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Check prices for these dates

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

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 ₩139,888
₩170,184 total
includes taxes & fees
Nov 10 - Nov 11
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 ₩187,727
₩212,384 total
includes taxes & fees
Nov 10 - Nov 11
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, (48 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is ₩169,296
₩208,446 total
includes taxes & fees
Nov 11 - Nov 12
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 ₩122,876
₩239,395 total
includes taxes & fees
Nov 17 - Nov 18
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 ₩458,464
₩564,479 total
includes taxes & fees
Dec 5 - Dec 6
Stagecoach Inn
A brick building with a covered patio area featuring outdoor seating and string lights.

6. 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 ₩424,382
₩501,300 total
includes taxes & fees
Nov 10 - Nov 11
Cromwell Manor Inn
A large, two-story white house with a wrap-around porch and a small front garden.

7. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.6 out of 10, Exceptional, (241 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 ₩146,769
₩166,033 total
includes taxes & fees
Nov 11 - Nov 12
The Dominion House Bed & Breakfast
A tent with a wooden interior, including a sofa, a dresser, and a fireplace.

8. 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 ₩252,579
₩351,700 total
includes taxes & fees
Nov 10 - Nov 11
Stonehill's Farmhouse
A two-story house with a red front door, a chimney, and a well-maintained lawn.

9. 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 ₩331,765
₩375,309 total
includes taxes & fees
Nov 10 - Nov 11
Villa Verde BB Greenwood Lake NY
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.

Top reviews in Montgomery

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

Borland House Inn

Borland House Inn
Montgomery

10/10 Excellent

Lovely place. Very special, can’t wait to return.
United States
Kate
Reviewed January 13, 2025
Borland House Inn

Frequently Asked Questions

Searching for B&Bs in Montgomery?

If you're looking for something a little different than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your vacation. While you're here, you can get to know Montgomery by exploring its natural beauty. Consider a stop by Thomas Bull Memorial Park and Orange County Arboretum.

Are you thinking about a B&B instead of a traditional hotel?

With attentive service, opportunities to mingle with other guests, and of course a full breakfast, B&Bs all have a truly one-of-a-kind environment.

What are the top B&Bs in Montgomery?

Check out these B&Bs in Montgomery: Borland House Inn: 5 rooms. Enjoy the free full breakfast and deli. Buck's Homestead B&B: 3 rooms.

When should I book my B&B in Montgomery?

When you're dreaming of a trip to Montgomery, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches 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 might 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?

Mapping out your trip in and around Montgomery is easy with these transportation options. Fly into Stewart Intl. Airport (SWF), 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.