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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Browse Select Middletown B&B

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 ₹18,679
₹22,065 total
includes taxes & fees
2 Jul - 3 Jul
Cromwell Manor Inn
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 ₹11,821
₹13,374 total
includes taxes & fees
26 Jun - 27 Jun
Tin Brook 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 ₹18,484
₹20,911 total
includes taxes & fees
2 Jul - 3 Jul
The Dominion House Bed & Breakfast
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 ₹17,108
₹21,072 total
includes taxes & fees
26 Jun - 27 Jun
Villa Verde BB Greenwood Lake NY
Borland House Inn
Front of property

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
Stagecoach Inn
Roosevelt #3, 1 King Bed | 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 ₹21,064
₹25,935 total
includes taxes & fees
2 Jul - 3 Jul
Stagecoach Inn
Alpine Haus Bed & Breakfast Inn
Terrace/patio

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (309)
"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 ₹17,195
₹19,709 total
includes taxes & fees
26 Jun - 27 Jun
Alpine Haus Bed & Breakfast Inn
John H Wallace House
Front of property

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! "
John H Wallace 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.
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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. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the city centre. Enjoy the free full breakfast and snack bar/deli. Alpine Haus Bed & Breakfast Inn: 10 rooms. Located 18 mi (29 km) from the core of Middletown. Enjoy the arcade/games room and library.
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.