Find Middletown Bed And Breakfast

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Middletown bed & breakfast

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (168 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is ¥16,395
¥19,101 total
includes taxes & fees
Jun 7 - Jun 8
Borland House Inn

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (122 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is ¥21,986
¥24,874 total
includes taxes & fees
Jun 7 - Jun 8
Tin Brook Bed & Breakfast

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (21 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is ¥36,525
¥41,319 total
includes taxes & fees
Jun 9 - Jun 10
Villa Verde BB Greenwood Lake NY

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 ¥38,718
¥42,203 total
includes taxes & fees
Jun 16 - Jun 17
John H Wallace House

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.6 out of 10, Exceptional, (100 reviews)
"This is a really lovely place! Some historic hotels/B&Bs are just historic and have seen better days. Not this place! We were only there for one night while on a road trip, but we would have enjoyed staying a few days longer. The manager greeted us warmly and made sure we enjoyed every minute of our stay. The house and grounds are beautiful. Our room was beautifully decorated and spotless, plus the bed was super comfy. After a long travel day we were happy to grab a pizza from a local restaurant...
United States
barry
The price is ¥62,644
¥73,998 total
includes taxes & fees
Jun 6 - Jun 7
Cromwell Manor Inn

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 ¥46,923
¥57,773 total
includes taxes & fees
Jul 6 - Jul 7
Stagecoach Inn

Parkway House Goshen Boutique Bed & Breakfast

Parkway House Goshen Boutique Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (3 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 ¥63,926
¥78,707 total
includes taxes & fees
Jun 20 - Jun 21
Parkway House Goshen Boutique Bed & Breakfast

Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
The price is ¥77,765
¥102,827 total
includes taxes & fees
Jul 3 - Jul 4
Parkway House Goshen Bed & Breakfast Suite #2

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (235 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 ¥34,402
¥38,917 total
includes taxes & fees
Jun 8 - Jun 9
The Dominion House Bed & Breakfast

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (334 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is ¥31,980
¥36,657 total
includes taxes & fees
Jun 16 - Jun 17
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Find out more about Middletown

Middletown B&B information

Number of reviews
668
Accommodation
13 B&B
Lowest Price
¥19,101
Highest Price
¥102,827

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

Explore a world of travel with Expedia