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Wayside Inn

3.5 star property
Evenings at this historic inn come alive with music, dinner, and drinks by the crackling fireplace, with attentive staff nearby.

Choose dates to view prices

Photo gallery for Wayside Inn

A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling. - Wayside Inn (Middletown)
A room with wooden flooring, two leather chairs, a wooden table with a green felt top, a brass lamp, and a large mirror on the wall. - Wayside Inn (Middletown)
Bar (on property) - Wayside Inn (Middletown)
A cozy living room with a fireplace, patterned chairs, and a dining area with wooden furniture. - Wayside Inn (Middletown)
A large brick building with a central entrance, multiple windows, and a covered walkway. - Wayside Inn (Middletown)
The Wayside Inn, near Belle Grove Plantation, offers evening concerts and live shows weekly. Guests can relax in the garden or by the lobby fireplace, enjoy dinner and happy hour specials at Larrick's Tavern, or browse the well-stocked library for a quiet reading retreat.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services

Room options

Available filters for rooms
Showing 22 of 22 rooms

View all photos for 01 - Jubal Early Stateroom

A four-poster bed with a canopy, a fireplace, a mirror, and a chair.

01 - Jubal Early Stateroom

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 02 - Reeves Stateroom

A four-poster bed with a lace canopy, a television on a wooden stand, and a fireplace with a green mantel.

02 - Reeves Stateroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for 03 - Cedar Creek Guest Room

A bedroom with a wooden bed, two nightstands with lamps, a dresser, a mirror, and a television.

03 - Cedar Creek Guest Room

  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 04 - Wilkenson Guest Room

A bedroom with two four-poster beds, a wooden chair, a table with blue and white vases, and floral wallpaper.

04 - Wilkenson Guest Room

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 2
  • 2 Twin Beds
  • Free WiFi

View all photos for 05 - Middletown Guest Room

A bedroom with a large bed, a wooden nightstand, a lamp, a chair, a dresser, and a television.

05 - Middletown Guest Room

8.0 out of 10
Very good
(1 review)
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 06 - Lincoln Stateroom

A hotel room with a bed, two bedside tables with lamps, a red office chair, a wooden desk, and a wall-mounted air conditioning unit.

06 - Lincoln Stateroom

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for 07 - Jefferson Guest Room

A bedroom with a wooden four-poster bed, a wooden wardrobe, and a desk with a lamp.

07 - Jefferson Guest Room

8.8 out of 10
Excellent
(3 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 08 - Taylor Guest Room

A bedroom with a wooden bed, a nightstand, a lamp, a chair, a television, and a small table.

08 - Taylor Guest Room

8.0 out of 10
Very good
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 09 - Harrison Guest Room

A bedroom with a wooden bed, a red chair, a wooden dresser, and a lamp.

09 - Harrison Guest Room

  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 11 - Tyler Guest Room

A bedroom with a wooden bed, a chair, a desk, and a lamp.

11 - Tyler Guest Room

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 12 - Madison Stateroom

A bedroom with two wooden beds, a chair, a desk, and a window with wooden shutters.

12 - Madison Stateroom

8.0 out of 10
Very good
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 2 Queen Beds
  • Free WiFi

View all photos for 14 - Rhodes Suite

A four-poster bed with a lace canopy, a wooden chair with a floral cushion, and a wooden wardrobe.

14 - Rhodes Suite

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 15 - Bernstein Suite

A four-poster bed with a white quilt, a wooden bench, and a window with curtains.

15 - Bernstein Suite

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 16 - Washington Stateroom

A bedroom with two beds, a dresser, a chair, a desk, and a mirror.

16 - Washington Stateroom

  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds
  • Free WiFi

View all photos for 18 - Shenandoah Guest Room

A bedroom with a wooden bed, two bedside tables with lamps, a television on a side table, and a painting on the wall.

18 - Shenandoah Guest Room

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 20 - Rutherford Stateroom

A traditional room with a wooden bed, a wooden chair, a small table, and a chandelier.

20 - Rutherford Stateroom

  • 1 bedroom
  • Sleeps 2
  • 2 Large Twin Beds
  • Free WiFi

View all photos for 21 - Hite Guest Room

A four-poster bed with a canopy, a wooden dresser, a bedside table, and a lamp.

21 - Hite Guest Room

  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 22 - Byrd Guest Room

A four-poster bed with a white bedspread, a wooden nightstand with a lamp, a chair, a desk with a computer, and a window with blue trim.

