Photo by Doug Kerr

Search B&B in Middletown

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

B&B in Middletown

Front of property
The Amberson House Bed & Breakfast
The Amberson House Bed & Breakfast
3.0 star property
10.0 out of 10, Exceptional, (215)
"The hosts were extremely kind and hospitable. The b&b was gorgeous and well kept. Would definitely stay there again."
United States
Rachael
The Amberson House Bed & Breakfast
Reception
Loudoun Valley Manor
Loudoun Valley Manor
3.0 star property
9.6 out of 10, Exceptional, (271)
"Great location for visiting wineries"
United States
Anne
The price is AED 507
AED 578 total
includes taxes & fees
5 Nov - 6 Nov
Loudoun Valley Manor
Exterior
Antietam Overlook Farm
Antietam Overlook Farm
3.5 star property
10.0 out of 10, Exceptional, (215)
"I cannot say enough good things about my stay! Staff was welcoming, hospitable and attentive!"
United States
Emily
The price is AED 824
AED 996 total
includes taxes & fees
27 Oct - 28 Oct
Antietam Overlook Farm
Panoramic Suite, 1 King Bed, Patio, Mountain View | 1 bedroom, premium bedding, desk, iron/ironing board
Beaver Creek Inn and Spa
Beaver Creek Inn and Spa
3.5 star property
9.4 out of 10, Exceptional, (33)
"All around incredible experience. Lovely place and people. "
United States
Jason
Beaver Creek Inn and Spa
Dining
Hollerstown Hill Bed and Breakfast
Hollerstown Hill Bed and Breakfast
3.5 star property
9.6 out of 10, Exceptional, (90)
"Quaint property in quiet neighborhood convenient for Frederick town center. Hosts are friendly and welcoming. Comfortable room with nice breakfast. Enjoyable relaxing stay."
United States
Eric
The price is AED 750
AED 795 total
includes taxes & fees
27 Oct - 28 Oct
Hollerstown Hill Bed and Breakfast
Property entrance
The Inn at Grass Roots Hill
The Inn at Grass Roots Hill
3.0 star property
10.0 out of 10, Exceptional, (2)
"House and property are absolutely beautiful. Staff are amazing and super friendly "
United States
Chad
The price is AED 1,685
AED 1,921 total
includes taxes & fees
25 Oct - 26 Oct
The Inn at Grass Roots Hill
Garden
Stone Manor Boutique Inn
Stone Manor Boutique Inn
3.5 star property
9.6 out of 10, Exceptional, (95)
"The staff, including the owners, were polite and courteous. If we needed anything it was brought expeditiously. The hot tub was a little small but delightful. The fireplace was a nice added touch. We looked forward to each breakfast - simply wonderful. "
United States
Aaron
The price is AED 798
AED 910 total
includes taxes & fees
27 Oct - 28 Oct
Stone Manor Boutique Inn
Courtyard
The Carriage Inn B&B
The Carriage Inn B&B
3.5 star property
9.6 out of 10, Exceptional, (432)
"Excellent accommodations and breakfast. "
United States
William
The price is AED 576
AED 650 total
includes taxes & fees
6 Nov - 7 Nov
The Carriage Inn B&B
Interior
Dandelion in the Heart of Boonsboro
Dandelion in the Heart of Boonsboro
The price is AED 415
AED 518 total
includes taxes & fees
30 Oct - 31 Oct
Dandelion in the Heart of Boonsboro
Exterior
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
2.0 star property
10.0 out of 10, Exceptional, (1)
"Everyone was so kind, house was beautiful and the food was amazing. Really made us feel like home. Highly recommend."
United States
Lukas D.
The price is AED 6,484
AED 8,687 total
includes taxes & fees
2 Nov - 3 Nov
Stone Manor Boutique Inn - Country Manor with Breathtaking Gardens and Event
Garden
Cantuta Inn
Cantuta Inn
3.0 star property
9.0 out of 10, Wonderful, (73)
"A comfortable, quiet, & beautiful place to stay. Staff was friendly and able to recommend somewhere good for dinner. "
United States
Aleta
The price is AED 606
AED 679 total
includes taxes & fees
27 Oct - 28 Oct
Cantuta Inn
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

Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

10/10 Excellent
"The hotel was clean and seemed to be freshly remodeled. We had no issues at all, and we would stay there again. It was great for the value."
Courtney 1-night trip
Posted 22 hours ago
Days Inn by Wyndham Frederick

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 well-liked B&Bs in the area: Loudoun Valley Manor: 6 rooms. 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 downtown core. Enjoy the free full breakfast and soaking bathtubs.
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.