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Search B&B in Middletown

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Check prices for these dates

Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul
In one month
1 Aug - 3 Aug
In two months
29 Aug - 31 Aug
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (62)
"Couple who ran the place were amazing, friendly, helpful and adorable Made our stay there wonderful. Really loved everything."
The price is HK$1,599
HK$1,889 total
includes taxes & fees
7 Jul - 8 Jul
Cromwell Manor Inn
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (119)
"Lovely BnB, helpful and friendly staff, convenient location with many attractions within a short driving distance."
Borland House Inn
Villa Verde BB Greenwood Lake NY
Skiing

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (6)
"Eva was a gracious host. The breakfast was very good. "
The price is HK$1,546
HK$1,906 total
includes taxes & fees
7 Jul - 8 Jul
Villa Verde BB Greenwood Lake NY
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (113)
"Very nice accommodations & staff."
The price is HK$1,079
HK$1,221 total
includes taxes & fees
1 Jul - 2 Jul
Tin Brook 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, (53)
"Very comfortable stay"
Buck's Homestead B&B
Alpine Haus Bed & Breakfast Inn
Terrace/patio

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (310)
"Great location, attentive owner, comfortable bed, and the best breakfast! If we come to the area again will definitely book another stay."
The price is HK$1,570
HK$1,800 total
includes taxes & fees
1 Jul - 2 Jul
Alpine Haus Bed & Breakfast Inn
The Dominion House Bed & Breakfast
Exterior

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The proprietors are lovely, the facilities are beautiful, and the food was delicious. We enjoyed our time here and will definitely return! "
The price is HK$1,688
HK$1,909 total
includes taxes & fees
3 Jul - 4 Jul
The Dominion House Bed & Breakfast
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, (76)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
The price is HK$1,923
HK$2,368 total
includes taxes & fees
1 Jul - 2 Jul
Stagecoach Inn
John H Wallace House
Outdoor wedding area

John H Wallace House

4.0 star property
10.0 out of 10, Exceptional, (8)
"The John H Wallace House is the oldest historic house in Milford. Our host was friendly and knowledgeable and gave us a tour of the whole beautiful house!! The house has been newly renovated!! The bathroom and shower were gorgeous! The breakfast was outstanding and even had homemade scones, clotted cream and lemon curd served on beautiful china!! It was truly a home away from home! "
The price is HK$1,830
HK$1,994 total
includes taxes & fees
1 Jul - 2 Jul
John H Wallace House
Caldwell House Bed & Breakfast
1 bedroom, premium bedding, pillow-top beds, individually decorated

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (473)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Columbus Hotel
1 bedroom, individually decorated, individually furnished, desk

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
Billiards

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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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. Villa Verde BB Greenwood Lake NY: 2 rooms. Situated 16.8 mi (27.1 km) from the heart of Middletown. Enjoy the free full breakfast and unique decor. Alpine Haus Bed & Breakfast Inn: 10 rooms. 18 mi (29 km) from the city centre. Enjoy the arcade/games room and library. Borland House Inn: 5 rooms. Located 11.1 mi (17.9 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 Orange County Fair Speedway and Orange County Fairgrounds 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.