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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Montgomery bed & breakfast

A two-story house with a porch, a front door, and a small garden area with potted plants.

1. Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (201 reviews)
"WONDERFUL!! Would absolutely stay here again. Super accommodating. Wonderful history. Absolutely stunning property!"
United States
Kimberly
The price is AU$183
includes taxes & fees
19 Nov - 20 Nov
Borland House Inn
A living room with a fireplace, a ceiling fan, a flat-screen TV, and a coffee table.

2. 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 AU$229
includes taxes & fees
15 Nov - 16 Nov
Tin Brook Bed & Breakfast
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
9.8 out of 10, Exceptional, (49 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
Parkway House Goshen Family-Friendly Bed & Breakfast
A modern bedroom with a four-poster bed, a desk, and a chair.

4. 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 AU$238
includes taxes & fees
17 Nov - 18 Nov
Columbus Hotel
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 AU$611
includes taxes & fees
5 Dec - 6 Dec
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.
Parkway House Goshen Bed & Breakfast Suite #3
A brick building with a covered patio area featuring outdoor seating and string lights.

7. Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (113 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 AU$393
includes taxes & fees
17 Nov - 18 Nov
Cromwell Manor Inn
A large, white, multi-story house with a symmetrical design, featuring a central entrance and two side wings.

8. 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.
Parkway House Goshen Bed & Breakfast Suite #4
A large, white, two-story house with a wrap-around porch, multiple windows, and two prominent towers.

9. 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.
Parkway House Goshen Bed & Breakfast Suite #1
A rustic hall with wooden beams, long tables set for dining, and a high ceiling with exposed beams.

10. Stonehill's Farmhouse

Stonehill's Farmhouse
3.5 star property
Accord
9.0 out of 10, Wonderful, (62 reviews)
"Overpriced. Could be a great place"
United States
Pratima
The price is AU$372
includes taxes & fees
15 Nov - 16 Nov
Stonehill's Farmhouse
A large, two-story house with a wrap-around porch and two towers.

11. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
Parkway House Goshen Bed & Breakfast Suite #2
A large, two-story white house with a wrap-around porch and a small front garden.

12. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.6 out of 10, Exceptional, (241 reviews)
"Amazing! The historic home sits on 40 acres of beautiful land inviting all guests to sit back and unwind. The beautiful home is decorated exquisitely and the hosts are warm and welcoming. If you are visiting West Point this place is a short drive away. It is nestled in a beautiful area making it an excellent option for a weekend get away-whether you are going to watch an Army football game or just want to get away, you will not be disappointed."
United States
Sally
The price is AU$357
includes taxes & fees
17 Nov - 18 Nov
The Dominion House Bed & Breakfast
A sign for StormKing Lodge with a decorative flower and fox atop it, surrounded by greenery and a paved path.

13. Loft Room with Private Bathroom at Storm King Lodge

Loft Room with Private Bathroom at Storm King Lodge
New Windsor
The price is AU$510
includes taxes & fees
15 Nov - 16 Nov
Loft Room 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.

14. Twin Bedroom with Private Bathroom at Storm King Lodge

Twin Bedroom with Private Bathroom at Storm King Lodge
New Windsor
The price is AU$510
includes taxes & fees
15 Nov - 16 Nov
Twin Bedroom with Private Bathroom at Storm King Lodge
A two-story house with a red front door, a chimney, and a well-maintained lawn.

15. 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 AU$396
includes taxes & fees
15 Nov - 16 Nov
Villa Verde BB Greenwood Lake NY
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 AU$612
includes taxes & fees
15 Nov - 16 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 AU$612
includes taxes & fees
15 Nov - 16 Nov
Pine Suite with Private Bathroom at Storm King 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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Learn more about Montgomery

Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.

See all hotels in Montgomery
A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

Frequently Asked Questions

Searching for B&Bs in Montgomery?

If you're looking for something a little different than your standard hotel experience, a bed and breakfast might be the perfect option for your holiday. While you're here, you can get to know Montgomery by exploring its natural beauty—consider stopping at Thomas Bull Memorial Park and Orange County Arboretum.

Are you interested in an apartment for your stay?

With attentive service, opportunities to mingle with other guests and of course a scrumptious breakfast, B&Bs provide a unique setting.

What are the top B&Bs in Montgomery?

You might consider looking into these B&Bs in Montgomery: Borland House Inn: 5 rooms. Enjoy the free full breakfast and snack bar/deli. Buck's Homestead B&B: 3 rooms.

What's the best time of year to book my B&B in Montgomery?

When you're dreaming of a escape to Montgomery, 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 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.

What is there to do in Montgomery?

When you want to spend some time in the great outdoors, Thomas Bull Memorial Park and Orange County Arboretum are some notable spots. You should put Highland Lakes State Park and City Winery Hudson Valley on your list if you want to see more of the area.

How can I get to and around Montgomery?

Planning your excursions in and around Montgomery is easier with these transportation options. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 8 mi (12.9 km) away from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.