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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

Our top choices for Middletown bed & breakfast

Suite | Desk, iron/ironing board, WiFi (free), individually decorated

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 ₩144,399
₩267,448 total
includes taxes & fees
Sep 8 - Sep 9
Columbus Hotel
Exterior detail

2. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (177 reviews)
"Delicious breakfast!"
United States
Anne
The price is ₩168,494
₩196,326 total
includes taxes & fees
Aug 18 - Aug 19
Borland House Inn
Exterior

3. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (128 reviews)
"Really lovely stay, clean, comfortable room, (good bathroom, comfy bed and pillows) friendly, helpful staff. Nice breakfast. "
United States
anne
The price is ₩194,656
₩220,223 total
includes taxes & fees
Aug 18 - Aug 19
Tin Brook Bed & Breakfast
Restaurant

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 ₩463,989
₩571,298 total
includes taxes & fees
Aug 18 - Aug 19
Stagecoach Inn
Exterior

5. 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, (20 reviews)
"A well appointed in with a very attentive owner and hostess. The location is also perfect! We will return very soon!"
Canada
Kyle
The price is ₩271,386
₩334,144 total
includes taxes & fees
Aug 18 - Aug 19
Parkway House Goshen Family-Friendly Bed & Breakfast
Front of property

6. 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 ₩344,010
₩389,160 total
includes taxes & fees
Aug 19 - Aug 20
Villa Verde BB Greenwood Lake NY
Outdoor wedding area

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 ₩376,684
₩410,590 total
includes taxes & fees
Aug 26 - Aug 27
John H Wallace House
Terrace/patio

8. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (108 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
The price is ₩461,866
₩545,561 total
includes taxes & fees
Aug 20 - Aug 21
Cromwell Manor Inn
Exterior

9. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (236 reviews)
"I had a perfect stay with my girlfriend for a long weekend. Eric and Susie were amazing hosts, serving delicious breakfast each day. The hot tub was luxurious and the area was beautiful. I’d 100% come back."
United States
Anna
The price is ₩304,371
₩344,321 total
includes taxes & fees
Aug 19 - Aug 20
The Dominion House Bed & Breakfast
Miscellaneous

10. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (337 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is ₩254,822
₩292,090 total
includes taxes & fees
Aug 19 - Aug 20
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

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Nice place to stay."
Antonio 1-night trip
Posted 1 hour ago
Ramada by Wyndham Newburgh/West Point

Find out more about Middletown

Middletown B&B information

Number of reviews
766
Accommodation
13 B&B
Lowest Price
₩196,326
Highest Price
₩571,298

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. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 6.3 mi (10.1 km) from the downtown core. Enjoy the private yard and unique décor. 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 heart of downtown. Enjoy the free full breakfast and deli. Borland House Inn: 5 rooms. Located 11.1 mi (17.9 km) from the core of Middletown. Enjoy the free full breakfast and deli.
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 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 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.