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Check prices for these dates

Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct

Our top choices for Middletown bed & breakfast

A modern bedroom with a four-poster bed, a desk, and a chair.

1. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.6 out of 10, (7 reviews)
"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. "
United States
Diane
The price is ฿3,543
฿6,443 total
includes taxes & fees
8 Sept - 9 Sept
Columbus Hotel
A two-story house with a porch, a front door, and a small garden area with potted plants.

2. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.4 out of 10, Exceptional, (178 reviews)
"Delicious breakfast!"
United States
Anne
The price is ฿3,393
฿3,952 total
includes taxes & fees
31 Aug - 1 Sept
Borland House Inn

3. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (129 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
The price is ฿4,553
฿5,151 total
includes taxes & fees
31 Aug - 1 Sept
Tin Brook Bed & Breakfast
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

4. Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (79 reviews)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is ฿12,375
฿15,237 total
includes taxes & fees
9 Sept - 10 Sept
Stagecoach Inn
A two-story house with a red front door, a chimney, and a well-maintained lawn.

5. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (25 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is ฿8,046
฿9,102 total
includes taxes & fees
31 Aug - 1 Sept
Villa Verde BB Greenwood Lake NY
A large, two-story house with a wrap-around porch and multiple chimneys.

6. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (23 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is ฿5,990
฿7,375 total
includes taxes & fees
31 Aug - 1 Sept
Parkway House Goshen Family-Friendly Bed & Breakfast
A garden with a rock fountain surrounded by various plants and flowers.

7. John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (20 reviews)
"The house is well located and Eileen was a great host."
United States
Donna
The price is ฿8,810
฿9,603 total
includes taxes & fees
9 Sept - 10 Sept
John H Wallace House
A brick building with a covered patio area featuring outdoor seating and string lights.

8. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is ฿11,186
฿13,213 total
includes taxes & fees
20 Sept - 21 Sept
Cromwell Manor Inn
A large, two-story white house with a wrap-around porch and a small front garden.

9. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (236 reviews)
"Outstanding breakfasts and large, comfortable room in a meticulously maintained and furnished 1880’s farmhouse. Spacious and attractive property and common areas. Friendly and accommodating hosts. We would stay there again if we’re in the area and will recommend it to friends."
United States
Elizabeth
The price is ฿7,119
฿8,053 total
includes taxes & fees
7 Sept - 8 Sept
The Dominion House Bed & Breakfast
A small, single-story house with a steeply pitched roof, a front porch, and a staircase leading to the entrance.

10. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (338 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is ฿5,960
฿6,832 total
includes taxes & fees
31 Aug - 1 Sept
Alpine Haus Bed & Breakfast Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"We always enjoy our stay. The rooms are very clean and the staff is very pleasant and attentive to our needs."
Sherry A. 1-night trip
Posted 18 hours ago
Sleep Inn & Suites Middletown - Goshen

Find out more about Middletown

Middletown B&B information

Number of reviews
929
Accommodation
14 B&B
Lowest Price
฿3,952
Highest Price
฿15,237

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 bar/lounge. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the private garden and unique decor. Tin Brook Bed & Breakfast: 6 rooms. Situated 15.7 mi (25.3 km) from the heart of Middletown. Villa Verde BB Greenwood Lake NY: 2 rooms. 16.8 mi (27.1 km) from the city centre. 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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