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

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29

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
5.2 out of 10, (9 reviews)
"There is no front desk. All things considered this is not a $200+ hotel"
United States
Joseph
$156 nightly
The price is $176
Oct 13 - Oct 14
Total with taxes and fees
Columbus Hotel
A two-story house with a porch, a front door, and a small garden area with potted plants.

2. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (189 reviews)
"What a quaint and charming bed and breakfast . The staff were readily available and so accommodating. I have already boomed another stay."
United States
Ruth
$136 nightly
The price is $161
Oct 6 - Oct 7
Total with taxes and fees
Borland House Inn
A large, two-story house with a wrap-around porch and multiple chimneys.

3. 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, (36 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
$147 nightly
The price is $181
Oct 6 - Oct 7
Total with taxes and fees
Parkway House Goshen Family-Friendly Bed & Breakfast
Exterior

4. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (135 reviews)
"I stayed over the gift shop in the Strawberry Room and it was perfect!"
United States
Michael
$138 nightly
The price is $156
Oct 6 - Oct 7
Total with taxes and fees
Tin Brook Bed & Breakfast
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
$305 nightly
The price is $375
Nov 5 - Nov 6
Total with taxes and fees
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.
$190 nightly
The price is $233
Oct 6 - Oct 7
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #3
A garden with a rock fountain surrounded by various plants and flowers.

7. John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (20 reviews)
"The house is well located and Eileen was a great host."
United States
Donna
$228 nightly
The price is $248
Nov 1 - Nov 2
Total with taxes and fees
John H Wallace House
A two-story house with a red front door, a chimney, and a well-maintained lawn.

8. Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
9.8 out of 10, Exceptional, (27 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
$224 nightly
The price is $253
Nov 3 - Nov 4
Total with taxes and fees
Villa Verde BB Greenwood Lake NY
A large, white, multi-story house with a symmetrical design, featuring a central entrance and two side wings.

9. 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.
$208 nightly
The price is $254
Oct 6 - Oct 7
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #4
A large, white, two-story house with a wrap-around porch, multiple windows, and two prominent towers.

10. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
$210 nightly
The price is $257
Oct 6 - Oct 7
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #1
A brick building with a covered patio area featuring outdoor seating and string lights.

11. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (109 reviews)
"The stay was wonderful. The personnel were very accommodating."
United States
Steven
$392 nightly
The price is $462
Oct 12 - Oct 13
Total with taxes and fees
Cromwell Manor Inn
A large, two-story house with a wrap-around porch, a chimney, and a car parked in front.

12. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
$226 nightly
The price is $277
Oct 6 - Oct 7
Total with taxes and fees
Parkway House Goshen Bed & Breakfast Suite #2
A bedroom with a wooden dresser, a mirror, a bed with a blue quilt, a window with blinds, and a wall-mounted light switch.

13. Twin Bedroom with Private Bath at Storm King Lodge

Twin Bedroom with Private Bath at Storm King Lodge
New Windsor
$263 nightly
The price is $299
Oct 6 - Oct 7
Total with taxes and fees
Twin Bedroom with Private Bath at Storm King Lodge
A large, two-story white house with a wrap-around porch and a small front garden.

14. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (237 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
$215 nightly
The price is $243
Oct 7 - Oct 8
Total with taxes and fees
The Dominion House Bed & Breakfast
A bedroom with a bed, a window with curtains, a nightstand, and a chair.

15. Loft Room with Private Bath at Storm King Lodge

Loft Room with Private Bath at Storm King Lodge
New Windsor
$329 nightly
The price is $374
Oct 6 - Oct 7
Total with taxes and fees
Loft Room with Private Bath at Storm King Lodge
A two-story house with a front porch, a stone chimney, and a well-maintained lawn.

16. Loft Suite with Private Bath at Storm King Lodge

Loft Suite with Private Bath at Storm King Lodge
New Windsor
$394 nightly
The price is $449
Oct 6 - Oct 7
Total with taxes and fees
Loft Suite with Private Bath 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 Bath at Storm King Lodge

Pine Suite with Private Bath at Storm King Lodge
New Windsor
$385 nightly
The price is $438
Oct 6 - Oct 7
Total with taxes and fees
Pine Suite with Private Bath at Storm King Lodge
A covered porch with white wicker furniture, a swan decoration, and a table with books.

18. Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn
2.0 star property
Vernon
9.2 out of 10, Wonderful, (342 reviews)
"the beds were very comfortable the breakfast was delicious"
United States
Debbie
$174 nightly
The price is $199
Oct 6 - Oct 7
Total with taxes and fees
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

8/10 Good
"I enjoyed the breakfast, especially the waffles. The staff was very nice and accommodating. The only problem was they did not know how to explain how to get back to interstate 17 E. I feel that the staff should be able to give proper directions. Also, there was a lot of construction, and it was hard to turn into the hotel."
Roberta 1-night trip
Posted 6 hours ago
Sleep Inn & Suites Middletown - Goshen

Find out more about Middletown

Middletown B&B information

Number of reviews
1,080
Accommodation
19 B&B
Lowest Price
$156
Highest Price
$462

Frequently asked questions

What is the nightly rate for a B&B in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from $156 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middletown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Middletown?
The best time to book a B&B in Middletown is during the vibrant summer months of June through August. This peak season attracts travelers eager to enjoy the area's warm weather and plethora of outdoor activities, such as hiking, biking, and exploring local parks. With temperatures typically ranging from the upper 70s to low 90s Fahrenheit, visitors can comfortably partake in sightseeing and outdoor adventures, all while soaking in the region's natural beauty.

July stands out as the most popular month to visit, when the community comes alive with festivals and events that celebrate the local culture. This lively atmosphere makes it an ideal time for those who appreciate a bustling environment filled with entertainment and opportunities to connect with fellow travelers.

If you're seeking a more budget-friendly experience, consider planning your visit in early fall, particularly in October. This month offers a lovely backdrop of autumn colors and a more relaxed pace, allowing you to enjoy the scenic trails and charming downtown without the crowds. The weather remains pleasant, typically in the 60s to 70s Fahrenheit, making it conducive for leisurely strolls and exploration.
What is the difference between a Middletown Bed and Breakfast and a hotel?
Every Middletown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Middletown B&Bs.

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