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Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This Colonial hotel also features wedding services, a fireplace in the lobby, and a picnic area.
Business amenities
Featured amenities include express check-out, a library, and coffee/tea in a common area. Free self parking is available onsite.
Enjoy a satisfying meal at Clem's Kitchen serving guests of Wayside Inn.
Make yourself at home in one of the 22 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided on request.
When you stay at Wayside Inn in Middletown, you'll be near the airport, within a 5-minute drive of Cedar Creek Battlefield Foundation and Belle Grove Plantation. This hotel is 5.1 mi (8.1 km) from Valerie Hill Winery and 7.4 mi (11.9 km) from Jackson's Chase Golf Course.
What's nearby
Cedar Creek and Belle Grove National Historical Park(1.3 miles)
Cedar Creek Battlefield Foundation(1.4 miles)
Belle Grove Plantation(2.1 miles)
Hupp's Hill Civil War Park(4.6 miles)
Shenandoah River(4.7 miles)
Valerie Hill Winery(5.1 miles)
Strasburg Town Hall(5.7 miles)
Strasburg Museum(5.8 miles)
Strasburg Dog Park(6.7 miles)
Jackson's Chase Golf Course(7.4 miles)
Appleland Sports Center(7.6 miles)
James Charles Winery & Vineyard(9.8 miles)
Shen-Val Farm Market(9.9 miles)
Dinosaur Land(10.2 miles)
Shenandoah Valley Golf Club(10.5 miles)
The nearest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional)(32.4 miles)
Garden
Ballroom
Picnic Area/Tables
Designated Smoking Area
Express Check-In/Check-Out
Free Parking
Cedar Creek and Belle Grove National Historical Park (1.3 miles)
Cedar Creek Battlefield Foundation (1.4 miles)
Belle Grove Plantation (2.1 miles)
Hupp's Hill Civil War Park (4.6 miles)
Shenandoah River (4.7 miles)
Valerie Hill Winery (5.1 miles)
Based on 446 verified reviews
Business
4%
Couple
79%
Family
12%
Solo
3%
AI-generated summary based on recent guest reviews
Across reviews of Wayside Inn, travelers highlight its deep historic character and unique atmosphere, frequently noting comfortable, clean rooms and friendly staff, while also mentioning dated features and other age-related tradeoffs that come with staying in a very old building.
Read moreWas this helpful?
Across reviews of Wayside Inn, travelers highlight its deep historic character and unique atmosphere, frequently noting comfortable, clean rooms and friendly staff, while also mentioning dated features and other age-related tradeoffs that come with staying in a very old building.
The on-site tavern earns strong praise for food and drinks when open, but hours are limited and closures on some days surprised several guests. Staffing can be limited after hours, with phone check-ins and occasional difficulty reaching someone. Rooms vary widely; guests liked the antiques and comfortable beds but reported very small bathrooms, slanted floors, noisy or weak AC/heat, and general wear in places. Expect a memorable, historic stay with charm and quirks.
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AI-generated summary based on recent guest reviews
The on-site tavern/restaurant is appreciated for its atmosphere and meals when open, but it is closed on some days and hours can be limited. Amenities are basic, with reports of no in-room fridge and restricted ice availability.
Malia
Oct 31, 2023
·
Stayed 2 nights
anne
Oct 2, 2024
·
Stayed 1 night
Marina
Sep 12, 2025
·
Stayed 2 nights
Wayne Or Patti
Jan 4, 2025
·
Stayed 1 night
John Paul
Aug 23, 2024
·
Stayed 2 nights
HENRY
Jul 9, 2025
·
Stayed 1 night
Graham
Sep 12, 2023
·
Stayed 1 night
Judy
Aug 15, 2023
·
Stayed 1 night
Laura
Feb 1, 2024
·
Stayed 1 night
leonardo
Jun 19, 2023
·
Was this helpful?
AI-generated summary based on recent guest reviews
Many reviews describe clean rooms and tidy common areas. A number of guests, however, reported problems in specific rooms, including dated or worn bathrooms, stained carpets, and occasional mold, dust, or peeling paint.
Stephen
Nov 24, 2024
·
Stayed 1 night
DEBRA
Dec 10, 2023
·
Stayed 1 night
Jami
Aug 24, 2025
·
Stayed 1 night
Marina
Sep 12, 2025
·
Stayed 2 nights
Dorothy
Dec 23, 2025
·
Stayed 1 night
Marianne
May 19, 2025
·
Stayed 1 night
Sharon
Sep 10, 2024
·
Stayed 1 night
Klaudia
Nov 17, 2025
·
Stayed 2 nights
Kenneth
Jul 20, 2024
·
Stayed 2 nights
Kristen
Sep 27, 2025
·
Stayed 1 night
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AI-generated summary based on recent guest reviews
Rooms are distinctive with antiques and generally comfortable beds, but layouts can be tight with very small bathrooms, steps, or slanted floors. Several reviews mention dated fixtures and inconsistent climate control or noisy AC.
