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Wayside Inn

3.5 star property
Colonial hotel within easy reach of Cedar Creek Battlefield Foundation

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Photo gallery for Wayside Inn

Bar (on property)
15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board
Interior detail
Lobby sitting area
Exterior
Nestled near Belle Grove Plantation, Wayside Inn offers a charming escape with concerts and live shows. Unwind at the garden or by the fireplace in the lobby, indulge in dinner and happy hour at Larrick's Tavern, or lose yourself in a good book from the library.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi
  • Air conditioning
  • Free parking

Main amenities (11)

  • Housekeeping (on request)
  • Terrace
  • Coffee/tea in a common area
  • Air conditioning
  • Garden
  • Library
  • Lobby fireplace
  • Meeting room
  • Picnic area
  • Wedding services
  • Ballroom

Feel at home (6)

  • Cable/satellite TV service
  • Garden
  • Terrace
  • Bathtub or shower
  • Free self parking
  • Highchair
The current price is $105
$126 total
includes taxes & fees
Aug 4 - Aug 5

Room options

Available filters for rooms
Showing 22 of 22 rooms

View all photos for 04 - Wilkenson Guest Room

04 - Wilkenson Guest Room | Individually decorated, individually furnished, iron/ironing board

04 - Wilkenson Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 2 Twin Beds

View all photos for 05 - Middletown Guest Room

05 - Middletown Guest Room | Individually decorated, individually furnished, iron/ironing board

05 - Middletown Guest Room

8.0 out of 10
Very good
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Queen Bed

View all photos for 03 - Cedar Creek Guest Room

03 - Cedar Creek Guest Room | Individually decorated, individually furnished, iron/ironing board

03 - Cedar Creek Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 23 - Wilson Guest Room

23 - Wilson Guest Room | Individually decorated, individually furnished, iron/ironing board

23 - Wilson Guest Room

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Queen Bed

View all photos for 24 - Monroe Guest Room

24 - Monroe Guest Room | Individually decorated, individually furnished, iron/ironing board

24 - Monroe Guest Room

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 21 - Hite Guest Room

21 - Hite Guest Room | Individually decorated, individually furnished, iron/ironing board

21 - Hite Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 22 - Byrd Guest Room

22 - Byrd Guest Room | Individually decorated, individually furnished, iron/ironing board

22 - Byrd Guest Room

8.0 out of 10
Very good
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Private bathroom
Hair dryer
Cable channels
  • Sleeps 2
  • 1 Queen Bed

View all photos for 18 - Shenandoah Guest Room

18 - Shenandoah Guest Room | Individually decorated, individually furnished, iron/ironing board

18 - Shenandoah Guest Room

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 20 - Rutherford Stateroom

20 - Rutherford Stateroom | Individually decorated, individually furnished, iron/ironing board

20 - Rutherford Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 2 Large Twin Beds

View all photos for 15 - Bernstein Suite

15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board

15 - Bernstein Suite

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Queen Bed

View all photos for 16 - Washington Stateroom

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 2 Double Beds

View all photos for 14 - Rhodes Suite

14 - Rhodes Suite | Individually decorated, individually furnished, iron/ironing board

14 - Rhodes Suite

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Queen Bed

View all photos for 11 - Tyler Guest Room

11 - Tyler Guest Room | Individually decorated, individually furnished, iron/ironing board

11 - Tyler Guest Room

10.0 out of 10
Exceptional
(2 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Queen Bed

View all photos for 12 - Madison Stateroom

12 - Madison Stateroom | Individually decorated, individually furnished, iron/ironing board

12 - Madison Stateroom

8.0 out of 10
Very good
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 2 Queen Beds

View all photos for 08 - Taylor Guest Room

08 - Taylor Guest Room | Individually decorated, individually furnished, iron/ironing board

08 - Taylor Guest Room

8.0 out of 10
Very good
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 09 - Harrison Guest Room

09 - Harrison Guest Room | Individually decorated, individually furnished, iron/ironing board

09 - Harrison Guest Room

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 17 - Lee Guest Room

Individually decorated, individually furnished, iron/ironing board

17 - Lee Guest Room

8.0 out of 10
Very good
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
TV
Private bathroom
Hair dryer
  • Sleeps 3
  • 1 Double Bed

View all photos for 06 - Lincoln Stateroom

06 - Lincoln Stateroom | Individually decorated, individually furnished, iron/ironing board

06 - Lincoln Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Private bathroom
Hair dryer
Cable channels
  • Sleeps 2
  • 1 King Bed

View all photos for 07 - Jefferson Guest Room

07 - Jefferson Guest Room | Individually decorated, individually furnished, iron/ironing board

07 - Jefferson Guest Room

8.8 out of 10
Excellent
(3 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 19 - Massanutten

