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Search B&B in Middletown

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Compare B&B in Middletown with updated reviews, rates, and availability.

Glen Gordon Manor
3.5 star property
9.8 out of 10, Exceptional, (81)
"Great experience. Beautiful site. "
Glen Gordon Manor
Gay Street Inn
3.5 star property
10.0 out of 10, Exceptional, (28)
"The Gay street Inn was fantastic. Very very friendly service and the breakfast was amazing. "
Gay Street Inn
Luxury suite w/ private bath; just 1/2 block from the Inn at Little Washington!
10.0 out of 10, Exceptional, (3)
"Loved the setting in a small town within 30 minutes of Old Rag Mountain (popular hiking spot). The hosts were so helpful with info on dining options in the area and in towns within 10 minutes drive. In this very town, there are restaurants within a few short blocks, including a delicious bakery/coffee shop. Accommodations were perfect. The room and private bathroom were immaculate, comfortable, and beautifully decorated. Loved the Kuerig and supply of coffee!!! And lastly, had an amazingly...
Luxury suite w/ private bath; just 1/2 block from the Inn at Little Washington!
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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
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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.

Other property types in Middletown

Star view cabin-Riverfront
9.8 out of 10, Exceptional, (280)
"Pictures matched, Nina was responsive. Great trip."
Star view cabin-Riverfront
Falling Leaf Cabin Secluded With Mountain View!
9.8 out of 10, Exceptional, (259)
"This cabin was perfect for a peaceful getaway. It was clean and well taken care of. The porch was my favorite part of the house! What a great way to get away from busy northern Virginia!"
Falling Leaf Cabin Secluded With Mountain View!
Mountain Views, River Frontage & HotTub + Country!
10.0 out of 10, Exceptional, (13)
"Took my kids 13 11 and 7 they had a great time at river and cooking out and s'mores over the fire and hot tub was a plus"
Mountain Views, River Frontage & HotTub + Country!
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.
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 Belle Grove Plantation and Cedar Creek Battlefield Foundation 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.

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