Photo by Vincent Ramundo

Search B&B in Middletown

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (57)
"It was a beautiful stay, had everything you could think of for fun and convience, and the staff is very friendly. "
The price is HK$2,085
HK$2,359 total
includes taxes & fees
1 May - 2 May
Cromwell Manor Inn
Alpine Haus Bed & Breakfast Inn
Terrace/patio

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (308)
"AAAAAAA Our stay at Alpine House in Warwick was absolutely fantastic! We were greeted by Anil, who was the most amazing host. The rooms were exquisite, the bed super comfortable, and the breakfast was delicious. Anil hand-cooked everything, from the French toast to homemade carrot cake and delicious coffee. It was an unforgettable experience. We can’t recommend it enough!” We will definitely be back:)"
The price is HK$1,552
HK$1,779 total
includes taxes & fees
28 Apr - 29 Apr
Alpine Haus Bed & Breakfast Inn
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Wonderful people & an impressive house"
The price is HK$1,329
HK$1,504 total
includes taxes & fees
27 Apr - 28 Apr
Borland House Inn
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (110)
"Very nice small town bed and breakfast. We didn't take advantage of all the amenities."
The price is HK$1,067
HK$1,207 total
includes taxes & fees
27 Apr - 28 Apr
Tin Brook Bed & Breakfast
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (2)
"Truly wonderful host and property. Incredible location and impeccable residence- our experience was amazing in every way. We felt incredibly accommodated while also enjoying all the privacy needed within our beautiful suite. My partner was celebrating her 30th birthday- our host went above and beyond to make the trip truly special. She even accommodated her vegan dietary requests for breakfast! Speaking of- the breakfast was incredible- one of the best breakfast experiences I've ever enjoyed....
The price is HK$1,575
HK$1,937 total
includes taxes & fees
9 May - 10 May
Villa Verde BB Greenwood Lake NY
John H Wallace House
Microwave

John H Wallace House

4.0 star property
10.0 out of 10, Exceptional, (4)
"The service was very personal and it's the sort of thing you can't replicate. "
The price is HK$1,459
HK$1,591 total
includes taxes & fees
11 May - 12 May
John H Wallace House
Stagecoach Inn
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"Great find!!"
The price is HK$1,901
HK$2,341 total
includes taxes & fees
30 Apr - 1 May
Stagecoach Inn
Caldwell House Bed & Breakfast
14 bedrooms, premium bedding, pillow-top beds, individually decorated

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
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 HK$1,668
HK$1,887 total
includes taxes & fees
28 Apr - 29 Apr
The Dominion House Bed & Breakfast
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
Columbus Hotel
Individually decorated, individually furnished, desk, iron/ironing board

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. "
Columbus Hotel
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
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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Other property types in Middletown

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is HK$1,303
HK$2,159 total
includes taxes & fees
27 Apr - 28 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (72)
"10 guys stayed here for a weekend and had an excellent time. house is huge and very clean. we were there late march but I’m sure especially in the summer it’s a great getaway with a pool and lake access. "
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Fridge, microwave, oven, stovetop

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (287)
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
The price is HK$3,018
HK$4,023 total
includes taxes & fees
27 Apr - 28 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
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’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 on-site dining. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the city centre. Enjoy the free full breakfast and snack bar/deli. Villa Verde BB Greenwood Lake NY: 2 rooms. 16.8 mi (27.1 km) from the city centre. Enjoy the free full breakfast and unique decor. Tin Brook Bed & Breakfast: 6 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 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.