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Search B&B in Middletown

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

Exterior detail
Borland House Inn
3.0 star property
9.0 out of 10, Wonderful, (73)
"Home away from home! I love it staying there!"
The price is ₩256,322
₩289,966 total
includes taxes & fees
May 29 - May 30
Borland House Inn
Exterior
Cromwell Manor Inn
3.5 star property
9.2 out of 10, Wonderful, (30)
"Service was excellent! Grounds needed attention.very comfortable suite."
The price is ₩270,715
₩306,247 total
includes taxes & fees
May 29 - May 30
Cromwell Manor Inn
Exterior
Tin Brook Bed & Breakfast
3.0 star property
9.4 out of 10, Exceptional, (99)
"I stumbled on a hidden gem while visiting the Hudson Valley. The rooms were spacious and very clean. I was in the Strawberry room and it was decorated with new furniture and appliances. You entered into a living and full kitchen area then went into a spacious bedroom with a comfortable king bed. David the owner and manager was more than hospitable staying up late to accommodate my late arrival. I had to leave early before breakfast and David fixed up a “care package” so I would have something to...
The price is ₩170,473
₩192,853 total
includes taxes & fees
May 29 - May 30
Tin Brook Bed & Breakfast
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Exterior
The Dominion House Bed & Breakfast
9.2 out of 10, Wonderful, (218)
"Very accommodating, rooms were comfortable and clean. Breakfast was great. Overall quick but great stay. Will definitely stay again. "
The price is ₩293,213
₩331,699 total
includes taxes & fees
May 30 - May 31
The Dominion House Bed & Breakfast
Terrace/patio
Alpine Haus Bed & Breakfast Inn
3.0 star property
9.2 out of 10, Wonderful, (289)
"Anil was great. The moment we arrived, he greeted my wife snd i before we even walked through the door. He was very nice and accommodating. The room was very cozy and clean."
The price is ₩272,756
₩312,647 total
includes taxes & fees
May 29 - May 30
Alpine Haus Bed & Breakfast Inn
Front of property
Buck's Homestead B&B
2.5 star property
9.4 out of 10, Exceptional, (43)
"Cute farmhouse with great service. Breakfast was delicious and we enjoyed visiting with the owner. I would gladly stay again. "
Buck's Homestead B&B
Roosevelt #3, 1 King Bed | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
Stagecoach Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Nice area, good food for dinner. Breakfast was okay."
The price is ₩257,754
₩319,697 total
includes taxes & fees
Jun 2 - Jun 3
Stagecoach Inn
Room | 14 bedrooms, premium bedding, pillowtop beds, individually decorated
Caldwell House Bed & Breakfast
3.0 star property
9.0 out of 10, Wonderful, (471)
"Had a great time. Quiet, relaxing "
Caldwell House Bed & Breakfast
Billiards
Saint Huberts Lodge
3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
Property entrance
Danskammer House
3.0 star property
9.8 out of 10, Exceptional, (82)
"The owners did masterful work restoring this home yet paid so much attention in providing up-to-date amenities that people have come to expect. Every convenience was thought of and there were wonderful treats and surprises at every turn. I particularly enjoyed their love of the Hudson River School and all of the lovely artwork represented from room to room. Local history is honored in the house and their knowledge of it is vast. "
Danskammer House
Economy Studio | Individually decorated, individually furnished, desk, iron/ironing board
Columbus Hotel
3.0 star property
The price is ₩179,139
₩401,670 total
includes taxes & fees
May 30 - May 31
Columbus Hotel
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See all available properties in Middletown
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

Luxury Studio | Private kitchen | Full-size fridge, microwave, oven, stovetop
Cottage Suites
3.0 star property
8.0 out of 10, Very Good, (1)
The price is ₩179,783
₩349,942 total
includes taxes & fees
Jun 19 - Jun 20
Cottage Suites
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.

Middletown B&B information

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Frequently asked questions

Searching for B&Bs in Middletown?
If you want to find an accommodation with fewer rooms than a hotel and a more personalized environment, a B&B may be the perfect thing for your trip to Middletown. While you’re enjoying your trip to Middletown, Highland Lakes State Park and Thomas Bull Memorial Park are perfect spots to get in some fresh air and greenery.
Why choose a B&B over a traditional hotel room?
With attentive service, opportunities to meet other guests, and of course a scrumptious breakfast, B&Bs all have a unique environment.
What are the best B&Bs in Middletown?
Below are some B&Bs in the area: Columbus Hotel: 15 rooms. 0.5 mi (0.8 km) from the heart of Middletown. Enjoy the unique décor and onsite dining. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the downtown core. Enjoy the free full breakfast and deli. The Dominion House Bed & Breakfast: 3 rooms. 11.9 mi (19.1 km) from the heart of downtown. Enjoy the arcade game room and library. Tin Brook Bed & Breakfast: 5 rooms. Located 15.7 mi (25.3 km) from the core of Middletown.
What's the best time of year to book my B&B in Middletown?
When you’re dreaming of a trip 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 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Middletown?
Travelers enjoy Middletown for its restaurants and shopping. When you want to spend some time in the great outdoors, Highland Lakes State Park and Thomas Bull Memorial Park are some notable spots. You might put Orange County Fair Speedway and Orange County Fairgrounds 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 Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) away from the heart of the city. If you’d like to venture out around the area, you may want to rent a car for your trip.

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