A lake surrounded by autumn-colored trees reflecting on the water.

Bed and Breakfast in Middletown

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Middletown bed & breakfast

A modern bedroom with a four-poster bed, a desk, and a chair.

1. Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
5.0 out of 10, (12 reviews)
"Looks nothing like the pictures shown, a completely different room than what they advertise"
United States
Donald
The price is NZ$324
includes taxes & fees
9 Nov - 10 Nov
Columbus Hotel
A large, two-story house with a wrap-around porch and multiple chimneys.

2. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
3.0 star property
Goshen
9.8 out of 10, Exceptional, (46 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is NZ$279
includes taxes & fees
5 Nov - 6 Nov
Parkway House Goshen Family-Friendly Bed & Breakfast
A large, two-story white house with a wrap-around porch and a small front garden.

3. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.6 out of 10, Exceptional, (240 reviews)
"The owners were so kind and attentive, and the grounds are absolutely beautiful! Delicious food, gorgeous mountain air, and the horses were adorable. Thank you for having us!"
United States
Sinead
The price is NZ$216
includes taxes & fees
10 Nov - 11 Nov
The Dominion House Bed & Breakfast
A two-story house with a porch, a front door, and a small garden area with potted plants.

4. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (200 reviews)
"WONDERFUL!! Would absolutely stay here again. Super accommodating. Wonderful history. Absolutely stunning property!"
United States
Kimberly
The price is NZ$222
includes taxes & fees
5 Nov - 6 Nov
Borland House Inn
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

5. 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 NZ$668
includes taxes & fees
5 Nov - 6 Nov
Stagecoach Inn
A living room with a fireplace, a sectional sofa, and a chandelier.

6. Parkway House Goshen Bed & Breakfast Suite #3

Parkway House Goshen Bed & Breakfast Suite #3
Goshen
10.0 out of 10, Exceptional, (1 review)
"Very comfortable place and Emily is a great host"
United States
James D.
The price is NZ$389
includes taxes & fees
5 Nov - 6 Nov
Parkway House Goshen Bed & Breakfast Suite #3
A large, white, multi-story house with a symmetrical design, featuring a central entrance and two side wings.

7. Parkway House Goshen Bed & Breakfast Suite #4

Parkway House Goshen Bed & Breakfast Suite #4
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Close to everything downtown. Check in was smooth and easy. Would absolutely stay again. "
United States
Michael F.
The price is NZ$414
includes taxes & fees
5 Nov - 6 Nov
Parkway House Goshen Bed & Breakfast Suite #4
A large, white, two-story house with a wrap-around porch, multiple windows, and two prominent towers.

8. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
10.0 out of 10, Exceptional, (1 review)
"Had a great stay with my family while visiting Legoland. Emily and her family were very accommodating. Her guest first approach was felt. Room was great, perfect for my large family. Excellent location as well, walking distance to downtown Goshen. 5 minute drive to Legoland. Definitely going to stay there again!"
United States
Kam K.
The price is NZ$401
includes taxes & fees
5 Nov - 6 Nov
Parkway House Goshen Bed & Breakfast Suite #1
A garden with a rock fountain surrounded by various plants and flowers.

9. John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (20 reviews)
"John and Linda are wonderful hosts, and it's a wonderful place!"
United States
David
The price is NZ$428
includes taxes & fees
11 Nov - 12 Nov
John H Wallace House
A large, two-story house with a wrap-around porch and two towers.

10. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
The price is NZ$925
includes taxes & fees
8 Nov - 9 Nov
Parkway House Goshen Bed & Breakfast Suite #2
A two-story house with a red front door, a chimney, and a well-maintained lawn.

11. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
9.8 out of 10, Exceptional, (28 reviews)
"Excellent fresh breakfast, very clean , gracious host"
United States
Mark
The price is NZ$465
includes taxes & fees
6 Nov - 7 Nov
Villa Verde BB Greenwood Lake NY
A brick building with a covered patio area featuring outdoor seating and string lights.

12. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (112 reviews)
"This property was beautiful!! Everything was clean and thoughtful, breakfast was homemade, with options from the staff. Staff were lovely, so friendly. Roy, the golden retriever was a cutie!! :)"
United States
Alice
The price is NZ$653
includes taxes & fees
8 Nov - 9 Nov
Cromwell Manor Inn
Exterior

13. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (141 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
United States
Michael
The price is NZ$277
includes taxes & fees
5 Nov - 6 Nov
Tin Brook Bed & Breakfast
A sign for StormKing Lodge with a decorative flower and fox atop it, surrounded by greenery and a paved path.

14. Twin Bedroom with Private Bathroom at Storm King Lodge

Twin Bedroom with Private Bathroom at Storm King Lodge
New Windsor
The price is NZ$624
includes taxes & fees
8 Nov - 9 Nov
Twin Bedroom with Private Bathroom at Storm King Lodge
A sign for StormKing Lodge with a decorative flower and fox atop it, surrounded by greenery and a paved path.

15. Loft Room with Private Bathroom at Storm King Lodge

Loft Room with Private Bathroom at Storm King Lodge
New Windsor
The price is NZ$624
includes taxes & fees
8 Nov - 9 Nov
Loft Room with Private Bathroom at Storm King Lodge
A spacious room with a grand piano, wooden ceiling beams, and a cozy seating area with chairs and a sofa.

16. Loft Suite with Private Bathroom at Storm King Lodge

Loft Suite with Private Bathroom at Storm King Lodge
New Windsor
The price is NZ$737
includes taxes & fees
8 Nov - 9 Nov
Loft Suite with Private Bathroom at Storm King Lodge
A sign for StormKing Lodge with a decorative flower and fox atop it, surrounded by greenery and a paved path.

17. Pine Suite with Private Bathroom at Storm King Lodge

Pine Suite with Private Bathroom at Storm King Lodge
New Windsor
The price is NZ$737
includes taxes & fees
8 Nov - 9 Nov
Pine Suite with Private Bathroom at Storm King Lodge
A small, single-story house with a steeply pitched roof, a front porch, and a staircase leading to the entrance.

18. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (346 reviews)
"the beds were very comfortable the breakfast was delicious"
United States
Debbie
The price is NZ$408
includes taxes & fees
5 Nov - 6 Nov
Alpine Haus Bed & Breakfast Inn
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

Tru by Hilton Middletown

Tru by Hilton Middletown

10/10 Excellent
"Great stay, great play area for the family in the lobby"
Jarrod 1-night trip
Posted 11 hours ago
Tru by Hilton Middletown

Find out more about Middletown

Middletown B&B information

Number of reviews
616
Accommodation
27 B&B
Lowest Price
NZ$216
Highest Price
NZ$925

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 bar/lounge. 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. 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 snack bar/deli. Borland House Inn: 5 rooms. 11.1 mi (17.9 km) from the city centre. Enjoy the free full breakfast and snack bar/deli. 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.

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