Wayside Inn

Colonial hotel within easy reach of Cedar Creek Battlefield Foundation

Choose dates to view prices

Where to?

Dates

December 2025

18

January 2026

Lobby sitting area - Wayside Inn (Middletown)

Interior detail - Wayside Inn (Middletown)

Point of interest - Wayside Inn (Middletown)

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.

Wonderful

Popular amenities

Free parking
Free WiFi
Air conditioning

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

CNY630 total

includes taxes & fees

Dec 21 - Dec 22

Room options

Check availability for these dates

Tonight

Dec 18 - Dec 19

Tomorrow

Dec 19 - Dec 20

All rooms

1 bed

2 beds

Showing 22 of 22 rooms

01 - Jubal Early Stateroom

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

02 - Reeves Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 King Bed

03 - Cedar Creek Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

04 - Wilkenson Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
2 Twin Beds

05 - Middletown Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Queen Bed

06 - Lincoln Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Hair dryer

Private bathroom

Cable channels

Sleeps 2
1 King Bed

07 - Jefferson Guest Room

Excellent

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

08 - Taylor Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

09 - Harrison Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

11 - Tyler Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Queen Bed

12 - Madison Stateroom

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
2 Queen Beds

14 - Rhodes Suite

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Queen Bed

15 - Bernstein Suite

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
2 Double Beds

18 - Shenandoah Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

20 - Rutherford Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
2 Large Twin Beds

21 - Hite Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

22 - Byrd Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Hair dryer

Private bathroom

Cable channels

Sleeps 2
1 Queen Bed

23 - Wilson Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Queen Bed

24 - Monroe Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Hair dryer

Private bathroom

1 bedroom
Sleeps 2
1 Double Bed

19 - Massanutten

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free rollaway/extra beds

TV

Hair dryer

Private bathroom

Sleeps 3
1 Double Bed

17 - Lee Guest Room

Wonderful

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free rollaway/extra beds

TV

Hair dryer

Private bathroom

Sleeps 3
1 Double Bed

Similar properties

Pool
Free breakfast
Free parking
Free WiFi

CNY793 total

includes taxes & fees

Dec 25 - Dec 26

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About the neighborhood

7783 Main St, Middletown, VA, 22645

What's nearby

Wayside Theater - 2 min walk - 0.2 km
Cedar Creek Battlefield Foundation - 2 min drive - 2.5 km
Cedar Creek and Belle Grove National Historical Park - 2 min drive - 2.5 km
Front Royal Entrance Shenandoah National Park - 17 min drive - 24.8 km
Skyline Caverns - 18 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 - ‬7 min drive
‪McDonald's - ‬8 min drive
‪Starbucks - ‬7 min drive
‪Ciro's - ‬8 min drive
‪Taco Bell - ‬7 min drive

About this property

Wayside Inn

Enjoy your visit to Middletown with a stay at Wayside Inn. 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.

At a glance

Hotel size

- 22 rooms
- Arranged over 3 floors

Arriving/Leaving

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

Special check-in instructions

- The front desk is open Monday to Thursday (9:00 AM – 8:00 PM), Friday to Saturday (9:00 AM – 9:00 PM), and Sunday to Sunday (9:00 AM – 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 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
- Information provided by the property may be translated using automated translation tools

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

Children

- No cribs (infant beds)

Pets

- Pets not allowed
- Service animals welcome

Internet

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

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

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 (surcharge)
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

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). Express check-out is available.

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

9.2

Wonderful

9.4

Cleanliness

8.6

Location

9.6

Staff & service

8.2

Eco-friendliness

8.6

Property conditions & facilities

Popular mentions

Room

Service staff

History

Food

Ambience

Dining rooms

Historical

Restaurant

Building

Shower

8/10 Very good

Nov 17, 2025

heater worked well, room was neat and clean.

Klaudia, 2-night trip

8/10 Very good

Sep 19, 2025

Great, Historic Motor Coach

Very interesting place to stay. Lots of history.

Tim, 2-night trip

10/10 Exceptional

Aug 21, 2025

Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating.

diana, 3-night trip

10/10 Exceptional

Aug 24, 2025

What a lovely place. We spent a night here, and the facility was historic and beautiful. Our room was clean and comfortable. The staff could not have been kinder and more welcoming. We really enjoyed talking with them about the history of the area. I hope we can stay here again!!

Jami, 1-night trip

10/10 Exceptional

Jun 15, 2025

Friendly, helpful staff.

Louise, 1-night trip

8/10 Very good

Jul 7, 2025

We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere.

jeffrey, 1-night trip

8/10 Very good

Jun 29, 2025

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

May 28, 2025

Friends were camping near by but I needed a haven away!

Judith C, 2-night trip

8/10 Very good

Jun 30, 2025

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.

Michael, 1-night trip

8/10 Very good

Jun 17, 2025

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.

Dale, 1-night trip

4/10 Fair

Jul 9, 2025

Only stay here if you are a history buff. Do not stay on an upper floor during the summer. The cooling is terrible because of the age of the building. It was clean and quiet. Picture is deceptive because the bar and restaurant are not open.

HENRY, 1-night trip

10/10 Exceptional

Apr 18, 2024

Beautiful hotel!

JONATHAN, 1-night trip

10/10 Exceptional

Feb 2, 2025

Was a very fun atmosphere with and employees and also other guess very nice and friendly and excellent wings

Jennifer, 2-night trip

8/10 Very good

May 26, 2024

Nice quiet inn in a historic setting.

Laszlo, 1-night trip

10/10 Exceptional

Jan 16, 2025

Very charming. I will stay there again.

Steven, 1-night trip

10/10 Exceptional

Jan 24, 2025

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

Apr 26, 2025

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

6/10 Good

Sep 12, 2025

We were very surprised that the Tavern and Restaurant were closed. This should have been advertised before booking. The room was very clean, but the bathroom was very dated with peeling paint, the bathtub was scaled with residue, and discolored peeling concrete resin. The carpet was old, stained, and bubbling up, which is a tripping hazard. The window shades in the room were ripped and broken as well. THIS INN has SO much Potential, so sad to see how run down it is. I booked this thinking it was a quaint little inn for our 10th anniversary.I was shocked and did not expect the accommodations to be what they were. We made the best of it, but it was very disappointing.

Marina, 2-night trip

10/10 Exceptional

Oct 18, 2024

Historically decorated place…very unique

Celina, 1-night trip

8/10 Very good

Jul 7, 2024

The country’s oldest motor inn.

William, 2-night trip

10/10 Exceptional

Oct 2, 2024

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