Joseph
Jun 12, 2024
·
Stayed 1 night
Jami
Aug 24, 2025
·
Stayed 1 night
Andrea
Jan 31, 2024
·
Stayed 1 night
HENRY
Jul 9, 2025
·
Stayed 1 night
Amy de
Oct 26, 2023
·
Stayed 1 night
Graham
Sep 12, 2023
·
Stayed 1 night
Ralph
Dec 15, 2024
·
Stayed 1 night
Margaret
Nov 13, 2023
·
Stayed 1 night
Kristen
Sep 27, 2025
·
Stayed 1 night
Robert
May 29, 2023
·
Stayed 1 night
Was this helpful?
AI-generated summary based on recent guest reviews
Numerous guests praised friendly, helpful staff and enjoyable historical tours. Staffing is sometimes minimal, with phone-based check-in and difficulty finding assistance outside limited hours.
John
Aug 18, 2024
·
Stayed 1 night
Michael
Jun 30, 2025
·
Stayed 1 night
DEBRA
Dec 10, 2023
·
Stayed 1 night
Jami
Aug 24, 2025
·
Stayed 1 night
John Paul
Aug 23, 2024
·
Stayed 2 nights
victor
May 24, 2025
·
Stayed 5 nights
Marianne
May 19, 2025
·
Stayed 1 night
Priscilla
Jan 24, 2025
·
Stayed 2 nights
Louise
Jun 15, 2025
·
Stayed 1 night
Alecia
Jun 29, 2025
·
Stayed 1 night
Was this helpful?
AI-generated summary based on recent guest reviews
Quiet small-town setting near Cedar Creek battlefield and other historic sites makes it a good base for history-focused trips. Dining options nearby can be limited on certain days, so driving may be necessary.
Cathy
Apr 29, 2024
·
Stayed 3 nights
Dale
Jun 17, 2025
·
Stayed 1 night
Jessica
Jul 20, 2024
·
Stayed 2 nights
Andrea
Jan 31, 2024
·
Stayed 1 night
Laszlo
May 26, 2024
·
Stayed 1 night
Graham
Sep 12, 2023
·
Stayed 1 night
jeffrey
Jul 7, 2025
·
Stayed 1 night
Samuel
Oct 14, 2023
·
Stayed 2 nights
Margaret
Nov 13, 2023
·
Stayed 1 night
Mark
Oct 25, 2023
·
Stayed 2 nights
Was this helpful?
AI-generated summary based on recent guest reviews
When available, food and drinks at the tavern receive strong praise. Availability is inconsistent, with closures on certain days that have surprised some guests.
Malia
Oct 31, 2023
·
Stayed 2 nights
Sabrina
Aug 6, 2023
·
Stayed 1 night
anne
Oct 2, 2024
·
Stayed 1 night
Wayne Or Patti
Jan 4, 2025
·
Stayed 1 night
Jessica
Jul 20, 2024
·
Stayed 2 nights
Brian
Aug 22, 2023
·
Stayed 1 night
Judy
Aug 15, 2023
·
Stayed 1 night
Deborah
Jul 14, 2023
·
Stayed 1 night
Robert
May 29, 2023
·
Stayed 1 night
leonardo
Jun 19, 2023
·
Was this helpful?
AI-generated summary based on recent guest reviews
Raleigh
Jul 14, 2026
·
Stayed 1 night
Mary Barbara
Jun 15, 2026
·
Stayed 1 night
Jennifer
Jun 7, 2026
·
Stayed 2 nights
Donna
Jun 3, 2026
·
Stayed 1 night
Thomas
May 28, 2026
·
Stayed 1 night
Yes, free self-parking is available on-site. There are also options for RV, bus, and truck parking. Parking is uncovered and limited.
Check-in is from 3:00 PM to 8:00 PM, and check-out is at 11:00 AM. Early check-in and late check-out may be available for an additional fee of $50, subject to availability.
The property features handrails in stairways and a stair-free path to the entrance. However, it is not wheelchair accessible.
The hotel is located near the airport, within a 5-minute drive of Cedar Creek Battlefield Foundation and Belle Grove Plantation. It is approximately 5.1 miles from Valerie Hill Winery and 7.4 miles from Jackson's Chase Golf Course.
Children are allowed at the property, but specific age policies for free stays are not mentioned.
The property offers rollaway beds for an additional fee of $25 per day, but specific policies regarding cribs or extra beds for children are not detailed.
Instant AI responses are based on hotel information
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Cheaper
Pricier
Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
Check-in must be done by someone who is at least 18 years old.
The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.
Garden
Ballroom
Picnic Area/Tables
Designated Smoking Area
Express Check-In/Check-Out
Free Parking
Ballroom
Designated Smoking Area
Express Check-In/Check-Out
Banquet Hall
Fireplace in Lobby
Front Desk (limited hours)
Private Picnics
Proposal/Romance Packages Available
Reception Hall
Wedding Services
Well-Lit Path to Entrance
Garden
Books
Concerts/Live Shows
Evening Entertainment
Library
Outdoor Entertainment Area
Outdoor Furniture
Terrace
Picnic Area/Tables
Coffee/Tea in Common Areas
Couples/Private Dining
Handrails in Stairways
Stair-Free Path to Entrance
Upper Floors (Stairs Only)
Not Wheelchair Accessible
Free Parking
Parking (RV/Bus/Truck) (free)
Parking (Self) (free)
Parking (Limited)
Parking (Off-street)
Parking (Uncovered)
Free Wi-Fi