Wayside Inn

Colonial hotel within easy reach of Cedar Creek Battlefield Foundation

Choose dates to view prices

Where to?

Dates

November 2025

15

December 2025

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

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

Air conditioning
Free parking
Free WiFi

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

CNY962 total

includes taxes & fees

Nov 24 - Nov 25

Room options

Check availability for these dates

Tonight

Nov 15 - Nov 16

Tomorrow

Nov 16 - Nov 17

All rooms

1 bed

2 beds

Showing 22 of 22 rooms

01 - Jubal Early Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

02 - Reeves Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 King Bed

03 - Cedar Creek Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

04 - Wilkenson Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
2 Twin Beds

05 - Middletown Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Queen Bed

06 - Lincoln Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Private bathroom

Hair dryer

Cable/satellite channels

Sleeps 2
1 King Bed

07 - Jefferson Guest Room

Excellent

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

08 - Taylor Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

09 - Harrison Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

11 - Tyler Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Queen Bed

12 - Madison Stateroom

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
2 Queen Beds

14 - Rhodes Suite

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Queen Bed

15 - Bernstein Suite

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

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

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
2 Double Beds

18 - Shenandoah Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

20 - Rutherford Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
2 Large Twin Beds

21 - Hite Guest Room

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

22 - Byrd Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Private bathroom

Hair dryer

Cable/satellite channels

Sleeps 2
1 Queen Bed

23 - Wilson Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Queen Bed

24 - Monroe Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

TV

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

19 - Massanutten

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free rollaway/extra beds

TV

Private bathroom

Hair dryer

Sleeps 3
1 Double Bed

17 - Lee Guest Room

Wonderful

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free rollaway/extra beds

TV

Private bathroom

Hair dryer

Sleeps 3
1 Double Bed

Similar properties

Free breakfast
Pet friendly
Free parking
Free WiFi

CNY564 total

includes taxes & fees

Nov 23 - Nov 24

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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 - 26.6 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
‪Ciro's - ‬8 min drive
‪Starbucks - ‬7 min drive
‪McDonald's - ‬8 min drive
‪Taco Bell - ‬7 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.

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

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

Service staff

Room

History

Food

Dining rooms

Building

Ambience

Historical

Restaurant

Breakfast

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

May 28, 2025

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

Judith C, 2-night trip

10/10 Exceptional

Apr 18, 2024

Beautiful hotel!

JONATHAN, 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

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

10/10 Exceptional

Jul 24, 2022

It was a pleasant stay in a unique inn.

Marianne, 2-night trip

10/10 Exceptional

Nov 27, 2023

The warm feeling of an old inn…

Keith, 1-night trip

10/10 Exceptional

Jun 21, 2023

Great Place!!!!

Wayside Inn is amazing!!!! Great staff, quiet, unique rooms!!! Its my go to when Im in this area!!!! Thank you ladies for another awesome stay!!!!!

Lisa, 1-night trip

10/10 Exceptional

Nov 15, 2023

Wonderful staff. Unique and historic inn. Clean comfortable and very interesting place with a very good restaurant on premises. So enjoyable.

Anthony, 1-night trip

10/10 Exceptional

Aug 22, 2023

The hotel has all the charm you'd expect from a 1797 Inn. Will definitely return for a long weekend, and check out the National Historic sites in the area. The restaurant had excellent food and service.

Brian, 1-night trip

10/10 Exceptional

Sep 7, 2024

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

Sep 15, 2024

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

Apr 5, 2018

Very friendly and accommodating.

Lots of history.

10/10 Exceptional

Jul 14, 2023

The Wayside Inn in Middletown, VA was so lovely. The building is old, 1797, and it has been lovingly cared for. I died in Larrick's Tavern and my meal was delicious. I highly recommend staying here.

Deborah, 1-night trip

10/10 Exceptional

Oct 19, 2023

It was charming. The proprietors loved sharing information about the inn’s history. Lovely guest room, wonderful bed. Very much enjoyed the food. Overall very pleasing experience.

