20 Best B&B in Middletown, NY - Bed and Breakfast from AED 458

Q: 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 bar/lounge. Parkway House Goshen Family-Friendly Bed & Breakfast : 5 rooms. 6.3 mi (10.1 km) from the downtown core. Enjoy the private yard and unique décor. Villa Verde BB Greenwood Lake NY : 2 rooms. Situated 16.8 mi (27.1 km) from the heart of Middletown. Enjoy the free full breakfast and deli. Borland House Inn : 5 rooms. 11.1 mi (17.9 km) from the heart of downtown. Enjoy the free full breakfast and deli. Tin Brook Bed & Breakfast : 6 rooms. Located 15.7 mi (25.3 km) from the core of Middletown.

A lake surrounded by autumn-colored trees reflecting on the water.

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Our top choices for Middletown bed & breakfast

A modern bedroom with a four-poster bed, a desk, and a chair.

1. Columbus Hotel

Middletown

Joseph

AED 718 total

includes taxes & fees

13 Oct - 14 Oct

A two-story house with a porch, a front door, and a small garden area with potted plants.

2. Borland House Inn

Montgomery

Ruth

AED 458 total

includes taxes & fees

12 Oct - 13 Oct

A large, two-story house with a wrap-around porch and multiple chimneys.

3. Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

Aakif

AED 850 total

includes taxes & fees

12 Oct - 13 Oct

4. Tin Brook Bed & Breakfast

Walden

Michael

AED 571 total

includes taxes & fees

13 Oct - 14 Oct

A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

5. Stagecoach Inn

Goshen

Kathryn

AED 1,378 total

includes taxes & fees

5 Nov - 6 Nov

A living room with a fireplace, a sectional sofa, and a chandelier.

6. Parkway House Goshen Bed & Breakfast Suite #3

Goshen

James D.

AED 1,414 total

includes taxes & fees

13 Oct - 14 Oct

A two-story house with a red front door, a chimney, and a well-maintained lawn.

7. Villa Verde BB Greenwood Lake NY

Monroe

Peter

AED 899 total

includes taxes & fees

8 Nov - 9 Nov

A garden with a rock fountain surrounded by various plants and flowers.

8. John H Wallace House

Milford

Donna

AED 883 total

includes taxes & fees

8 Nov - 9 Nov

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Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"All good! Thanks!"

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Very accommodating staff, they were able to move me to a room that didn't require stairs because I had a rolling cart with gear I needed to bring inside each night. I had to add a night to my reservation, so I bought another night there on Hotels.com, and they simply kept me in my same room so I didn't need to move anything. It was great! Good coffee available in the morning, easy location to get in and out of. They were actively renovating the property while I was there, so I don't count that towards the cleanliness of the property; everything was very clean, even while under renovation. Will stay again when needed!"

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"We very much enjoyed our stay at this location. The staff was efficient and professional, our room was very clean and fresh smelling, the bed was comfortable and our room was quiet. The breakfast options were great and the host kept everything refilled as necessary. It's also in a good location. We would definitely stay there again."

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, you might want to explore the theater scene by catching a show at Paramount Theatre.

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 bar/lounge. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 6.3 mi (10.1 km) from the downtown core. Enjoy the private yard and unique décor. Villa Verde BB Greenwood Lake NY: 2 rooms. Situated 16.8 mi (27.1 km) from the heart of Middletown. Enjoy the free full breakfast and deli. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the heart of downtown. Enjoy the free full breakfast and deli. Tin Brook Bed & Breakfast: 6 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 Lake and Thomas Bull Memorial Park are some notable spots. You might put Paramount Theatre and Orange County Fair Speedway 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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