Best B&B Middletown in 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

₹20,691 total

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

₹11,113 total

includes taxes & fees

5 Apr - 6 Apr

John H Wallace House

Milford

Donna

₹20,740 total

includes taxes & fees

27 Apr - 28 Apr

Villa Verde BB Greenwood Lake NY

Monroe

Riley

₹21,564 total

includes taxes & fees

10 Apr - 11 Apr

Alpine Haus Bed & Breakfast Inn

Vernon

Jennifer

₹21,343 total

includes taxes & fees

6 Apr - 7 Apr

Cromwell Manor Inn

Cornwall

Amrita

₹33,316 total

includes taxes & fees

7 Apr - 8 Apr

Stagecoach Inn

Goshen

Kathryn

₹28,862 total

includes taxes & fees

5 Apr - 6 Apr

The Dominion House Bed & Breakfast

Chester

Erek

₹22,644 total

includes taxes & fees

6 Apr - 7 Apr

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Top Middletown Hotel Reviews

Home2 Suites by Hilton Middletown

4/10 Poor

"The first floor doesn’t let you enjoy the view unless you like being exposed to the parking lot. The doors slam very hard when they close on the rooms so you hear loud slams all night. And the gym was being renovated so there was some other noises during the day."

Wildflower Farms, Auberge Collection

10/10 Excellent

"Everything was superb. Beautiful facilities. Impeccable service. Flawless attention to detail. Terrific style. Delicious food. Wonderful activities. Absolutely divine! One of the best vacations I have ever had, and one of the most delightful properties I have ever visited."

Overlook Lodge at Bear Mountain

4/10 Poor

"Bathroom toilet was not cleaned nor flushed. Someone had used it, not flushed. My 5 year old daughter went in as soon as we walked in the room and told us about it. I was offered to change rooms which meant I would have had to drive another mile back to the main lobby to get new card. I decided to clean the toilet and flush it myself. VERY bad, yet a simple thing that should not occur."

Find out more about Middletown

Middletown B&B information

Number of reviews	858
Accommodation	11 B&B
Lowest Price	₹11,113
Highest Price	₹33,316

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 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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