Carol, 1-night trip

8/10 Very good

Nov 6, 2023

This is a must-stay location. Very historic. The atmosphere is welcoming and I loved that it invited guests to interact with one another. The staff was awesome! Telling ghost stories and so helpful with plans.

Joan, 1-night trip

8/10 Very good

Feb 24, 2023

Easy stop on way to SC. Old style, built in 18th century. Bed comfortable, restaurant ok but not fine dining. Worth the visit

Gerald, 1-night trip

8/10 Very good

Feb 1, 2024

It was a good stay. We knew it was an old building and we like to find those and check them out. I would like to eat there sometime and we will most likely stop again. Had dinner in the tavern. It was good.

Laura, 1-night trip

10/10 Exceptional

Apr 7, 2024

Old World

Sheldon, 2-night trip

10/10 Exceptional

Oct 12, 2023

This is a wonderful old inn. The place lacks contemporary convenience. Our bathroom was Lilliputian, however the place reeked of our country's history. We loved it. A great inn experience requires a few things. Hot water. A good bed. A place to have a Pint. A genial host. Five stars all around.

philip, 1-night trip

10/10 Exceptional

Oct 2, 2023

Experience American History!!

I LOVE History so being able to stay somewhere with great History is awesome- The Inn is the OLDEST continuous operating Inn in America, I believe it was built in 1797, and was a key place during the Civil War- with History surrounding Stonewall Jackson and more! Just a mile down the road is another historical Plantation, Belle Grove also built in 1797- If you are a history buff this is a great experience, Dining was excellent and the staff went out of their way to accomadate me, as I have trouble walking sometimes. Would do it again and again!!!!

Anita J, 2-night trip

10/10 Exceptional

Oct 26, 2023

This place is oozing with charm and history. Lovely people work here. Very, very old building - don't expect standard rooms. But if you are willing to go down historical paths - you will love this inn. In other words, showers are squeezed into small spaces and floors and walls slant in places. Otherwise, they provide all the basic amenities and I wouldn't hesitate to stay there if I pass through again.

Amy de, 1-night trip

4/10 Fair

Oct 22, 2022

There was a fire at the inn in the middle of the night. We had yo evacuate and find another hotel. The Wayside Inn "says" they will reimburse us, but we have nothing in writing. It was a really disappointing and odd place.

Cristi, 2-night trip

8/10 Very good

Aug 18, 2018

Mother Daughter weekend

We arrived at the Inn early, and Becky was very gracious telling us that we could come back to check in earlier than the regular check-in time because the room had not been cleaned yet. The room was immaculate, and we like all of the antiques in the room. We spent part of the afternoon visiting a local brewery that was hosting a music festival and then came back to the town for lunch at Nana's Pub. We looked over some of the tag sales on the main street. Then came back and went to the room. My daughter had graduate school homework to complete and I had brought an extra internet device which helped her to complete her homework. We had dinner in the restaurant in the inn and then went back to the music festival. It was a lovely day even with the thunderstorm.

10/10 Exceptional

Jul 23, 2024

Fantastic stay!!

From the moment we arrived, we were greeted by the most friendly people. Our room was on the 3rd floor, which didn’t bother us at all because we don’t mind taking steps. I saw other people complain about that… it is a historic Inn, so no surprise. We went to the tavern and had a wonderful dinner/cocktails on 6/19… I didn’t catch her name, but she got me my iced tea with vodka which was fantastic. Later that night, I ran into Jenna and Ricardo that gave me the best stories of the Inn… I will definitely look for them on our next stay!!! We had brunch at the inn on Sunday…our waitress had only been there a couple days. She was wonderful and actually showed us our way around all the nooks and crannies…I wish I was more alert with everyone’s names. Even the bus boy came around to make sure our table was clear of any used dishes. Seriously, wonderful time!! And for the people that put down being placed in “a servants kitchen… that’s where I requested to be!!! That’s why you stay in a historic place to begin with!!! We didn’t want to leave!!