcoming, and the accommodations were good. The bed was very comfy (room 5: The Cumberland). Understand that this is...More

Date of stay: October 2018
Thank DenverD0c
Reviewed October 21, 2018 via mobile

I’ve stayed there 6 times so far and hope to book at least three visits in 2019. The owners, Becky & George are the most pleasant folks you could ever meet and truly go out of their way to accommodate your every wish and need....More

Date of stay: October 2018
1  Thank pschreier
Reviewed October 18, 2018

We decided on short notice to visit Shenandoah National Park. All the lodges in the park were booked, so we looked for a nice place close by. We settled on the Wayside Inn, near the North Entrance to Skyline Drive. Since Middletown is small and...More

Date of stay: October 2018
Thank John W. C
Reviewed September 29, 2018 via mobile

They have a small room on the lower level of the oldest part of the building. It’s a small room with only four tables. It was recommended to us by the hostess, as they were having live music in the main dining room and we...More

Date of stay: September 2018
Thank 379gregoryj
View more reviews
Awards & Recognition
Certificate of Excellence
Top amenities
Free Parking
Free High Speed Internet (WiFi)
Breakfast included
Hotel Amenities
Free Parking
Breakfast included
Wheelchair access
Room amenities
Air Conditioning
Things to do
Price range
$103 - $159 (Based on Average Rates for a Standard Room)
Hotel class
Room types
Non-Smoking Rooms, Family Rooms, Accessible rooms
Price range
$103 - $159 (Based on Average Rates for a Standard Room)
Hotel class
Room types
Non-Smoking Rooms, Family Rooms, Accessible rooms
Traveler (103)
Room & Suite (18)
Dining (17)
Family and Play Areas (1)
Nearby HotelsSee all 3 nearby hotels
Econo Lodge Inn & Suites
42 reviews
.44 miles away
Fairfield Inn & Suites Strasburg Shenandoah Valley
438 reviews
3.85 miles away
Ramada by Wyndham Strasburg
655 reviews
4.23 miles away
Holiday Inn Express Winchester South
205 reviews
4.70 miles away
Nearby RestaurantsSee all 8 nearby restaurants
Nana's Irish Pub
259 reviews
.12 miles away
Wayside Inn
73 reviews
.05 miles away
Italian Touch
55 reviews
.29 miles away
A& L Scoops and Swirls
11 reviews
.21 miles away
Nearby AttractionsSee all 8 nearby attractions
Belle Grove Plantation
124 reviews
1.60 miles away
The Family Drive-In Theatre
133 reviews
3.63 miles away
Cedar Creek & Belle Grove National Historical Park Visitors Contact Station
50 reviews
.12 miles away
Valerie Hill Vineyard & Winery
79 reviews
4.15 miles away
Questions & Answers
Ask a question
November 10, 2018|
AnswerShow all 3 answers
Response from M7286DUdanm | Reviewed this property |
The inn does not have rooms on the 1st floor. Entering through the Main Enterance is 1 step up and the dinning room is at your safe level. Pub side has many step up & downs.
January 27, 2017|
AnswerShow all 8 answers
Response from Mrfiz | Reviewed this property |
As far as group rates you'd have to ask inn mgt
Adrienne K
March 24, 2016|
Response from CathyM_CorgiMom | Reviewed this property |
At the time of my visit in March, the restaurant was open Wed.-Sunday. The owner mentioned that he was trying to staff up in order to be open 6-7 nights. If your planned visit is for Monday or Tuesday night, you could give... More
Room Tips
"Ask for room #5. It has a larger bathroom."
4 weeks ago
Read review
"We had room 18, across from a small dining room and we were able to entertain family privately."
Sep 24, 2018
Read review
"I think we has room 5. No great view but nice and quiet. Staff will help you choose what you need"
Jun 19, 2018
Read review
"Get Room 1"
Apr 12, 2018
Read review
Show More 
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing