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. Parkway House Goshen Family-Friendly Bed & Breakfast : 5 rooms. Situated 6.3 mi (10.1 km) from the heart of Middletown. Enjoy the private garden and unique decor. 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.

A large steel bridge spanning a river, surrounded by trees and buildings.

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Our top choices for Middletown bed & breakfast

Individually decorated, individually furnished, desk, iron/ironing board

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

₹16,048 total

includes taxes & fees

6 Jul - 7 Jul

Tin Brook Bed & Breakfast

Walden

Laurie

₹14,817 total

includes taxes & fees

5 Jul - 6 Jul

Borland House Inn

Montgomery

"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."

roxanne

₹12,080 total

includes taxes & fees

5 Jul - 6 Jul

John H Wallace House

Milford

Donna

₹23,881 total

includes taxes & fees

5 Jul - 6 Jul

Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

Daniel

₹36,000 total

includes taxes & fees

9 Jul - 10 Jul

Villa Verde BB Greenwood Lake NY

Monroe

Peter

₹22,386 total

includes taxes & fees

7 Jul - 8 Jul

Stagecoach Inn

Goshen

Kathryn

₹34,444 total

includes taxes & fees

6 Jul - 7 Jul

Alpine Haus Bed & Breakfast Inn

Vernon

Cynthia

₹21,835 total

includes taxes & fees

8 Jul - 9 Jul

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Top Middletown Hotel Reviews

Tru by Hilton Middletown

8/10 Good

"We like the room and the breakfast and the coffee all day. The price was high."

Resorts World Catskills Casino

8/10 Good

"The rooms were clean and very spacious, the view was incredîble. The only thing that prevented me from giving 5 stars is the lack of details and the amenities. You would expect some nice soaps and shampoos not cheap push bottles , there were no wine glasses in the room. The bathroom was huge and beautiful but you could tell the grout was starting to get dirty. Overall great hotel and would go back at the price we got it from hotels but wouldn’t pay the full price"

Microtel Inn & Suites by Wyndham Middletown

8/10 Good

"Can't say enough about Meghan the manager at the front desk ..this hotel is lucky to have her ..the hotel itself could use a good cleaning but Meghan went above and beyond to make our stay comfortable ..would stay here again if needed though the hotel needs major updates"

Find out more about Middletown

Middletown B&B information

Number of reviews	915
Accommodation	13 B&B
Lowest Price	₹12,080
Highest Price	₹36,000

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. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. Situated 6.3 mi (10.1 km) from the heart of Middletown. Enjoy the private garden and unique decor. 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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