Wayside Inn

Colonial hotel in Middletown with free parking

Choose dates to view prices

Where to?

Dates

November 2025

December 2025

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

Overview
Rooms
Location
Policies

Wonderful

Popular amenities

Free WiFi
Air conditioning
Parking included
Business services

Explore the area

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

01 - Jubal Early Stateroom

1 bedroom
Sleeps 2
1 Double Bed

02 - Reeves Stateroom

1 bedroom
Sleeps 2
1 King Bed

03 - Cedar Creek Guest Room

1 bedroom
Sleeps 2
1 Double Bed

04 - Wilkenson Guest Room

1 bedroom
Sleeps 2
2 Twin Beds

05 - Middletown Guest Room

Very good

1 bedroom
Sleeps 2
1 Queen Bed

06 - Lincoln Stateroom

Sleeps 2
1 King Bed

07 - Jefferson Guest Room

Excellent

1 bedroom
Sleeps 2
1 Double Bed

08 - Taylor Guest Room

Very good

1 bedroom
Sleeps 2
1 Double Bed

09 - Harrison Guest Room

1 bedroom
Sleeps 2
1 Double Bed

11 - Tyler Guest Room

Exceptional

1 bedroom
Sleeps 2
1 Queen Bed

12 - Madison Stateroom

Very good

1 bedroom
Sleeps 2
2 Queen Beds

14 - Rhodes Suite

Exceptional

1 bedroom
Sleeps 2
1 Queen Bed

15 - Bernstein Suite

Exceptional

1 bedroom
Sleeps 2
1 Queen Bed

Individually decorated, individually furnished, iron/ironing board

16 - Washington Stateroom

1 bedroom
Sleeps 2
2 Double Beds

18 - Shenandoah Guest Room

Exceptional

1 bedroom
Sleeps 2
1 Double Bed

20 - Rutherford Stateroom

1 bedroom
Sleeps 2
2 Large Twin Beds

21 - Hite Guest Room

1 bedroom
Sleeps 2
1 Double Bed

22 - Byrd Guest Room

Very good

Sleeps 2
1 Queen Bed

23 - Wilson Guest Room

Exceptional

1 bedroom
Sleeps 2
1 Queen Bed

24 - Monroe Guest Room

Exceptional

1 bedroom
Sleeps 2
1 Double Bed

19 - Massanutten

Sleeps 3
1 Double Bed

17 - Lee Guest Room

Wonderful

Sleeps 3
1 Double Bed

About the neighborhood

Middletown

Cedar Creek Battlefield Foundation is within 2 miles (3 km) of Wayside Inn while other popular attractions such as Belle Grove Plantation are within 3 miles (5 km). This 22-room hotel welcomes guests with conveniences like free in-room WiFi, free self parking, and coffee/tea in a common area.

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

About this property

Wayside Inn

Colonial hotel in Middletown with free parking

Wayside Inn features free WiFi in public areas, coffee in a common area, and a meeting room. You can take advantage of free parking if you drive. Additional amenities include a library, express check-out, and a terrace.

Guests can expect to find free WiFi and TVs with cable channels. Bathrooms have hair dryers and free toiletries. Ironing boards and wardrobes or closets are other standard amenities. Housekeeping is available on request.

Similar properties

Breakfast included
Pet friendly
Parking included
Free WiFi

$72 nightly

Nov 23 - Nov 24

Total with taxes and fees

Property amenities

Internet

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

Parking and transportation

Free uncovered self parking on site
Free extended parking on site
Free RV/bus/truck parking on site
Limited onsite parking
Onsite parking includes off-street options

Food and drink

Coffee and tea in common areas
Couples/private dining
Private picnics

Things to do

Books
Concerts/live shows
Evening entertainment
Library

Family friendly

High chair

Conveniences

Guidebooks

Guest services

Housekeeping (on request)
Proposal/romance packages
Wedding services

Business services

Meeting room

Outdoors

Garden
Outdoor entertainment area
Outdoor furniture
Picnic area
Terrace

Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Handrails in stairways (33 inches high)
No elevator
Stair-free path to entrance
Thin carpet in room

