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Wayside Inn

3.5 star property
Colonial hotel near Cedar Creek Battlefield Foundation

Choose dates to view prices

Photo gallery for Wayside Inn

Bar (on property)
Lobby sitting area
Interior detail
15 - Bernstein Suite | Individually decorated, individually furnished, iron/ironing board
Exterior

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking included
  • Business services

Explore the area

View in a map
7783 Main St, Middletown, VA, 22645
  • Place, Cedar Creek Battlefield Foundation
    ‪3 min drive‬
  • Place, Cedar Creek and Belle Grove National Historical Park
    ‪3 min drive‬
  • Place, Belle Grove Plantation
    ‪5 min drive‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪42 min drive‬

Room options

View all photos for 04 - Wilkenson Guest Room

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

04 - Wilkenson Guest Room

  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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

  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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

  • 1 bedroom
  • 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)
  • 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)
  • 1 bedroom
  • 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

  • 1 bedroom
  • 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)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for 16 - Washington Stateroom

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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

  • 1 bedroom
  • 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)
  • 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

  • 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)
  • 1 bedroom
  • Sleeps 2
  • 1 Double Bed

View all photos for 19 - Massanutten

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

19 - Massanutten

  • 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

  • 1 bedroom
  • 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

  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

About the neighborhood

Middletown

Close to airport.Within 3 miles (5 km) of this Middletown hotel, you'll find Cedar Creek Battlefield Foundation and Belle Grove Plantation. Valerie Hill Winery is within 6 miles (10 km) and Jackson's Chase Golf Course is within 9 miles (15 km).

What's nearby

  • Cedar Creek Battlefield Foundation - 3 min drive - 1.5 miles
  • Cedar Creek and Belle Grove National Historical Park - 3 min drive - 1.5 miles
  • Belle Grove Plantation - 5 min drive - 2.4 miles
  • Front Royal Entrance Shenandoah National Park - 22 min drive - 15.4 miles
  • Skyline Caverns - 23 min drive - 16.3 miles

Getting around

  • Washington Dulles Intl. Airport (IAD) - 72 min drive

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪Starbucks - ‬7 min drive
  • ‪Ciro's - ‬8 min drive
  • ‪McDonald's - ‬12 min walk
  • ‪McDonald's - ‬8 min drive

About this property

Wayside Inn

Colonial hotel near Cedar Creek Battlefield Foundation
Wayside Inn offers its guests a library, a terrace, and a garden. Public spaces have free WiFi. Wayside Inn also features a picnic area, coffee/tea in a common area, and a fireplace in the lobby. Limited free parking is available on a first-come, first-served basis.

Smoking is allowed in designated areas at this Colonial Middletown hotel.

  • 22 guestrooms or units
  • 3 levels
  • Built in 1742
  • Coffee in lobby
  • Wedding services available
  • Library
  • Terrace
  • Garden
  • Outdoor picnic space
  • Fireplace in lobby
  • Smoking in designated areas
  • 1 conference room
Wayside Inn offers 22 air-conditioned accommodations with hair dryers and irons/ironing boards. Each accommodation is individually furnished and decorated. Televisions come with cable channels.

Bathrooms include bathtubs or showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Housekeeping is provided on request.

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Ramada by Wyndham Strasburg/Shenandoah Valley

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  • Pet friendly
  • Parking included
  • Free WiFi
4.1 out of 5, Very Good, 1,001 reviews
$76 nightly
The price is $84
Oct 5 - Oct 6
Total with taxes and fees
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Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM
Early check-in subject to availability
Early check-in fee: USD 50.00
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM
Late check-out subject to availability
Late check-out fee: USD 50.00

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

Access methods

Access code, staffed front desk

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are available for USD 25.0 per day.
  • Cribs (infant beds) are not available.

Property payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Cleaning fee: USD 5.00 per accommodation, per night
  • Bed sheets fee: USD 5.00 per accommodation, per night

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Early check-in fee: USD 50.00 (subject to availability)
  • Late check-out fee: USD 50.00 (subject to availability)
  • Housekeeping fee: USD 5.00 per night
  • Rollaway bed fee: USD 25.0 per day

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards, and cash
Safety features at this property include a fire extinguisher, a security system, and a first aid kit
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts Visa, Mastercard, American Express, Discover, debit cards, and cash. For guests' safety, the property includes a fire extinguisher, a security system, and a first aid kit in each accommodation.

