A stone tower with a staircase leading up to it.

Book Middletown Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Middletown bed & breakfast

Exterior detail

1. Dandelion in the Heart of Boonsboro

Dandelion in the Heart of Boonsboro
Boonsboro
10.0 out of 10, Exceptional, (1 review)
"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
Aug 12 - Aug 13
Total with taxes and fees
Dandelion in the Heart of Boonsboro
Exterior

2. Antietam Overlook Farm

Antietam Overlook Farm
3.5 star property
Keedysville
9.8 out of 10, Exceptional, (236 reviews)
"Clean and cozy room, attentive staff, great breakfast"
United States
Steven
$244 nightly
The price is $271
Aug 2 - Aug 3
Total with taxes and fees
Antietam Overlook Farm
Front of property

3. Hollerstown Hill Bed and Breakfast

Hollerstown Hill Bed and Breakfast
3.5 star property
Frederick
9.6 out of 10, Exceptional, (103 reviews)
"VERY welcoming hosts! Great location - walking distance to shops and river area. "
United States
Meredith
$216 nightly
The price is $229
Aug 21 - Aug 22
Total with taxes and fees
Hollerstown Hill Bed and Breakfast
Reception

4. Light Horse Inn

Light Horse Inn
2.0 star property
Harpers Ferry
9.4 out of 10, Exceptional, (133 reviews)
"This is a very nice and relaxing inn with very helpful staff"
United States
David
$165 nightly
The price is $177
Aug 4 - Aug 5
Total with taxes and fees
Light Horse Inn
Reception

5. Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (317 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
$146 nightly
The price is $167
Aug 9 - Aug 10
Total with taxes and fees
Loudoun Valley Manor
Exterior

6. Cantuta Inn

Cantuta Inn
3.0 star property
Harpers Ferry
9.0 out of 10, Wonderful, (78 reviews)
"Clean, great location, courteous staff. Could not ask for better."
United States
Anthony
$146 nightly
The price is $163
Aug 2 - Aug 3
Total with taxes and fees
Cantuta Inn
Front of property

7. Stone Manor Boutique Inn

Stone Manor Boutique Inn
3.5 star property
Lovettsville
9.6 out of 10, Exceptional, (107 reviews)
"Lovely inn in beautiful setting."
United States
Linda
$233 nightly
The price is $265
Aug 9 - Aug 10
Total with taxes and fees
Stone Manor Boutique Inn
Front of property

8. The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (453 reviews)
"Amazing place with incredible history!"
United States
Andrea
$152 nightly
The price is $171
Aug 3 - Aug 4
Total with taxes and fees
The Carriage Inn B&B
Interior

9. Light Horse Inn: Suite 6

Light Horse Inn: Suite 6
Bolivar
9.8 out of 10, Exceptional, (8 reviews)
"Great spot!"
United States
Theresa
$197 nightly
The price is $222
Aug 6 - Aug 7
Total with taxes and fees
Light Horse Inn: Suite 6
Interior

10. Light Horse Inn: Suite 4

Light Horse Inn: Suite 4
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"It was an historic building with many charming features. Breakfasts served were good and the chefs were very ice."
United States
Caryl R.
$208 nightly
The price is $234
Aug 4 - Aug 5
Total with taxes and fees
Light Horse Inn: Suite 4
Interior

11. Light Horse Inn: Suite 2

Light Horse Inn: Suite 2
Harpers Ferry
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Staff exceptionally friendly"
United States
Michael
$191 nightly
The price is $237
Aug 4 - Aug 5
Total with taxes and fees
Light Horse Inn: Suite 2
Front of property

12. The Amberson House Bed & Breakfast

The Amberson House Bed & Breakfast
3.0 star property
Waynesboro
10.0 out of 10, Exceptional, (233 reviews)
"Great place for a restful overnight. Excellent staff and breakfast was top notch."
Canada
James
$180 nightly
The price is $200
Aug 3 - Aug 4
Total with taxes and fees
The Amberson House Bed & Breakfast
Interior

13. Light Horse Inn: Suite 7

Light Horse Inn: Suite 7
Bolivar
9.6 out of 10, Exceptional, (7 reviews)
"The property was well-kept, and breakfast was delicious with friendly staff and guests."
United States
Rebecca
$197 nightly
The price is $222
Aug 6 - Aug 7
Total with taxes and fees
Light Horse Inn: Suite 7
Exterior

14. Light Horse Inn: Suite 3

Light Horse Inn: Suite 3
Harpers Ferry
$217 nightly
The price is $244
Aug 10 - Aug 11
Total with taxes and fees
Light Horse Inn: Suite 3
Exterior

15. 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, (1 review)
"Great weekend getaway for my birthday that happened to fall on the 4 th of July weekend . Accommodations were amazing and it was hard to leave . Got a lot of well spent alone time and enjoyed sine wineries around the area !"
United States
Lorine H.
$316 nightly
The price is $360
Aug 5 - Aug 6
Total with taxes and fees
Cozy Lakefront 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Interior entrance

16. 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
$459 nightly
The price is $523
Jul 31 - Aug 1
Total with taxes and fees
The Inn at Grass Roots Hill
Exterior

17. 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.
$12,851 nightly
The price is $15,225
Aug 2 - Aug 3
Total with taxes and fees
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Exterior

18. 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
$355 nightly
The price is $405
Aug 5 - Aug 6
Total with taxes and fees
Lakefront Gateway 1 BR 1 Full Bath w/ Private Island Access & Breakfast Included
Exterior

19. 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
$395 nightly
The price is $450
Aug 5 - Aug 6
Total with taxes and fees
Peaceful Lakefront 1BR 1 Full Bath w/ Private Island Access & Breakfast Included
Exterior

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

Lakefront B&B Room w/Private Island Access + Breakfast Included
Purcellville
$450 nightly
The price is $513
Aug 4 - Aug 5
Total with taxes and fees
Lakefront B&B Room w/Private Island Access + 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

10/10 Excellent
"Staff was friendly and helpful; breakfast could have run a little later."
Peggy 2-night trip
Posted 1 hour ago
SpringHill Suites by Marriott Frederick

Find out more about Middletown

Middletown B&B information

Number of reviews
1,371
Accommodation
34 B&B
Lowest Price
$141
Highest Price
$15,225

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.

Explore a world of travel with Expedia