22 - Byrd Guest Room

9.0 out of 10
Wonderful
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 23 - Wilson Guest Room

A bedroom with a bed, dresser, chair, lamp, and chandelier.

23 - Wilson Guest Room

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for 24 - Monroe Guest Room

A bedroom with a four-poster bed, a nightstand with a lamp, floral wallpaper, and a door with a doorknob.

24 - Monroe Guest Room

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed
  • Free WiFi

View all photos for 19 - Massanutten

A traditional bedroom with a wooden bed, a dresser, a chair, and a nightstand.

19 - Massanutten

  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed
  • Free WiFi

View all photos for 17 - Lee Guest Room

A bedroom with a four-poster bed, a wooden dresser, a bedside table with a lamp, and a television on a stand.

17 - Lee Guest Room

9.0 out of 10
Wonderful
(2 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 Double Bed
  • Free WiFi

About the neighborhood

Located in Middletown, Wayside Inn is near the airport. Belle Grove Plantation and Stonewall Jackson's Headquarters are notable landmarks, and the area's natural beauty can be seen at Front Royal Entrance Shenandoah National Park and Skyline Caverns. Don't miss out on a visit to Dinosaur Land. Spend some time exploring the area's activities, including winery tours. Visit our Middletown travel guide
Map
7783 Main St, Middletown, VA, 22645

What's nearby

  • A cave with a bridge over a blue water pool, illuminated by artificial light.
    Skyline Caverns
    21 min drive - 17.2 miles
  • A cave with stalactites hanging from the ceiling and stalagmites rising from the ground.
    Luray Caverns
    47 min drive - 44.6 miles
  • Cedar Creek Battlefield Foundation
    2 min drive - 1.5 miles
  • Cedar Creek and Belle Grove National Historical Park
    2 min drive - 1.5 miles
  • Front Royal Entrance Shenandoah National Park
    21 min drive - 17.0 miles

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional)
    36 min drive

Restaurants

  • McDonald's
    7 min drive
  • McDonald's
    8 min drive
  • Starbucks
    7 min drive
  • McDonald's
    12 min walk
  • Taco Bell
    7 min drive

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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 self parking
  • Onsite parking includes off-street options

Food and drink

  • A restaurant
  • Coffee and tea in common areas
  • Couples/private dining
  • Private picnics

Restaurants on site

  • Clem's Kitchen

Things to do

  • Books
  • Concerts/live shows
  • Evening entertainment
  • Library

Family friendly

  • High chair

Conveniences

  • Guidebooks
  • Limited-hour front desk

Guest services

  • Housekeeping (on request) (for a fee)
  • 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.
  • Front entrance ramp
  • Handrails in stairways (33 inches high)
  • Thin carpet in room
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

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
Express check-out available

Special check-in instructions

The front desk is open daily from 1:00 PM - 8:00 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 staffed during limited hours
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
Information provided by the property may be translated using automated translation tools

Access methods

Access code, front desk (limited hours)

Pets

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

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 25.0 per day
Cribs (infant beds) are not available

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

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

We have included all charges provided to us by the property.

Optional extras

  • 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.

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

We should mention

This property does not have elevators

Frequently asked questions

Is Wayside Inn pet-friendly?

Yes, cats and dogs are allowed at this property. There's a fee of USD 50 per accommodation, per night. Service animals are exempt from fees.

How much is parking?

Self parking and extended parking are free at this property.

What time is check-in at Wayside Inn?

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM. Early check-in is available for a fee of USD 50.00 (subject to availability).

What time is check-out at Wayside Inn?

Check-out is at 11:00 AM. Late check-out is available for USD 50.00 (subject to availability).

Where is Wayside Inn located?

Situated near the airport, this hotel is 1.4 mi (2.3 km) from Cedar Creek Battlefield Foundation and 2.1 mi (3.4 km) from Belle Grove Plantation. Valerie Hill Winery and Jackson's Chase Golf Course are also within 9 mi (15 km).

