Photo 1
Photo 2
Photo 3
Photo 4
Photo 5
Photo 6
Photo 7
Photo 8
Photo 9
Photo 10
Photo 11
Photo 12
Photo 13
Photo 14
Photo 15
Photo 16
Photo 17
Photo 18
Photo 19
Photo 20
Photo 21
Photo 22
Photo 23
Photo 24
Photo 25
Photo 26
Photo 27
Photo 28
Photo 29
Photo 30
Photo 31
Photo 32
Photo 33
Photo 34
Photo 35
Photo 36
Photo 37
Photo 38
Photo 39
Photo 40
Photo 41
Photo 42
Photo 43
Photo 44
Photo 45
Photo 46
Photo 47
Photo 48
Photo 49
Photo 50
Photo 51
Photo 52
Photo 53
Photo 54
Photo 55
Photo 56
Photo 57
Photo 58
Photo 59
Photo 60
Photo 61
Photo 62
Photo 63
Photo 64
Photo 65
Photo 66
Photo 67
Photo 68
Photo 69
Photo 70
Photo 71
Photo 72
Photo 73
Photo 74
Photo 75
Photo 76
Photo 77
Photo 78
Photo 79
Photo 80
Photo 81
Photo 82
Photo 83
Photo 84
Photo 85
Photo 86
Photo 87
Photo 88
Photo 89
Photo 90
Photo 91
Photo 92
Photo 93
Photo 94
Photo 95
Photo 96
Photo 97
Photo 98
Photo 99
Photo 100
Photo 101
Photo 102
Photo 103
Photo 104
Photo 105
Photo 106
Photo 107
Photo 108
Photo 109
Photo 110
Photo 111
Photo 112
Photo 113
Photo 114
Photo 115
Photo 116
Photo 117
Photo 118
Photo 119
Photo 120
Photo 121
Photo 122
Photo 123
Photo 124
Photo 125
Photo 126
Photo 127
Photo 128
Photo 129
Photo 130
Photo 131
Photo 132

Wayside Inn

9.2/10115 reviewsMiddletown

Scenic Views and Convenient Amenities Immerse yourself in the beauty of our terrace and garden while enjoying complimentary wireless internet access. You can also take advantage of our wedding services, lobby fireplace, and picnic area. Delightful Dining Experience Savor a delicious meal at our restaurant and unwind with a refreshing drink at the bar/lounge. Comfortable Accommodations Feel at home in one of our 22 uniquely decorated guestrooms. Stay connected with free Wi-Fi and enjoy cable programming. With thoughtful amenities like complimentary toiletries and housekeeping, your comfort is our priority. Book your stay at Wayside Inn for a charming retreat near Cedar Creek Battlefield Foundation.

What this place offers

  • Fireplace in lobby
  • Library
  • Wedding services
  • RV, bus, truck parking
  • Parking (limited spaces)
  • Free self parking

Policies & house rules

  • Check-in from 13:00 until 14:00
  • Check-out until 11:00
  • No pets
  • Free parking

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. A deposit may be required at the property.

Available rooms

Checking rates…

From…/ night

You won't be charged yet

115 reviews

Guests liked

  • Clean rooms
  • Friendly staff
  • Historic charm

Guests mentioned

  • Noisy air conditioning
  • Dated bathroom amenities
  • Restaurant closed during stay
  • Kristen

    family · Sep 2025

    10/10

    Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again.

  • Tim

    Sep 2025

    8/10

    Great, Historic Motor Coach

    Very interesting place to stay. Lots of history.

  • Marina

    partner · Sep 2025

    6/10

    We were very surprised that the Tavern and Restaurant were closed. This should have been advertised before booking. The room was very clean, but the bathroom was very dated with peeling paint, the bathtub was scaled with residue, and discolored peeling concrete resin. The carpet was old, stained, and bubbling up, which is a tripping hazard. The window shades in the room were ripped and broken as well. THIS INN has SO much Potential, so sad to see how run down it is. I booked this thinking it was a quaint little inn for our 10th anniversary.I was shocked and did not expect the accommodations to be what they were. We made the best of it, but it was very disappointing.

  • Jami

    partner · Aug 2025

    10/10

    What a lovely place. We spent a night here, and the facility was historic and beautiful. Our room was clean and comfortable. The staff could not have been kinder and more welcoming. We really enjoyed talking with them about the history of the area. I hope we can stay here again!!

  • diana

    partner · Aug 2025

    10/10

    Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating.

Location

7783 Main St · Middletown