3 floors
Ballroom
Banquet hall
Built in 1742
Colonial architecture
Designated smoking areas
Fireplace in lobby
Reception hall

Room amenities

Bathroom

Bathtub or shower
Free toiletries
Hair dryer
Towels provided

Entertainment

TV with cable channels

Air conditioning
Heating
Individual decor
Individual furnishings
Iron/ironing board

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

Express check-out available

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

Access methods

Access code, staffed front desk

Pets

Service animals exempt from fees

Children and extra beds

Rollaway/extra beds are available for USD 25.0 per day

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

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

These are all of the charges provided to us by the property.

Optional extras

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

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

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

Check-in: 3:00 PM—-8:00 PM
Check-out: 11:00 AM
Minimum check-in age: 18

Driving? This property offers free self parking, along with free RV, bus, and truck parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards, debit cards, and cash.
Onsite safety features include a fire extinguisher, a security system, and a first aid kit.

Additional information about polices, regulations, and more:

There are no elevators.
No cribs or infant beds are available.

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

What's there to see around Wayside Inn?

This hotel is located in Middletown, just steps from Wayside Theater. You'll also find Cedar Creek and Belle Grove National Historical Park and Cedar Creek Battlefield Foundation within a short drive.

Will I be able to park at Wayside Inn?

Yes, self parking and long-term parking are offered for free at the hotel. Though parking is limited, free RV/bus/truck parking is also available.

Does Wayside Inn include a casino on the premises?

No, Wayside Inn doesn't have a casino.

Will I find an indoor pool at Wayside Inn?

No, there is no indoor pool at this hotel.

What will couples enjoy most about a stay at Wayside Inn?

There are plenty of amenities for couples at this hotel, including private dining, proposal/romance packages, and private picnics.

Does Wayside Inn have a hot tub?

No, there isn't a spa tub at this hotel.

Does Wayside Inn have a restaurant that serves breakfast?

No, Wayside Inn doesn't have a restaurant that serves breakfast.

Will Wayside Inn allow pets to stay for free?

No, pets aren't allowed at Wayside Inn though service animals are welcome.

Does Wayside Inn have connecting rooms?

No, this hotel doesn't feature connecting guestrooms.

Can I book a room with a balcony at Wayside Inn?

No, there aren't any guestrooms with balconies at Wayside Inn.

Does Wayside Inn host weddings?

There are wedding services available at Wayside Inn if that's in your vacation plans.

Wayside Inn Reviews

9.2

Wonderful

9.4/10

Cleanliness

9.6/10

Staff & service

7.8/10

Amenities

8.6/10

Property conditions & facilities

8.2/10

Eco-friendliness

8/10 Good

michael

Jul 30, 2025

Liked: Cleanliness, staff & service, room comfort

Stayed 1 night in Jul 2025

4/10 Poor

HENRY, Indianapolis

Traveled with partner

Louise

Jun 15, 2025

Liked: Cleanliness, property conditions & facilities

Friendly, helpful staff.

Stayed 1 night in Jun 2025

10/10 Excellent

Mary

Traveled with family

Jun 9, 2025

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

Stayed 1 night in May 2025

10/10 Excellent

Kari

Jun 6, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Stayed 3 nights in May 2025

10/10 Excellent

Judith C

Traveled with family

May 28, 2025

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

May 24, 2025

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

Stayed 1 night in May 2025

4/10 Poor

victor

May 24, 2025

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

May 19, 2025

Daniel

Apr 26, 2025

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

Feb 17, 2025

Liked: Cleanliness, staff & service

Stayed 1 night in Feb 2025

10/10 Excellent

Jennifer

Traveled with partner

Feb 2, 2025

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

Jan 24, 2025

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

Jan 16, 2025

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

Jan 12, 2025

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

Stayed 2 nights in Jan 2025

10/10 Excellent

Wayne Or Patti

Jan 4, 2025

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