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Reviews

Wayside Inn Reviews

9.2

Wonderful

9.4

Cleanliness

8.6

Location

9.6

Staff & service

8.8

Property conditions & facilities
Rating 10 - Excellent. 298 out of 441 reviews
Rating 8 - Good. 111 out of 441 reviews
Rating 6 - Okay. 20 out of 441 reviews
Rating 4 - Poor. 8 out of 441 reviews
Rating 2 - Terrible. 4 out of 441 reviews

Reviews

Verified

8/10 Good

Donna

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice historic place
Stayed 1 night in Jun 2026
Verified

10/10 Excellent

Jennifer

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean, well-maintained, delicious food, hot shower!
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Caroline

Liked: Staff & service, amenities, property conditions & facilities
Old building but clean and very comfortable. Perfect spot and price.
Stayed 1 night in Mar 2026
Verified

8/10 Good

Ninad

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nostalgia and history are prime attractions of this lovely inn. The barkeep Justin was friendly and helpful
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

jeff

Liked: Cleanliness, amenities, property conditions & facilities
Interesting unique place. We explored the different rooms, will definitely be back. With ghost hunting equipment.
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Megan

Liked: Cleanliness, amenities, property conditions & facilities
Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary!
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Sigrid

Liked: Cleanliness, staff & service, amenities
The Wayside more than met our expectations for early American historic properties. It has a broad selection of antique-filled bedrooms that are clean and comfortable. The public spaces vary from an 18th century log tavern encased in the younger early 19th century spaces with elegant Victorian parlors, all immaculately dusted. The floors are likewise beautifully kept up. The staff is welcoming and kindly and eager to talk about the Inn and its history. The restaurant Clem's Kitchen has a charming, attentive staff and excellent food with a vegetarian polenta that far surpassed the pasta option usually found in meat predominant restaurants. Their cocktails were superior. We plan to stay there any time we are in the Shenandoah Valley and will recommend it to friends and family who like to travel historic byways.
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Kristen

Liked: Cleanliness, staff & service, property conditions & facilities
Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again.
Stayed 1 night in Sep 2025
Verified

8/10 Good

Klaudia

Liked: Cleanliness, staff & service, room comfort
heater worked well, room was neat and clean.
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Laszlo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice quiet inn in a historic setting.
Stayed 1 night in May 2024
Verified

10/10 Excellent

Louise

Liked: Cleanliness, property conditions & facilities
Friendly, helpful staff.
Stayed 1 night in Jun 2025
Verified

8/10 Good

Michael

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.
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Priscilla

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
Verified

10/10 Excellent

anne

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
Verified

10/10 Excellent

Mark

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Historic and very nice

Easy check-in process. Nice room and quiet location.
Bedroom
Bath
View out the window
Stayed 2 nights in Oct 2023
Verified

8/10 Good

Dale

Liked: Cleanliness, staff & service, property conditions & facilities
If your history buff exploring the area this is your ideal base of operations. Close to many local historical sites and the place itself is a piece of Americana. If the walls could talk in this place who knows what it would tell us about the past. The place is remarkably well kept given its age and the centuries old architecture lends to the quaintness of this landmark.
Stayed 1 night in Jun 2025
Verified

10/10 Excellent

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved this property! Staff is extremely friendly and professional. Really unique place to stay with a ton of history!! Also very active with paranormal activity.
Stayed 1 night in Feb 2024
Verified

10/10 Excellent

Anthony

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful staff. Unique and historic inn. Clean comfortable and very interesting place with a very good restaurant on premises. So enjoyable.
Stayed 1 night in Nov 2023
Verified

10/10 Excellent

Prashant

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A peek into the world of the past in a very comfortable environment!
Stayed 1 night in May 2024
Verified

10/10 Excellent

Kenneth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

I'd stay there again!

We were fortunate enough to stay in one of the original rooms. Beautifully decorated, comfortable,clean and quiet. Exceptionally nice staff which told us the history of the Inn. I look forward to returning and having brunch with them on a Sunday.
Stayed 2 nights in Jul 2024
Verified

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
Verified

8/10 Good

Cathy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The accommodations were great. The room was clean. Besides the few restaurants in the area, you had to drive everywhere.
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Unique and lovely inn

What a unique inn!!!! It was very comfortable and the staff was wonderful to the point where the woman at the front desk walked me to my room, pointed out various things in the room as well as, when I went down to dinner, gave me a tour of the various dining rooms. I will definitely stay at the Wayside Inn again.
Stayed 1 night in May 2024
Verified

10/10 Excellent

Samuel

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Quaint and historical and comfortable too

Stayed at the Wayside Inn/Larricks Tavern in Middletown (basically on the Cedar Creek battlefield). A quaint historical place, like staying in someone's fancy home. I will return here on future explorations of the Shenandoah.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

Sharon

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