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Wayside Inn

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

Choose dates to view prices

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Wayside Inn

Serves dinner and happy hour
Exterior
Exterior
Lobby sitting area
12 - Madison Stateroom | Individually decorated, individually furnished, iron/ironing board

Reviews

9.2 out of 10

Wonderful

Popular amenities

  • Bar
  • Air conditioning
  • Free WiFi
  • Free parking
  • Restaurant
Main amenities
  • Housekeeping (on request)
  • Restaurant and bar/lounge
  • Terrace
  • Air conditioning
  • Garden
  • Library
  • Lobby fireplace
  • Meeting room
  • Picnic area
  • Wedding services
  • Ballroom
For families
  • Cable/satellite TV service
  • Garden
  • Terrace
  • Bathtub or shower
  • Free self parking
  • Kids' menu
The price is $93
includes taxes & fees
$84 per night
Dec 1 - Dec 2

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

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

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

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

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

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

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

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

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

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

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

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

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

Similar properties

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Free breakfast
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8.0 out of 10, Very Good, (1105)
The price is $70
includes taxes & fees
$63 per night
Dec 8 - Dec 9
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About the neighborhood

Map
7783 Main St, Middletown, VA, 22645

What's nearby

  • Wayside Theater - 1 min walk - 0.1 km
  • Cedar Creek Battlefield Foundation - 2 min drive - 2.2 km
  • Belle Grove Plantation - 4 min drive - 3.5 km
  • Front Royal Entrance Shenandoah National Park - 21 min drive - 23.1 km
  • Skyline Caverns - 22 min drive - 23.6 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬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 check out 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 travelers love the helpful staff.

Languages

English

At a glance

Hotel size

  • 22 rooms
  • Arranged over 3 floors

Arriving/Leaving

  • Check-in start time: 1:00 PM; Check-in end time: 2:00 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

Restrictions related to your trip

  • Check COVID-19 restrictions.

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
  • 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

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

Traveling 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 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

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 select days.

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)

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.

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: 1:00 PM; Check-in end time: 2:00 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 onsite restaurant, Larrick's Tavern.
What's the area around Wayside Inn like?
Wayside Inn is located a short 1-minute walk from Wayside Theater.

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

Reviews

10/10 Exceptional

Jennifer, 2-night trip
Verified Hotels.com guest review

4/10 Fair

I really want to be refunded for my stay I was greatly disappointed in everything about the Inn the Inn keeper should not be stating the Inn is beautiful and warm. Was lacking paint and carpet cleaning and windows not working and terrible bathroom and I will never use Inn ever of course but also never use Hotel.com
Stephen, 1-night trip
Verified Hotels.com guest review

10/10 Exceptional

Aliyah, 4-night trip
Verified Hotels.com guest review

10/10 Exceptional

Keith, 1-night trip
Verified Hotels.com guest review

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 business trip
Verified Hotels.com guest review

10/10 Exceptional

Mallaree, 2-night trip
Verified Hotels.com guest review

6/10 Good

Beautiful historic facility but in need of much updating. Staff rarely on the property and not overly friendly. Owner shows a lack of hospitality knowledge: cheap soap/shampoo, no glasses provided, no room refrigerator or available ice except from the staff during 9-5 hours. Dangerous situation with the TV cable strung across the floor at bathroom door.
John Paul, 2-night romance trip
Verified Expedia guest review

8/10 Very Good

Facilities consistent with historical age and traditions of the hotel. There were few people staying at the hotel and arrival registration was by phone which was a first for me. The staff was helpful however.
John, 1-night romance trip
Verified Expedia guest review

8/10 Very Good

Timothy, 1-night business trip
Verified Hotels.com guest review

10/10 Exceptional

i loved the history of the property
Carl, 2-night romance trip
Verified Expedia guest review

10/10 Exceptional

Charles, 3-night trip
Verified Expedia guest review

10/10 Exceptional

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!!
Shannon, 2-night trip
Verified Hotels.com guest review

2/10 Poor

Maria, 1-night trip
Verified Expedia guest review

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
Verified Hotels.com guest review

10/10 Exceptional

What an awesome Americana stop! I used the inn as home base to explore Cedar Creek NP on my way to OBX. The room was clean and quirky with unique antique furniture. The staff was positive and quick to tell me all the ways I may be haunted whilst there - fun! :-) I ate at the inn for dinner the first night and the BLT and fries were perfect - as well as the dirty martini. Will definitely use this as a stop in the future.
Jessica, 2-night trip
Verified Expedia guest review

10/10 Exceptional

Anne O, 2-night trip
Verified Hotels.com guest review

10/10 Exceptional

Very unique. Absolutely loved the history.
Janet, 1-night trip
Verified Expedia guest review

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
Verified Hotels.com guest review

8/10 Very Good

The country’s oldest motor inn.
William, 2-night trip
Verified Expedia guest review

8/10 Very Good

Comfortable stay
Anne O, 1-night family trip
Verified Hotels.com guest review

6/10 Good

Super creepy and old, feels haunted, tiny bathroom and 3 steps to access it. Need a step stool to get into bed. No staff on property after 8pm.
Joseph, 1-night romance trip
Verified Expedia guest review

8/10 Very Good

Donald, 1-night trip
Verified Hotels.com guest review

8/10 Very Good

Nice quiet inn in a historic setting.
Laszlo, 1-night romance trip
Verified Expedia guest review

8/10 Very Good

Peter E, 1-night trip
Verified Expedia guest review

8/10 Very Good

Everyone was super nice! Beautiful place!
Sabrina, 1-night romance trip
Verified Expedia guest review