Best B&B Middletown in 2026

Q: 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.

Q: 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.

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. 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 snack bar/deli. Borland House Inn : 5 rooms. 11.1 mi (17.9 km) from the city centre. Enjoy the free full breakfast and snack bar/deli. Tin Brook Bed & Breakfast : 6 rooms. Located 15.7 mi (25.3 km) from the core of Middletown.

Q: 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.

Q: 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.

Q: 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.

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

₹18,656 total

includes taxes & fees

26 Oct - 27 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

₹11,945 total

includes taxes & fees

5 Oct - 6 Oct

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

3. Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

Aakif

₹20,149 total

includes taxes & fees

6 Oct - 7 Oct

4. Tin Brook Bed & Breakfast

Walden

Michael

₹14,907 total

includes taxes & fees

5 Oct - 6 Oct

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

5. Stagecoach Inn

Goshen

Kathryn

₹44,099 total

includes taxes & fees

4 Oct - 5 Oct

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

6. Villa Verde BB Greenwood Lake NY

Monroe

Peter

₹24,235 total

includes taxes & fees

20 Oct - 21 Oct

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

7. John H Wallace House

Milford

Donna

₹26,815 total

includes taxes & fees

1 Nov - 2 Nov

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

8. Cromwell Manor Inn

Cornwall

Steven

₹44,316 total

includes taxes & fees

12 Oct - 13 Oct

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Top Middletown Hotel Reviews

Holiday Inn Express & Suites Middletown - Goshen by IHG

10/10 Excellent

"Breakfast was the best I ever had for a free breakfast"

Resorts World Catskills Casino

10/10 Excellent

"Very well run property, All the staff was well trained and pleasant, Large modern and clean room with nice views. My wife is a Celiac and requires gluten free food. The Bistro was our only option, however they handled the GF needs very well, They offer GF bread and rolls, so my wife was able to have a nice burger with a GF side and also a Pastrami Reuben sandwich. Breakfast omelets were great. Ariel in the Bistro was a gem, but so was Clara and all the other servers. The other restaurants on the property might offer GF food but they are not listed on their menus :<"

Find out more about Middletown

Middletown B&B information

Number of reviews	852
Accommodation	14 B&B
Lowest Price	₹11,945
Highest Price	₹44,316

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. 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 snack bar/deli. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the city centre. Enjoy the free full breakfast and snack bar/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 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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