Middletown B&B: Best Bed and Breakfast 2026

Q: What are the best B&Bs in Middletown?

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

Beautiful Autumn View in Bear Mountain State Park

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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

"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "

Diane

includes taxes & fees

8 Sept - 9 Sept

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

2. Borland House Inn

Montgomery

Anne

includes taxes & fees

31 Aug - 1 Sept

3. Tin Brook Bed & Breakfast

Walden

anne

includes taxes & fees

31 Aug - 1 Sept

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

4. Stagecoach Inn

Goshen

Kathryn

includes taxes & fees

9 Sept - 10 Sept

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

5. Villa Verde BB Greenwood Lake NY

Monroe

Peter

includes taxes & fees

4 Sept - 5 Sept

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

6. Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

Aakif

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

7. John H Wallace House

Milford

Donna

includes taxes & fees

8 Sept - 9 Sept

A brick building with a covered patio area featuring outdoor seating and string lights.

8. Cromwell Manor Inn

Cornwall

Steven

includes taxes & fees

20 Sept - 21 Sept

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Top Middletown Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"We always enjoy our stay. The rooms are very clean and the staff is very pleasant and attentive to our needs."

Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Excellent stay from start to finish. It’s near nearby restaurants Chili’s, outback steakhouse and there’s an old-fashioned diner that was superb. This was one of the best things IExcellent stay from start to finish. It’s near nearby restaurants Chili’s, outback steakhouse and there’s a old-fashioned diner that was superb. This was one of the best days I had in the courtyard Marriott"

Find out more about Middletown

Middletown B&B information

Number of reviews	906
Accommodation	19 B&B
Lowest Price	€109
Highest Price	€397

Frequently asked questions

Searching for B&Bs in Middletown?

If you're looking for somewhere to stay with fewer rooms than a hotel and a more personalised environment, a bed and breakfast may be the perfect thing for your holiday to Middletown. While you're enjoying your trip to Middletown, you might want to explore the theatre scene by watching a show at Paramount Theatre.

Why choose B&Bs instead of traditional hotels?

With attentive service, opportunities to socialise with other guests and breakfast served on site, B&Bs offer a unique environment.

What are the best B&Bs in Middletown?

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

What's the best time of year to book my B&B in Middletown?

When you're dreaming of a stay in Middletown, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

What is there to do in Middletown?

Travellers 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 should 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 Newburgh, NY (SWF-Stewart Intl.), 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, consider renting a car to explore more sights.

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