19 - Massanutten | Individually decorated, individually furnished, iron/ironing board

19 - Massanutten

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Free rollaway/extra beds
TV
Private bathroom
Hair dryer
  • Sleeps 3
  • 1 Double Bed

View all photos for 01 - Jubal Early Stateroom

01 - Jubal Early Stateroom | Individually decorated, individually furnished, iron/ironing board

01 - Jubal Early Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 Double Bed

View all photos for 02 - Reeves Stateroom

02 - Reeves Stateroom | Individually decorated, individually furnished, iron/ironing board

02 - Reeves Stateroom

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hair dryer
  • Sleeps 2
  • 1 King Bed

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About the neighborhood

Map
7783 Main St, Middletown, VA, 22645

What's nearby

  • Cedar Creek Battlefield Foundation - 3 min drive - 2.5 km
  • Cedar Creek and Belle Grove National Historical Park - 3 min drive - 2.5 km
  • Belle Grove Plantation - 5 min drive - 3.8 km
  • Front Royal Entrance Shenandoah National Park - 22 min drive - 24.8 km
  • Skyline Caverns - 23 min drive - 26.2 km

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 36 min drive
  • Washington Dulles Intl. Airport (IAD) - 72 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪McDonald's - ‬11 min walk
  • ‪Starbucks - ‬7 min drive
  • ‪Queen Street Diner - ‬10 min drive

About this property

Wayside Inn

Wayside Inn is a great choice for a stay in Middletown. You'll have free perks like WiFi and self parking. Other highlights at this Colonial hotel include a terrace and a garden. Fellow travelers love the helpful staff.

Languages

English

At a glance

DONE

Hotel size

    • 22 rooms
    • Arranged over 3 floors
DONE

Arriving/Leaving

    • Check-in start time: 3:00 PM; Check-in end time: 8:00 PM
    • Early check-in subject to availability
    • Minimum check-in age: 18
    • Check-out time is 11:00 AM
    • Late check-out subject to availability
DONE

Special check-in instructions

    • The front desk is open Monday - Saturday (9:00 AM - 5:00 PM) and Sunday - Sunday (9:00 AM - 2:00 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 staff will greet guests on arrival at the property
    • 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
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 18
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets not allowed
    • Service animals welcome
WIFI

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
LOCAL_PARKING

Parking

    • Free uncovered onsite self parking
    • Free onsite extended parking
    • Free onsite RV/bus/truck parking
    • Onsite parking limited
    • Onsite parking includes off-street options
DONE

Other information

    • Designated smoking areas

Property amenities

Food and drink

  • Coffee/tea in a common area
  • Private dining
  • Private picnics

What to do

  • Concerts/live shows
  • Evening entertainment
  • Winery tours nearby

Working away

  • Meeting room

Services

  • Wedding services
  • Romance packages

Facilities

  • Built in 1742
  • Garden
  • Picnic area
  • Terrace
  • Library
  • Fireplace in lobby
  • Banquet hall
  • Reception hall
  • Outdoor entertainment area
  • Outdoor furniture
  • Colonial architecture

Accessibility

  • Handrails in stairways
  • Stairway handrail height (inches): 33
  • Stair-free path to entrance
  • Thin carpet in room

Room amenities

Be entertained

  • Television
  • Cable TV channels

Home comfort

  • Air conditioning and heating
  • Iron/ironing board

Sleep well

  • Alarm clock

What to enjoy

  • Individually furnished and decorated

Freshen up

  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Towels

Stay connected

  • Free WiFi (speed of 100+ Mbps (good for 1–2 people or up to 6 devices))

Food and drink

  • Highchair

More

  • Housekeeping (on request)
  • Guidebooks/recommendations
  • Local maps

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
  • Cleaning fee: USD 5.00 per accommodation, per night
  • Bed sheets fee: USD 5.00 per accommodation, per night

Optional extras

  • Early check-in can be arranged for an extra charge of USD 50.00 (subject to availability)
  • Late check-out can be arranged for an extra charge of USD 50.00 (subject to availability)
  • Housekeeping is offered for an extra charge of USD 5.00 per night

Renovations and closures

The following facilities or services will be unavailable from July 8 2025 to July 18 2025 (dates subject to change):
  • Bar/Lounge(s)
  • Dining venue(s)

Children & extra beds

  • Rollaway beds are available for USD 25.0 per day

Policies

This property does not have elevators.
Guests can rest easy knowing there's a fire extinguisher, a security system, and a first aid kit on site.
This property accepts credit cards, debit cards and cash.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

Wayside Inn Middletowne
Wayside Middletowne
Wayside Inn Middletown
Wayside Middletown
Wayside Inn Middletown
Wayside Middletown
Inn Wayside Inn Middletown
Middletown Wayside Inn Inn
Wayside Inn Middletowne
Inn Wayside Inn
Wayside
Wayside Inn Hotel
Wayside Inn Middletown
Wayside Inn Hotel Middletown

Frequently asked questions

Are pets allowed at Wayside Inn?

