Search Guest Houses in Middletown

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Check prices for these dates

Our top choices for Middletown guest houses

1. INDULGE - FRESH FLOWERS, MANY AMENITIES

INDULGE - FRESH FLOWERS, MANY AMENITIES
Middletown
10.0 out of 10, Exceptional, (59 reviews)
"Great place to stay in rural Maryland and have all you need. Awesome place!"
United States
Thomas C.
The price is £151
includes taxes & fees
16 Nov - 17 Nov
INDULGE - FRESH FLOWERS, MANY AMENITIES

2. Inn at Springfield Manor

Inn at Springfield Manor
3.0 star property
Thurmont
9.0 out of 10, Wonderful, (66 reviews)
"LOVELY place, lovely people"
United States
Thomas
The price is £159
includes taxes & fees
15 Nov - 16 Nov
Inn at Springfield Manor

3. The Bluebird Suite at Harpers Ferry Guest House

The Bluebird Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (77 reviews)
"Wonderful suite in a perfect location - walk to lower town. The room was clean and spacious, with a beautiful bathroom and a nice sized mini-fridge. The hosts left snacks, yogurt, cereal and milk. Coffee maker with pods, creamer and sugar. Great stay for a long weekend - highly recommend!!"
United States
Danielle
The price is £168
includes taxes & fees
18 Nov - 19 Nov
The Bluebird Suite at Harpers Ferry Guest House

4. Romantic Barn Loft | Wine Country & Weddings

Romantic Barn Loft | Wine Country & Weddings
Paeonian Springs
The price is £188
includes taxes & fees
17 Nov - 18 Nov
Romantic Barn Loft | Wine Country & Weddings

5. The Goldfinch Suite at Harpers Ferry Guest House

The Goldfinch Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (65 reviews)
"Very much enjoyed our stay and recommend it."
United States
Robert A.
The price is £168
includes taxes & fees
17 Nov - 18 Nov
The Goldfinch Suite at Harpers Ferry Guest House

6. Riverview Suite at La Soledad

Riverview Suite at La Soledad
Harpers Ferry
9.8 out of 10, Exceptional, (15 reviews)
"Check in/ check out was seamless, nicest place to pick in harper's ferry!"
United States
Brendan P.
The price is £318
includes taxes & fees
19 Nov - 20 Nov
Riverview Suite at La Soledad

7. 2-Room Chickadee Suite @ Harpers Ferry Guest House

2-Room Chickadee Suite @ Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (24 reviews)
"The homey, comfortable atmosphere and the location are stand-outs of this charming, B&B. Great hosts!"
United States
Jason
The price is £182
includes taxes & fees
19 Nov - 20 Nov
2-Room Chickadee Suite @ Harpers Ferry Guest House

8. The Cardinal Suite at Harpers Ferry Guest House

The Cardinal Suite at Harpers Ferry Guest House
Harpers Ferry
10.0 out of 10, Exceptional, (30 reviews)
"Everything was exceptional, very quiet and good location. We really appreciated the EV charging!"
United States
Sue K.
The price is £179
includes taxes & fees
18 Nov - 19 Nov
The Cardinal Suite at Harpers Ferry Guest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Middletown

Nestled in the scenic Middletown Valley, this historic town offers charming Main Street shops and the annual Middletown Heritage Festival each September. Outdoor enthusiasts can explore nearby South Mountain State Park's hiking trails or visit local wineries for tastings with spectacular valley views.

A stone tower with a staircase leading up to it.