Middletown B&B: Find the Best Bed and Breakfast from CA $185

Q: What are the best bed and breakfasts in Middletown?

Below are some B&Bs in the area: Light Horse Inn : 2 rooms. 13.5 mi (21.7 km) from the heart of Middletown. Loudoun Valley Manor : 6 rooms. Situated 18.6 mi (30 km) from the heart of Middletown. Enjoy the local cuisine breakfast and soaking bathtubs. Antietam Overlook Farm : 6 rooms. 8.6 mi (13.8 km) from the heart of downtown. Enjoy the free full breakfast and soaking bathtubs. Hollerstown Hill Bed and Breakfast : 4 rooms. Located 7.5 mi (12.1 km) from the core of Middletown.

A stone tower with a staircase leading up to it.

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Our top choices for Middletown bed & breakfast

A covered porch with a bench, two red chairs, and a table. There are three pumpkins on the ground.

1. Dandelion in the Heart of Boonsboro

Boonsboro

Rebecca G.

CA $185 total

includes taxes & fees

Nov 17 - Nov 18

A two-story house with a dark roof, a visible chimney, and a well-lit entrance.

2. Antietam Overlook Farm

Keedysville

Michael

CA $365 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a porch and a staircase leading to the front door.

3. Hollerstown Hill Bed and Breakfast

Frederick

Will

CA $335 total

includes taxes & fees

Nov 12 - Nov 13

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

Harpers Ferry

Rich

CA $191 total

includes taxes & fees

Nov 23 - Nov 24

A gazebo with a brick pathway leading to it, surrounded by a grassy area with purple flowers.

5. Loudoun Valley Manor

Waterford

Julia

CA $241 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a front porch, American flags, and a mailbox.

6. The Carriage Inn B&B

Charles Town

Meredith

CA $269 total

includes taxes & fees

Nov 12 - Nov 13

An outdoor patio area with tables and chairs, umbrellas, barrels, and a wooden building.

7. Stable & Vine

Leesburg

david

CA $369 total

includes taxes & fees

Nov 23 - Nov 24

A brick building with blue shutters and a porch.

8. The Amberson House Bed & Breakfast

Waynesboro

Alicia

CA $311 total

includes taxes & fees

Nov 16 - Nov 17

A large two-story house with a stone exterior, a covered porch, and a well-maintained garden.

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

Lovettsville

Lukas D.

CA $20,246 total

includes taxes & fees

Nov 12 - Nov 13

A grand staircase with a chandelier, leading to an open doorway with a view of a garden.

10. The Inn at Grass Roots Hill

Purcellville

Robert

CA $938 total

includes taxes & fees

Nov 12 - Nov 13

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

Purcellville

Lindsey S.

CA $486 total

includes taxes & fees

Nov 17 - Nov 18

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

Purcellville

Kathleen

CA $547 total

includes taxes & fees

Nov 17 - Nov 18

A stone building with a central entrance, columns, and a symmetrical facade.

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

Purcellville

CA $607 total

includes taxes & fees

Nov 17 - Nov 18

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

Purcellville

CA $668 total

includes taxes & fees

Nov 17 - Nov 18

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

Purcellville

CA $692 total

includes taxes & fees

Nov 15 - Nov 16

16. 5BR Lakefront Estate w/Private Island Access / Entire House + Breakfast Included

Purcellville

CA $3,829 total

includes taxes & fees

Nov 17 - Nov 18

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Top Middletown Hotel Reviews

Comfort Inn Frederick - Ballenger Creek

10/10 Excellent

"closse to Ballengers Creek trails for morning run, restaurants close"

Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent

"It was clean, comfortable, and breakfast was better than expected for a continental breakfast. From my understanding, the menu varies day to day but I only had it for one morning. There was cheese and southwestern style omelets plus the usual stuff (yogurt. cereal, pastries, juice, fruit, waffle station). The staff was limited but when they were available, they were very helpful and friendly. Would stay again."

The Inn at Charles Town - Hollywood Casino

10/10 Excellent

"Pros: Clean rooms, well kept, the staff is wonderful and very helpful. Cons: The Continental Breakfast is more like small quick foods like hard boiled eggs, small / mini muffins. There was hot water to fix those small oatmeals. No hot foods such as eggs, pancakes, waffles, sausages, no fruit juices"

Find out more about Middletown

Middletown B&B information

Number of reviews	1,239
Accommodation	29 B&B
Lowest Price	CA $185
Highest Price	CA $20,246

Frequently asked questions

Searching for B&Bs in Middletown?

If you're looking for something a little more offbeat than your standard hotel experience, a bed and breakfast might be the perfect option for your trip. If you're interested in playing some golf on your trip, Maryland National Golf Club is a good spot to tee off.

How do you know if a B&B is the best choice for your stay?

With attentive service, opportunities to mingle with other guests, and of course a full breakfast to start the day, B&Bs provide a unique environment.

What are the best bed and breakfasts in Middletown?

Below are some B&Bs in the area: Light Horse Inn: 2 rooms. 13.5 mi (21.7 km) from the heart of Middletown.Loudoun Valley Manor: 6 rooms. Situated 18.6 mi (30 km) from the heart of Middletown. Enjoy the local cuisine breakfast and soaking bathtubs. Antietam Overlook Farm: 6 rooms. 8.6 mi (13.8 km) from the heart of downtown. Enjoy the free full breakfast and soaking bathtubs. Hollerstown Hill Bed and Breakfast: 4 rooms. Located 7.5 mi (12.1 km) from the core of Middletown.

When is the best time to book my B&B in Middletown?

When you're dreaming of a getaway to Middletown, year-round temperatures and rainfall may be important factors to consider. 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 49 inches.

What is there to do in Middletown?

If you're looking for some activities to entertain you on your trip, consider visiting Maryland National Golf Club and Orchid Cellar Winery. You might put South Mountain State Park and Gambrill State Park on your list if you want to see more of the area.

How can I get to and around Middletown?

Mapping out your trip in and around Middletown is easy with these transportation options. Fly into Hagerstown, MD (HGR-Hagerstown Regional), which is located 20.6 mi (33.2 km) away from the city center. Otherwise, look for flights into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is 24 mi (38.6 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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