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.
Cedar Creek and Belle Grove National Historical Park - 2 min drive
Cedar Creek Battlefield Foundation - 2 min drive
Belle Grove Plantation - 4 min drive
Front Royal Entrance Shenandoah National Park - 21 min drive
Skyline Caverns - 22 min drive
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
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
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.
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Wayside Inn Reviews
Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
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
Jan 24, 2025
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!
Priscilla
Priscilla, 2-night trip
10/10 Exceptional
Jan 4, 2025
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!
Wayne Or Patti
Wayne Or Patti, 1-night trip
10/10 Exceptional
Oct 18, 2024
Historically decorated place…very unique
Celina
Celina, 1-night trip
10/10 Exceptional
Oct 2, 2024
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
anne, 1-night trip
10/10 Exceptional
Oct 20, 2024
Love the inside. Rooms and public spaces were fantastic. Outside needs some rehab.
Joanne
Joanne, 2-night trip
8/10 Very good
Sep 29, 2024
This historical property was very well kept and welcoming! I rebooked on checkout.
Rosanne
Rosanne, 1-night trip
8/10 Very good
May 26, 2024
Nice quiet inn in a historic setting.
Laszlo
Laszlo, 1-night trip
10/10 Exceptional
Apr 18, 2024
Beautiful hotel!
JONATHAN
JONATHAN, 1-night trip
8/10 Very good
Jul 7, 2024
The country’s oldest motor inn.
William
William, 2-night trip
10/10 Exceptional
Sep 13, 2024
The folks at Westside make you feel like family. And what’s better than that?!
Mitchell
Mitchell, 2-night trip
10/10 Exceptional
Sep 10, 2024
If you like history, historical buildings and ghosts, then this is the place you! You can get a free tour of the building with one of the Staff during the day, or you can do your own at night with the ghosts. Our room was clean, the bed was comfortable and I can't wait to stay there again!
Sharon
Sharon, 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
Daniel, 1-night trip
10/10 Exceptional
Jul 24, 2024
i loved the history of the property
Carl
Carl, 2-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
Krystal, 1-night trip
4/10 Fair
Nov 24, 2024
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
Stephen, 1-night trip
10/10 Exceptional
Jul 20, 2024
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
Kenneth, 2-night trip
8/10 Very good
May 23, 2024
Everyone was super nice! Beautiful place!
Sabrina
Sabrina, 1-night trip
10/10 Exceptional
Jul 16, 2024
Very unique. Absolutely loved the history.
Janet
Janet, 1-night trip
10/10 Exceptional
Jul 8, 2024
History
This place is absolutely amazing. So much history and stories. Oldest Motor Inn in America. Highly recommend.
Christie
Christie, 1-night trip
10/10 Exceptional
May 21, 2024
A peek into the world of the past in a very comfortable environment!
Prashant
Prashant, 1-night trip
8/10 Very good
Aug 18, 2024
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
John, 1-night trip
10/10 Exceptional
Apr 11, 2024
Charming and delightful
Lovely stay. Felt like i was at my great grandmothers house.
Julia
Julia, 1-night trip
10/10 Exceptional
May 12, 2024
Unique and lovely inn
What a unique inn!!!! It was very comfortable and the staff was wonderful to the point where the woman at the front desk walked me to my room, pointed out various things in the room as well as, when I went down to dinner, gave me a tour of the various dining rooms. I will definitely stay at the Wayside Inn again.
Debra
Debra, 1-night trip
10/10 Exceptional
Jul 20, 2024
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
Jessica, 2-night trip
8/10 Very good
Apr 29, 2024
The accommodations were great. The room was clean. Besides the few restaurants in the area, you had to drive everywhere.