Wayside Inn

Colonial hotel within easy reach of Cedar Creek Battlefield Foundation

Choose dates to view prices

Where to?

Dates

October 2025

November 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

$129 nightly

Nov 9 - Nov 10

Total with taxes and fees

Room options

Check availability for these dates

Tonight

Oct 16 - Oct 17

Tomorrow

Oct 17 - Oct 18

All rooms

1 bed

2 beds

Showing 22 of 22 rooms

01 - Jubal Early Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

02 - Reeves Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

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

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

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

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Queen Bed

06 - Lincoln Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Private bathroom

Hair dryer

Cable channels

Sleeps 2
1 King Bed

07 - Jefferson Guest Room

Excellent

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

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

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

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

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

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

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

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

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

Separate bedroom

Private bathroom

Hair dryer

1 bedroom
Sleeps 2
1 Double Bed

20 - Rutherford Stateroom

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

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

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

Private bathroom

Hair dryer

Cable channels

Sleeps 2
1 Queen Bed

23 - Wilson Guest Room

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

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

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

Private bathroom

Hair dryer

Sleeps 3
1 Double Bed

17 - Lee Guest Room

Very good

Highlights

Individually furnished

Individually decorated

Air conditioning

Heating

Free rollaway/extra beds

Private bathroom

Hair dryer

Sleeps 3
1 Double Bed

Similar properties

Free breakfast
Pet friendly
Free parking
Free WiFi

$81 nightly

Oct 26 - Oct 27

Total with taxes and fees

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About the neighborhood

7783 Main St, Middletown, VA, 22645

What's nearby

Cedar Creek Battlefield Foundation - 3 min drive - 2.5 km
Cedar Creek and Belle Grove National Historical Park - 3 min drive - 2.5 km
Belle Grove Plantation - 5 min drive - 3.8 km
Front Royal Entrance Shenandoah National Park - 22 min drive - 24.8 km
Skyline Caverns - 23 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
‪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

Housekeeping (on request)
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.