Best B&B Middletown in 2026

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 decor and bar/lounge. Borland House Inn : 5 rooms. Situated 11.1 mi (17.9 km) from the heart of Middletown. Enjoy the free full breakfast and snack bar/deli. Parkway House Goshen Bed & Breakfast : 5 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the massage services and library. Villa Verde BB Greenwood Lake NY : 2 rooms. Located 16.8 mi (27.1 km) from the core of Middletown. Enjoy the free full breakfast and snack bar/deli.

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Our top choices for Middletown bed & breakfast

Borland House Inn

Montgomery

Renee

₹11,456 total

includes taxes & fees

25 May - 26 May

John H Wallace House

Milford

Donna

₹21,139 total

includes taxes & fees

20 May - 21 May

Villa Verde BB Greenwood Lake NY

Monroe

Gary

₹25,854 total

includes taxes & fees

20 May - 21 May

Alpine Haus Bed & Breakfast Inn

Vernon

Cynthia

₹22,001 total

includes taxes & fees

21 May - 22 May

Parkway House Goshen Bed & Breakfast

Goshen

Daniel

₹16,865 total

includes taxes & fees

21 May - 22 May

Stagecoach Inn

Goshen

Kathryn

₹31,460 total

includes taxes & fees

20 May - 21 May

Cromwell Manor Inn

Cornwall

Amrita

₹27,560 total

includes taxes & fees

26 May - 27 May

The Dominion House Bed & Breakfast

Chester

Erek

₹23,342 total

includes taxes & fees

21 May - 22 May

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Top Middletown Hotel Reviews

Super 8 by Wyndham Middletown

10/10 Excellent

"Great"

Hampton Inn Harriman Woodbury

10/10 Excellent

"It’s close to United States Military Academy — about a 29–30 minute drive — and conveniently near the outlets and restaurants. I highly recommend it. The breakfast is basic, but it’s hot and fresh. The rooms are clean and spacious, the hotel is very well maintained, and the staff are very accommodating and welcoming. The room rates are also very reasonable. Will definitely come back again."

Best Western Monticello

8/10 Good

"We stayed for two nights. It was generally clean, and everything we needed was in working condition. My kids enjoyed the pool, though they wished the pool towels were larger. The staff was pleasant and helpful and patient, which helped when checking in late at night. There were no weird smells and we could not hear any of the neighbors. I understand now why it's technically a two-star hotel but has such a high rating from guests - it's a conveniently-located, decently priced, clean place to stay, with ample parking, nice staff, and it has a working pool and free breakfast. Not much more one can ask for :)"

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Helpful staff, quick response to anything I needed, I had a last minute request due when I got there and it was granted and that I appreciate so much. It was my son’s birthday weekend and he enjoyed it so much. The waterpark was clean and amazing, I even enjoyed myself as well. They had a bar upstairs where no children could get too and that I appreciated. All in all I’m definitely booking another stay. Thank you for the hospitality!!"

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"The room clean and spacious. It seemed to had been updated recently because it didn't have the usual stuffy hotel room smell. The staff were welcoming and helpful. The breakfast was nice with hot and cold options. We visit the area 2-3 times a year to see our child, and we'll definitely come back."

Find out more about Middletown

Middletown B&B information

Number of reviews	769
Accommodation	13 B&B
Lowest Price	₹11,456
Highest Price	₹31,460

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?

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 decor and bar/lounge. Borland House Inn: 5 rooms. Situated 11.1 mi (17.9 km) from the heart of Middletown. Enjoy the free full breakfast and snack bar/deli. Parkway House Goshen Bed & Breakfast: 5 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the massage services and library. Villa Verde BB Greenwood Lake NY: 2 rooms. Located 16.8 mi (27.1 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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