Photo by Vincent Ramundo

Search B&B in Middletown

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 11 B&B in Middletown with updated reviews, rates, and availability.

Cromwell Manor Inn
Reception

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (44)
"Historic property. Attentive innkeeper. Good restaurants nearby."
The price is SAR 509
SAR 575 total
includes taxes & fees
4 Dec - 5 Dec
Cromwell Manor Inn
Alpine Haus Bed & Breakfast Inn
Exterior

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (298)
"Anil was a wonderful host who made our stay comfortable and relaxing. He offered local recommendations and provided us with many restaurant options.Check in was easy and the morning breakfast was the perfect start to each day.We were grateful for the evening tea and are looking forward to a future visit."
The price is SAR 751
SAR 861 total
includes taxes & fees
24 Nov - 25 Nov
Alpine Haus Bed & Breakfast Inn
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (109)
"The Tin Brook Inn was wonderful as always. David is an excellent proprietor and is very understanding when we have delays in our travel issues. The rooms are so clean. We got the Pear tree room this time, and it was so cozy and perfect for our weekend stay. Breakfast is included, and made on site by the staff. It's like a home away from home, and I highly recommend it. The gift shop also offers holiday items and handmade decor. There's something in the shop for everyone , and it is such a...
The price is SAR 516
SAR 584 total
includes taxes & fees
24 Nov - 25 Nov
Tin Brook Bed & Breakfast
Borland House Inn
Front of property

Borland House Inn

3.0 star property
9.0 out of 10, Wonderful, (94)
"Interesting 18th century home, with old plank boards, doors, etc. Excellent breakfast. Nice place. Well- kept, clean. Historic building with lots of character"
The price is SAR 390
SAR 442 total
includes taxes & fees
24 Nov - 25 Nov
Borland House Inn
Buck's Homestead B&B
Front of property

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (47)
"Joa's place is a delightful 1830 farmhouse on a quiet, yet convenient road. My suite was cozy, comfortable and private, decorated with authentic antiques which added to the charm."
Buck's Homestead B&B
Stagecoach Inn
Room

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (69)
"Beautiful BnB! Rooms and bathrooms are beautiful. Bed was very comfortable. Grounds were lovely and staff went out of thdir way to make us feel welcome and comfortable. "
The price is SAR 732
SAR 901 total
includes taxes & fees
27 Nov - 28 Nov
Stagecoach Inn
The Dominion House Bed & Breakfast
Exterior

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! "
The price is SAR 807
SAR 913 total
includes taxes & fees
25 Nov - 26 Nov
The Dominion House Bed & Breakfast
Columbus Hotel
Room

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"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. "
The price is SAR 522
SAR 1,134 total
includes taxes & fees
24 Nov - 25 Nov
Columbus Hotel
Caldwell House Bed & Breakfast
Room

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (472)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Saint Huberts Lodge
Exterior

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts Lodge
Danskammer House
Front of property

Danskammer House

3.0 star property
9.8 out of 10, Exceptional, (82)
"The owners did masterful work restoring this home yet paid so much attention in providing up-to-date amenities that people have come to expect. Every convenience was thought of and there were wonderful treats and surprises at every turn. I particularly enjoyed their love of the Hudson River School and all of the lovely artwork represented from room to room. Local history is honored in the house and their knowledge of it is vast. "
Danskammer House
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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middletown

Cottage Suites
Room

Cottage Suites

3.0 star property
8.0 out of 10, Very Good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites
Lazy River Cottage on the Delaware River
Private river bank with seatings

Lazy River Cottage on the Delaware River

10.0 out of 10, Exceptional, (130)
"We absolutely loved our stay at Lazy River Cottage! The cottage was clean, well-decorated, and full of light. The view of the river was stunning and such a delight to observe in the mornings. David was responsive to our needs. We highly recommend this property!"
Lazy River Cottage on the Delaware River
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is SAR 631
SAR 935 total
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.

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, Highland Lakes State Park and Thomas Bull Memorial Park are perfect spots to get in some fresh air and greenery.
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. Alpine Haus Bed & Breakfast Inn: 10 rooms. Situated 18 mi (29 km) from the heart of Middletown. Enjoy the arcade game room and library. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the heart of downtown. Enjoy the free full breakfast and deli. Tin Brook Bed & Breakfast: 5 rooms. Located 15.7 mi (25.3 km) from the core of Middletown.
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 Highland Lakes State 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.