Photo by Stephanie Sutton

Find a Bed and Breakfast in Middletown from CA $287

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Middletown B&B

Glen Gordon Manor
Exterior

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (82)
"Upon arrival we enjoyed a wonderful greeting and tour from Hayden. The property was everything we were looking for in a getaway stay. All of the staff throughout our stay made us feel very welcome. The dining experience was fantastic. I'm not sure I will ever order duck again unless Chef Dane is in the kitchen and the dining staff for the evening made sure we were taken care of. Thanks again to Michelle for the breakfast prior to our departure. We cant wait to come back !!!"
The price is CA $287
CA $313 total
includes taxes & fees
Feb 2 - Feb 3
Glen Gordon Manor
Gay Street Inn
Porch

Gay Street Inn

3.5 star property
10.0 out of 10, Exceptional, (31)
"Drew was a great host and was shared options for dining locally and understands how a first impression can set the tone of the stay. His attitude was very appreciated."
The price is CA $517
CA $557 total
includes taxes & fees
Feb 6 - Feb 7
Gay Street Inn
Holliday House Strasburg
Luxury Room, 1 Queen Bed (Shared bathroom) | Room amenity

Holliday House Strasburg

3.5 star property
9.4 out of 10, Exceptional, (19)
"The property is very pretty and well-kept, conveniently located on the historic main street, the neighborhood is very charming."
Holliday House Strasburg
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.
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Other property types in Middletown

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (174)
"The location was exactly what we needed and wanted. If you want to totally relax, get semi off the grid, this is your place. Take a hike and take it all in. Thank you to our hosts for making such a great property available."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Mountain Views, River Frontage & HotTub + Country!
Outdoor spa tub

Mountain Views, River Frontage & HotTub + Country!

10.0 out of 10, Exceptional, (25)
"My wife, son (3yrs), and I stayed at the Angler Cabin for 3days/ 2nights. The description was accurate and cabin was well looked after/ clean. Directions were accurate (Google Maps was able to locate property no problem) and we were well prepared with some food/ drink supplies so we could make sure of the small kitchen. The road leading to the cabin is truly 10-15min of near off-road driving so winter condition could play a huge role in someone's stay by my 4WD truck had no issue.We spend a full...
Mountain Views, River Frontage & HotTub + Country!
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Miscellaneous

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (362)
"I recently stayed at this vacation rental and had a pleasant experience. The check-in process was simple. Just a heads-up, the drive to the house is a bit narrow in some spots, adding a touch of adventure to your journey! The property itself is well-maintained. The rooms are well-equipped, providing necessary amenities for a comfortable stay. The kitchen is functional with basic appliances and essentials, making meal preparation convenient. The views from the living area and front bedrooms are...
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
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.

Frequently asked questions

Searching for B&Bs in Middletown?
If you’re looking for something a little quirkier than your standard hotel, a stay at a bed and breakfast could be a great option for your trip. While you’re enjoying your trip to Middletown, you might want to explore the theater scene by catching a show at Wayside Theater.
How do you know if a B&B is a good option for you?
Every B&B has a unique charm. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Middletown?
Here are some B&Bs in the surrounding area: Glen Gordon Manor: 8 rooms. 16.9 mi (27.2 km) from the heart of Middletown. Enjoy the free full breakfast and onsite spa services. Holliday House Strasburg: 3 rooms. Situated 5.1 mi (8.2 km) from the heart of Middletown. Enjoy the free cooked breakfast and in-room fireplace.
When should I stay at a B&B in Middletown?
When you’re dreaming of a escape to Middletown, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.
What is there to do in Middletown?
If you like to experience a new place through your taste buds, you’ll be sure to enjoy Middletown for its bars and restaurants. When you want to spend some time in the great outdoors, Shenandoah River and Cedar Creek and Belle Grove National Historical Park are some notable spots. You might put Cedar Creek Battlefield Foundation and Belle Grove Plantation on your list if you want to see more of the area.
How can I get to and around Middletown?
You can plan your excursions in and around Middletown ahead of time with these transportation options. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the city center. If you’d like to venture out around the area, you may want a rental car for your journey.