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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May
In one month
12 Jun - 14 Jun
In two months
10 Jul - 12 Jul

Our top choices for Middletown bed & breakfast

Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (163 reviews)
"A quaint inn with lovely breakfast. Rooms are small. Bed was comfortable but our room faced the street which was noisy."
United States
Renee
The price is RM403
RM469 total
includes taxes & fees
17 May - 18 May
Borland House Inn
Exterior

Parkway House Goshen Bed & Breakfast

Parkway House Goshen Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Spectacular stay in Goshen! Beautiful house, breakfast made fresh in front of you, awesome location with the horsetrack right across, and big rooms. "
United States
Daniel
The price is RM711
RM876 total
includes taxes & fees
17 May - 18 May
Parkway House Goshen Bed & Breakfast
Outdoor wedding area

John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (19 reviews)
"The house is well located and Eileen was a great host."
United States
Donna
The price is RM903
RM984 total
includes taxes & fees
17 May - 18 May
John H Wallace House
Front of property

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (19 reviews)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
The price is RM955
RM1,080 total
includes taxes & fees
28 May - 29 May
Villa Verde BB Greenwood Lake NY
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.6 out of 10, Exceptional, (99 reviews)
"Great stay!"
United States
Amrita
The price is RM956
RM1,129 total
includes taxes & fees
27 May - 28 May
Cromwell Manor Inn
Exterior

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (332 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is RM786
RM901 total
includes taxes & fees
28 May - 29 May
Alpine Haus Bed & Breakfast Inn
Restaurant

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 RM1,047
RM1,289 total
includes taxes & fees
17 May - 18 May
Stagecoach Inn
Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is RM845
RM956 total
includes taxes & fees
18 May - 19 May
The Dominion House Bed & Breakfast
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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

8/10 Good
"The breakfast was very good. By far the best among the hotels I’ve been that were offering a free breakfast!"
Luther 1-night trip
Posted 2 hours ago
Hampton Inn by Hilton Middletown

Find out more about Middletown

Middletown B&B information

Number of reviews
768
Accommodation
13 B&B
Lowest Price
RM469
Highest Price
RM1,289

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?
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 decor and bar/lounge. Borland House Inn: 5 rooms. Situated 11.1 mi (17.9 km) from the heart of Middletown. Enjoy the free full breakfast and snack bar/deli. Parkway House Goshen Bed & Breakfast: 5 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the massage services and library. Villa Verde BB Greenwood Lake NY: 2 rooms. Located 16.8 mi (27.1 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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