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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 ₩136,636
₩166,228 total
includes taxes & fees
Nov 18 - Nov 19
Borland House Inn
A kitchen with a stainless steel sink, wooden cabinets, a granite countertop, and a coffee maker.

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 ₩183,363
₩207,447 total
includes taxes & fees
Nov 16 - Nov 17
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 bathroom with a white shower curtain, a sink with a mirror above it, a toilet, and a shelf with a plant.

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 ₩113,352
₩226,288 total
includes taxes & fees
Nov 16 - Nov 17
Columbus Hotel
An outdoor dining area with a table set for six, surrounded by chairs, and a large house in the background.

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 ₩448,582
₩552,312 total
includes taxes & fees
Dec 5 - Dec 6
Stagecoach Inn
A large, two-story house with a blue roof, surrounded by lush greenery and a well-maintained lawn.

6. 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 ₩302,890
₩357,789 total
includes taxes & fees
Nov 15 - