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Wayside Inn

3.5 star property
Hotel with restaurant, near Cedar Creek Battlefield Foundation

Choose dates to view prices

Photo gallery for Wayside Inn

Enjoy a drink at the bar, surrounded by a selection of beverages and rustic charm.
Relax in a classic room with a vintage sofa, chair, and potted plant, offering a view of the outdoors.
Enjoy casual dining on the patio with tables and chairs under red umbrellas.
Cozy room with a traditional design, featuring a leather armchair and wooden table, a large mirror, and a wooden cabinet.
Cozy room with a fireplace, upholstered chairs, and a sofa, set against a rustic backdrop of exposed beams and a brick wall.
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

  • Bar
  • Free WiFi
  • Air conditioning
  • Free parking
  • Restaurant

Main amenities (11)

  • Housekeeping (on request)
  • Restaurants and bar/lounge
  • Terrace
  • Air conditioning
  • Garden
  • Library
  • Reception fireplace
  • Meeting room
  • Picnic area
  • Wedding services
  • Ballroom

For families (6)

  • Cable/satellite TV service
  • Garden
  • Terrace
  • Bath or shower
  • Free self-parking
  • Children's menu
The current price is S$161
includes taxes & fees
22 Jul - 23 Jul

Room options

Available filters for rooms
Showing 22 of 22 rooms

View all photos for Standard Room, 2 Single Beds

Individually decorated, individually furnished, iron/ironing board

Standard Room, 2 Single Beds

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hairdryer
  • Sleeps 2
  • 2 Single Beds

View all photos for Standard Room, 1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

8.0 out of 10
Very good
(1 review)

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

Highlights

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

View all photos for Standard Room, 1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

10.0 out of 10
Exceptional
(1 review)

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

Highlights

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

View all photos for Standard Room, 1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

8.0 out of 10
Very good
(1 review)

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

10.0 out of 10
Exceptional
(1 review)

Highlights

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

View all photos for Standard Room, Multiple Beds

Individually decorated, individually furnished, iron/ironing board

Standard Room, Multiple Beds

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
TV
Separate bedroom
Private bathroom
Hairdryer
  • Sleeps 2
  • 2 Large Single Beds

View all photos for Premium Suite, 1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

Premium Suite, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)

Highlights

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

View all photos for Suite, 2 Double Beds

Individually decorated, individually furnished, iron/ironing board

Suite, 2 Double Beds

Highlights

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

View all photos for Suite, 1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

Suite, 1 Queen Bed

10.0 out of 10
Exceptional
(1 review)

Highlights

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

View all photos for Standard Room, 1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Queen Bed

10.0 out of 10
Exceptional
(2 reviews)

Highlights

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

View all photos for Standard Room, 2 Queen Beds

Individually decorated, individually furnished, iron/ironing board

Standard Room, 2 Queen Beds

8.0 out of 10
Very good
(1 review)

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

8.0 out of 10
Very good
(1 review)

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

Highlights

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

View all photos for Basic Room

Individually decorated, individually furnished, iron/ironing board

Basic 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
Hairdryer
  • Sleeps 3
  • 1 Double Bed

View all photos for Standard Room, 1 King Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 King Bed

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

8.8 out of 10
Excellent
(3 reviews)

Highlights

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

View all photos for Room

Individually decorated, individually furnished, iron/ironing board

Room

Highlights

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

View all photos for Standard Room, 1 Double Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 Double Bed

Highlights

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

View all photos for Standard Room, 1 King Bed

Individually decorated, individually furnished, iron/ironing board

Standard Room, 1 King Bed

Highlights

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

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About the area

Map
7783 Main St, Middletown, VA, 22645

What's nearby

  • Wayside Theater - 2 min walk - 0.2 km
  • 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

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 36 min drive
  • Washington Dulles International 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. Guests looking for a bite to eat can visit the restaurant, and the bar/lounge is the perfect spot to grab a drink at the end of the day. Other highlights at this Colonial hotel include a terrace and a garden. Fellow travellers 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 cots (infant beds)
DONE

Pets

    • Pets not allowed
    • Service animals welcome
WIFI

Internet

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

Parking

    • Free uncovered on-site self-parking
    • Free on-site extended parking
    • Free on-site motorhome/coach/lorry parking
    • On-site parking is limited
    • On-site parking includes off-street options
DONE

Other information

    • Designated smoking areas

Property amenities

Food and drink

  • Restaurant
  • Bar/lounge
  • Private dining
  • Private picnics

Travelling with children

  • Children's menu

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 reception
  • Banquet hall
  • Reception hall
  • Outdoor entertainment area
  • Outdoor furniture
  • Colonial architecture

Accessibility

  • Handrails in stairwells
  • Stairwell handrail height (centimetres): 84
  • Step-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

  • Bath or shower
  • Free toiletries
  • Hairdryer
  • Towels

Stay connected

  • Complimentary wireless Internet access (speed of 100+ Mbps (good for 1–2 people or up to 6 devices))

Food and drink

  • High chair

More

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

Special features

Dining

Larrick's Tavern – This pub serves dinner and light fare. Happy hour is offered.
Wayside Inn Restaurant – This restaurant serves brunch, dinner and light fare. Guests can enjoy drinks at the bar. A children's menu is available. Happy hour is offered. Open selected days.

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or checkout. 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 checkout can be arranged for an extra charge of USD 50.00 (subject to availability)

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 lifts.
Guests can rest easy knowing that 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 spaces may be limited. Free motorhome/bus/lorry 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.

Are there restaurants at or near Wayside Inn?

Yes, there's an on-site restaurant, Larrick's Tavern. The dining venue will be unavailable from 8 July 2025 to 18 July 2025 (dates subject to change).

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

8.8/10

Property conditions & facilities

8.2/10

Eco-friendliness

Popular mentions

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

Reviews

8/10

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.
1-night trip

10/10

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

10/10

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.
1-night trip

10/10

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

10/10

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!
2-night trip

10/10

Historically decorated place…very unique
1-night trip

10/10

Beautiful hotel!
1-night trip

8/10

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

10/10

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!!!!!
1-night trip

10/10

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!
1-night trip

8/10

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

8/10

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

10/10

i loved the history of the property
2-night trip

10/10

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

8/10

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

10/10

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.
2-night trip

10/10

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!
1-night trip

10/10

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.
1-night trip

10/10

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!
1-night trip

10/10

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

6/10

Great old period inn. Rooms were spectacularly decorated. However no heat in our room. Had to move. One lamp out of three worked. Shower head sad. No hair dryer. Overall a good experience
1-night trip

10/10

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

10/10

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

10/10

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

10/10

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