A large steel bridge spanning a river, surrounded by trees and buildings.

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sep - 13 Sep

Our top choices for Middletown bed & breakfast

Suite | Desk, iron/ironing board, free WiFi, individually decorated

Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
6.0 out of 10, (6 reviews)
"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. "
United States
Diane
The price is ฿3,560
฿8,680 total
includes taxes & fees
21 Jul - 22 Jul
Columbus Hotel
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (170 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 ฿6,203
฿7,228 total
includes taxes & fees
19 Jul - 20 Jul
Borland House Inn
Exterior

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (125 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is ฿4,604
฿5,209 total
includes taxes & fees
27 Jul - 28 Jul
Tin Brook Bed & Breakfast
Exterior

Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
10.0 out of 10, Exceptional, (7 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 ฿10,578
฿13,024 total
includes taxes & fees
19 Jul - 20 Jul
Parkway House Goshen Family-Friendly Bed & Breakfast
Outdoor wedding area

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 ฿8,936
฿9,740 total
includes taxes & fees
30 Jul - 31 Jul
John H Wallace House
Restaurant

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 ฿9,819
฿12,090 total
includes taxes & fees
29 Jul - 30 Jul
Stagecoach Inn
Front of property

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (23 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is ฿8,137
฿9,205 total
includes taxes & fees
23 Jul - 24 Jul
Villa Verde BB Greenwood Lake NY
Terrace/patio

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (105 reviews)
"Clean room, delicious breakfast, beautiful property, and excellent property managers."
United States
Wendy
The price is ฿13,189
฿15,580 total
includes taxes & fees
26 Jul - 27 Jul
Cromwell Manor Inn
Exterior

Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
3.0 star property
Vernon
9.2 out of 10, Wonderful, (336 reviews)
"The Owner is very nice, kind and sociable. The breakfasts were delicious. "
United States
Cynthia
The price is ฿6,697
฿7,676 total
includes taxes & fees
20 Jul - 21 Jul
Alpine Haus Bed & Breakfast Inn
Exterior

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 ฿7,199
฿8,144 total
includes taxes & fees
20 Jul - 21 Jul
The Dominion House Bed & Breakfast
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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Top Middletown Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Best bang for your buck if you're looking for a comfortable, pleasant stay. Helpful & friendly staff, There's no toothbrush or toothpaste provided in case you forgot, but honestly, not the biggest of deals. Will stay here again"
Atikah 1-night trip
Posted 8 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Middletown

Middletown B&B information

Number of reviews
751
Accommodation
13 B&B
Lowest Price
฿5,209
Highest Price
฿15,580

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. Tin Brook Bed & Breakfast: 6 rooms. Situated 15.7 mi (25.3 km) from the heart of Middletown. Parkway House Goshen Family-Friendly Bed & Breakfast: 5 rooms. 6.3 mi (10.1 km) from the city centre. Enjoy the private garden and unique decor. 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 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.

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