Middletown B&B: Find a 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 on-site dining. Alpine Haus Bed & Breakfast Inn : 10 rooms. 18 mi (29 km) from the city centre. Enjoy the arcade/games room and library. 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. Located 11.1 mi (17.9 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

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

includes taxes & fees

10 Apr - 11 Apr

Borland House Inn

Montgomery

"What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations are in the bedroom. I was in the Hummingbird Suite. I could see myself living there, it just had everything I needed. I look forward to visiting again in the future!"

Elizabeth

includes taxes & fees

31 Mar - 1 Apr

John H Wallace House

Milford

Donna

includes taxes & fees

31 Mar - 1 Apr

Alpine Haus Bed & Breakfast Inn

Vernon

Jennifer

includes taxes & fees

28 Mar - 29 Mar

Villa Verde BB Greenwood Lake NY

Monroe

Riley

includes taxes & fees

12 Apr - 13 Apr

Cromwell Manor Inn

Cornwall

Amrita

includes taxes & fees

2 Apr - 3 Apr

Stagecoach Inn

Goshen

Kathryn

includes taxes & fees

22 Apr - 23 Apr

The Dominion House Bed & Breakfast

Chester

Erek

includes taxes & fees

13 Apr - 14 Apr

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Top Middletown Hotel Reviews

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Had a great time "

Resorts World Catskills Casino

4/10 Poor

"The hotel overall is great. Clean, friendly staff but be prepared for them to steal a portion of your incidentals deposit. My rooms were fully paid for. As per the receipt and upon checking out, I was charged an additional $87. When I contacted the property, they blamed expedia. I was sent on a wild goose chase only to be told there was nothing they could do. Great hotel but expect to be robbed by them upon check out. Pure Greed."

Home2 Suites by Hilton Middletown

10/10 Excellent

"I booked two rooms for two nights I booked a month ahead of my stay. I called twice to verify my stay. I get there to find out they booked my two rooms on two different floors. When I complained about it the manger told me that it's not a guarantee to get rooms next to each other. After literally 15 minutes they were able to get me rooms next to each other and when I mention I had more kids coming because I booked for six children and only show up with two I was yelled at that there are no parties I said I am aware of that this is I booked for six children so that it would not be a party the manger just walked away after that "

Find out more about Middletown

Middletown B&B information

Number of reviews	760
Accommodation	11 B&B
Lowest Price	S$153
Highest Price	S$445

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 on-site dining. Alpine Haus Bed & Breakfast Inn: 10 rooms. 18 mi (29 km) from the city centre. Enjoy the arcade/games room and library. 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. 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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