Sorry, pets aren't allowed, but service animals are welcome.

Is parking offered on site at Wayside Inn?

Yes, there's free self and extended parking. Parking spots may be limited. Free RV/bus/truck parking is available.

What are the check-in and check-out times at Wayside Inn?

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM. There's a charge of USD 50.00 for early check-in (subject to availability). Check-out time is 11:00 AM. Late check-out is available for a charge of USD 50.00 (subject to availability).

What is there to do at Wayside Inn and nearby?

Wayside Inn has a picnic area and a garden.

What's the area around Wayside Inn like?

Wayside Inn is located a short 1-minute walk from Wayside Theater.

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Wayside Inn Reviews

Reviews

9.2

Wonderful

9.4/10

Cleanliness

9.6/10

Staff & service

8.0/10

Amenities

8.6/10

Property conditions & facilities

8.2/10

Eco-friendliness

Popular mentions

Service staff
Room
History
Food
Historical
Restaurant
Ambience
Dining rooms
Building
Breakfast

Reviews

8/10 Very good

We arrived very late but man from the bar was extremely helpful and walked us to our room. Was a nice place to sleep, wish we had more time to explore.
Alecia, 1-night trip

10/10 Exceptional

Friends were camping near by but I needed a haven away!
Judith C, 2-night trip

10/10 Exceptional

Wayside Inn charming

Connecting with Family and Friends. Wanted to stay someplace interesting not a box/tel. Wayside was charming and interesting. An old, so expectations should be tailored accordingly.
Daniel, 1-night trip

10/10 Exceptional

Very charming. I will stay there again.
Steven, 1-night trip

10/10 Exceptional

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!
Priscilla, 2-night trip

10/10 Exceptional

Historically decorated place…very unique
Celina, 1-night trip

10/10 Exceptional

Beautiful hotel!
JONATHAN, 1-night trip

8/10 Very good

Nice quiet inn in a historic setting.
Laszlo, 1-night trip

10/10 Exceptional

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!!!!!
anne, 1-night trip

10/10 Exceptional

P&W

What a gem! The place is fantastically kept, the decor (including Holiday) was beautiful. Our room was comfortable, drinks and dinner at the Tavern were excellent. The Service was exceptional. Our check-in clerk (Brittany) was so nice and knowledgeable about the Inn. She gave us a tour along with the history. We loved our stay and will definitely return!
Wayne Or Patti, 1-night trip

8/10 Very good

The country’s oldest motor inn.
William, 2-night trip

8/10 Very good

This historical property was very well kept and welcoming! I rebooked on checkout.
Rosanne, 1-night trip

10/10 Exceptional

i loved the history of the property
Carl, 2-night trip

8/10 Very good

Everyone was super nice! Beautiful place!
Sabrina, 1-night trip

10/10 Exceptional

Love the inside. Rooms and public spaces were fantastic. Outside needs some rehab.
Joanne, 2-night trip

10/10 Exceptional

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.
Kenneth, 2-night trip

10/10 Exceptional

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!
Sharon, 1-night trip

10/10 Exceptional

One night stay, with a comfortable bed and quiet floor. We checked in at 8 pm and checked out at 8 am. There was no one at the desk, but check in and out was seamless.
Daniel, 1-night trip

10/10 Exceptional

A peek into the world of the past in a very comfortable environment!
Prashant, 1-night trip

10/10 Exceptional

If you like an old Inn with a lot of character and history, this is the place. we really enjoyed our two night stay.
Eric, 2-night trip

10/10 Exceptional

It was a pleasant stay in a unique inn.
Marianne, 2-night trip

10/10 Exceptional

There is so much history at Wayside Inn. All the staff are so incredibly friendly and down to Earth! Ricardo, Dawn, Shantell, Monica-you all are amazing! Thank you for always making us feel welcome! The food is amazing, the people are amazing and the rooms are cozy! Definitely come check out the Wayside Inn & Larricks Tavern!
Krystal, 1-night trip

10/10 Exceptional

Charming and delightful

Lovely stay. Felt like i was at my great grandmothers house.
Julia, 1-night trip

10/10 Exceptional

Historic and very nice

Easy check-in process. Nice room and quiet location.
Bedroom
Bath
View out the window
Mark, 2-night trip

10/10 Exceptional

History

This place is absolutely amazing. So much history and stories. Oldest Motor Inn in America. Highly recommend.
Christie, 1-night trip