A stone tower with a staircase leading up to it.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Middletown bed & breakfast

A brick house with a front porch, a small garden, and a set of steps leading to the entrance.

1. Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro
Boonsboro
10.0 out of 10, Exceptional, (2 reviews)
"This is a charming vintage house with modern amenities. I had the best night's sleep in a cozy comfortable bedroom with the softest blanket. The host offered every variety of product in the bathroom that a guest might need or enjoy - very thoughtful touch. "
United States
Susan H.
$133 nightly
The price is $141
Oct 24 - Oct 25
Total with taxes and fees
Dandelion in the Heart of Boonsboro
A large house with a prominent tower, surrounded by lush greenery and a vast landscape.

2. Antietam Overlook Farm

Antietam Overlook Farm
3.5 star property
Keedysville
9.8 out of 10, Exceptional, (244 reviews)
"We loved the cleanliness, the breakfast, and the service; we had a great time."
United States
jossely
$214 nightly
The price is $238
Oct 19 - Oct 20
Total with taxes and fees
Antietam Overlook Farm
A two-story house with a porch and a staircase leading to the front door.

3. Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast
3.5 star property
Frederick
9.6 out of 10, Exceptional, (106 reviews)
"Enjoyed the stay on our road trip. Would recommend"
United States
Will
$229 nightly
The price is $243
Oct 19 - Oct 20
Total with taxes and fees
Hollerstown Hill Bed and Breakfast
A staircase with a stone wall, wooden steps, and a red carpet leading to a room with a wooden table and chairs.

4. Light Horse Inn

Light Horse Inn
2.0 star property
Harpers Ferry
9.4 out of 10, Exceptional, (154 reviews)
"Great place and breakfast was amazing!!"
United States
Rich
$145 nightly
The price is $155
Nov 2 - Nov 3
Total with taxes and fees
Light Horse Inn
A spacious living room with a wooden floor, a large sofa, a coffee table, and a dining area with a wooden table and chairs.

5. Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (333 reviews)
"Great location and service. A perfect weekend getaway from DC or Richmond."
United States
Mindi
$150 nightly
The price is $171
Oct 18 - Oct 19
Total with taxes and fees
Loudoun Valley Manor
A sign for Antuta Inn B&B and Art Gallery with a stone wall and purple flowers in the background.

6. Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (78 reviews)
"A comfortable, quiet, & beautiful place to stay. Staff was friendly and able to recommend somewhere good for dinner. "
United States
Aleta
Cantuta Inn
A two-story house with a front porch, American flags, and a mailbox.

7. The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (463 reviews)
"Beautiful place. Cookies were nice in the evenings and breakfast was delicious."
United States
Meredith
$157 nightly
The price is $178
Nov 2 - Nov 3
Total with taxes and fees
The Carriage Inn B&B
A neatly made bed with a quilt, pillows, and a bedside table with a lamp. There are two framed botanical prints on the wall.

8. Stable & Vine

Stable & Vine
3.5 star property
Leesburg
10.0 out of 10, Exceptional, (6 reviews)
"Really nice property, very clean very quiet. off the beaten path, perfect for us"
United States
david
$240 nightly
The price is $273
Oct 18 - Oct 19
Total with taxes and fees
Stable & Vine
A brick building with a blue door and a sign indicating it is The Anderson House, offering bed and breakfast.

9. The Amberson House Bed & Breakfast

The Amberson House Bed & Breakfast
3.0 star property
Waynesboro
10.0 out of 10, Exceptional, (236 reviews)
"Perfect experience in Waynesboro! Staff exceptional and helpful!"
United States
Alicia
$220 nightly
The price is $244
Oct 19 - Oct 20
Total with taxes and fees
The Amberson House Bed & Breakfast
A large two-story house with a stone exterior, a covered porch, and a well-maintained garden.

10. Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event

Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Lovettsville
10.0 out of 10, Exceptional, (1 review)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
United States
Lukas D.
$13,133 nightly
The price is $15,547
Oct 19 - Oct 20
Total with taxes and fees
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
A building with a staircase leading to a gated entrance, surrounded by a grassy area.

11. Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"We only spent one night here because my wife had training in the town of Purcellville. However, we were treated like family. Kenny, the general manager, was very kind, welcoming and attentive. He personally prepared our breakfast. Noé, the caretaker was wonderful and always available to us. Beyond that, this is one of the most beautiful, scenic properties I have ever experienced. You have to see it for yourself. Highly recommended!"
United States
Andrew
$318 nightly
The price is $363
Oct 25 - Oct 26
Total with taxes and fees
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
A grand staircase with a chandelier, leading to an open doorway with a view of a garden.

12. The Inn at Grass Roots Hill

The Inn at Grass Roots Hill
3.0 star property
Purcellville
9.2 out of 10, Wonderful, (10 reviews)
"Beautiful venue, great service, and very close to the local downtown. Would stay again, highly recommend. "
United States
Robert
$648 nightly
The price is $739
Oct 17 - Oct 18
Total with taxes and fees
The Inn at Grass Roots Hill
A building with a staircase leading to a gated entrance, surrounded by a grassy area.

13. Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included

Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
10.0 out of 10, Exceptional, (1 review)
"The location was perfect since there aren’t many B&B places or hotels in Purceville. It’s a beautiful area and a beautiful venue."
United States
Kathleen
$358 nightly
The price is $408
Oct 25 - Oct 26
Total with taxes and fees
Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
A building with a staircase leading to a gated entrance, surrounded by a grassy area.

14. Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included

Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included
Purcellville
$398 nightly
The price is $454
Oct 25 - Oct 26
Total with taxes and fees
Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included
A building with a staircase leading to a gated entrance, surrounded by a grassy area.

15. Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included

Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included
Purcellville
$438 nightly
The price is $499
Oct 22 - Oct 23
Total with taxes and fees
Lakefront Retreat 1 BR 1 Full Bath w/Private Island Access + Breakfast Included
A building with a staircase leading to a gated entrance, surrounded by a grassy area.

16. Lakefront B&B Room w/Private Island Access + Breakfast Included

Lakefront B&B Room w/Private Island Access + Breakfast Included
Purcellville
$453 nightly
The price is $516
Oct 21 - Oct 22
Total with taxes and fees
Lakefront B&B Room w/Private Island Access + Breakfast Included
A building with a staircase leading to a gated entrance, surrounded by a grassy area.

17. 5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included

5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included
Purcellville
$2,507 nightly
The price is $2,858
Oct 25 - Oct 26
Total with taxes and fees
5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included
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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Top Middletown Hotel Reviews

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

8/10 Good
"Rooms are older but staff was very nice and helpful with check in"
Kathleen 2-night trip
Posted 2 hours ago
Clarion Inn Harpers Ferry - Charles Town

Find out more about Middletown

Middletown B&B information

Number of reviews
1,314
Accommodation
34 B&B
Lowest Price
$141
Highest Price
$15,547

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from $141 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middletown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Middletown B&B and a hotel?
Every Middletown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Middletown B&Bs.

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