20 Best B&B in Middletown, NY - Bed and Breakfast from ￥19,101

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. Borland House Inn : 5 rooms. 11.1 mi (17.9 km) from the downtown core. Enjoy the free full breakfast and deli. Villa Verde BB Greenwood Lake NY : 2 rooms. 16.8 mi (27.1 km) from the heart of downtown. Enjoy the free full breakfast and deli. Parkway House Goshen Boutique Bed & Breakfast : 5 rooms. Located 6.3 mi (10.1 km) from the core of Middletown. Enjoy the private yard and unique décor.

Sunrise image of the Arrigoni Bridge in Middletown, CT

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Our top choices for Middletown bed & breakfast

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

￥19,101 total

includes taxes & fees

Jun 7 - Jun 8

Tin Brook Bed & Breakfast

Walden

Laurie

￥24,874 total

includes taxes & fees

Jun 7 - Jun 8

Villa Verde BB Greenwood Lake NY

Monroe

Peter

￥41,319 total

includes taxes & fees

Jun 9 - Jun 10

John H Wallace House

Milford

Donna

￥42,203 total

includes taxes & fees

Jun 16 - Jun 17

Cromwell Manor Inn

Cornwall

"This is a really lovely place! Some historic hotels/B&Bs are just historic and have seen better days. Not this place! We were only there for one night while on a road trip, but we would have enjoyed staying a few days longer. The manager greeted us warmly and made sure we enjoyed every minute of our stay. The house and grounds are beautiful. Our room was beautifully decorated and spotless, plus the bed was super comfy. After a long travel day we were happy to grab a pizza from a local restaurant...

barry

￥73,998 total

includes taxes & fees

Jun 6 - Jun 7

Stagecoach Inn

Goshen

Kathryn

￥57,773 total

includes taxes & fees

Jul 6 - Jul 7

Parkway House Goshen Boutique Bed & Breakfast

Goshen

Daniel

￥78,707 total

includes taxes & fees

Jun 20 - Jun 21

Parkway House Goshen Bed & Breakfast Suite #2

Goshen

￥102,827 total

includes taxes & fees

Jul 3 - Jul 4

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Top Middletown Hotel Reviews

Hampton Inn Harriman Woodbury

10/10 Excellent

"Perfect location near the mall, and 60 minutes from NYC. I love that they allow dogs, Rooms are spacious and clean, and parking is always plentiful."

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Hotel was really nice, so clean and breakfast was great! Coffee bar was excellent! Only complaint would be the hotel let people rent out the pool and my family & our guests who stayed at the hotel with us weren’t able to use the pool. Plus it was quite wild in there so it was not appropriate for families & young children. We would definitely come back again!"

Tru by Hilton Middletown

4/10 Poor

"Booked online but had to check in at the desk because the online key never works at this location. When checking in they said they just needed my card to put a hold just incase which is normal. What I wasn’t told was that there is a $75 pet fee and I wasn’t getting the money back. I don’t mind a pet fee it’s just strange nobody told me. I found out after I checked out from the receipt send to my email. Otherwise the stay was okay, the girl at the front desk was always on a personal call which made check out annoying as I had to wait for her to finish. Now the reason for the terrible rating is the last night the was a COCKROACH on the wall behind the tv. We looked around and couldn’t find any others but we were up all night stressed about it. I tried messaging someone on the Hilton app to see if anything could be done but no one answered."

Find out more about Middletown

Middletown B&B information

Number of reviews	668
Accommodation	13 B&B
Lowest Price	￥19,101
Highest Price	￥102,827

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. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the downtown core. Enjoy the free full breakfast and deli. Villa Verde BB Greenwood Lake NY: 2 rooms. 16.8 mi (27.1 km) from the heart of downtown. Enjoy the free full breakfast and deli. Parkway House Goshen Boutique Bed & Breakfast: 5 rooms. Located 6.3 mi (10.1 km) from the core of Middletown. Enjoy the private yard and unique décor.

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 Community College 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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