Property is 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

How close is Wayside Inn to the airport?

Wayside Inn is 32.4 mi (36-min drive) away from the Martinsburg, WV (MRB-Eastern West Virginia Regional) airport, the closest popular airport to the property.

How much does it cost to stay at Wayside Inn?

As of Sep 26, 2025, prices found for a 1-night stay for 2 adults at Wayside Inn on Oct 26, 2025 start from $99.49, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Wayside Inn have an airport shuttle?

Airport shuttle services are not available at Wayside Inn.

Does Wayside Inn offer free breakfast?

Wayside Inn does not offer free breakfast.

Is there a casino at Wayside Inn?

No, there is no casino at this hotel.

What time is check-in at Wayside Inn?

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM. Early check-in costs USD 50.00 (subject to availability).

Is there free parking at Wayside Inn?

This hotel offers free self parking and extended parking.

Does Wayside Inn have a pool?

Wayside Inn does not have a pool.

Does Wayside Inn have a spa?

There are no spa services available at this hotel.

How close is Wayside Inn to downtown Middletown?

Wayside Inn is 0.2 mi away from Middletown.

Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 272 out of 406 reviews
Rating 8 - Good. 103 out of 406 reviews
Rating 6 - Okay. 19 out of 406 reviews
Rating 4 - Poor. 8 out of 406 reviews
Rating 2 - Terrible. 4 out of 406 reviews

9.4/10

Cleanliness

9.6/10

Staff & service

7.8/10

Amenities

8.6/10

Property conditions & facilities

8.2/10

Eco-friendliness

Reviews

8/10 Good

Dale

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 1 night in Jun 2025

10/10 Excellent

Louise

Liked: Cleanliness, property conditions & facilities
Friendly, helpful staff.
Stayed 1 night in Jun 2025

10/10 Excellent

Mary

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

10/10 Excellent

Kari

Liked: Cleanliness, amenities, property conditions & facilities
Stayed 3 nights in May 2025

10/10 Excellent

Judith C

Traveled with family
Liked: Cleanliness, staff & service
Friends were camping near by but I needed a haven away!
Stayed 2 nights in May 2025

8/10 Good

Christa

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

4/10 Poor

victor

No services at all, if you want a towel there is a few hours everyday that there is someone there, don’t ask a question after those hours. You’ll be talking to yourself
Stayed 5 nights in May 2025

6/10 Okay

Marianne

Business traveler
Liked: Cleanliness, staff & service
It was quaint and interesting, but beware if you don’t like the smell of antiques. I had to track down staff to check in and call the manager who frankly seemed a bit miffed that I called her. Staff member was friendly upon arrival. Water pressure in the shower was not great, although the room was clean.
Stayed 1 night in May 2025

8/10 Good

Frank

Liked: Cleanliness
Stayed 1 night in May 2025

10/10 Excellent

Norman

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in May 2025

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in Apr 2025

10/10 Excellent

mark

Liked: Cleanliness, staff & service
Stayed 1 night in Feb 2025

10/10 Excellent

Jennifer

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Was a very fun atmosphere with and employees and also other guess very nice and friendly and excellent wings
Stayed 2 nights in Jan 2025

10/10 Excellent

Priscilla

Traveled with group, Business traveler, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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!
Stayed 2 nights in Jan 2025

10/10 Excellent

Steven

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very charming. I will stay there again.
Stayed 1 night in Jan 2025

10/10 Excellent

william

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

10/10 Excellent

Wayne Or Patti

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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!
Stayed 1 night in Jan 2025

10/10 Excellent

Jaymeson

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

10/10 Excellent

Donald Luke

Stayed 2 nights in Dec 2024

10/10 Excellent

Meade

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Nov 2024

6/10 Okay

Ralph

Traveled with partner
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
Stayed 1 night in Dec 2024

10/10 Excellent

Jennifer

Stayed 2 nights in Nov 2024

4/10 Poor

Stephen

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort
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
Stayed 1 night in Nov 2024

10/10 Excellent

Aliyah

Stayed 4 nights in Oct 2024

10/10 Excellent

Keith

Stayed 1 night in Oct 2024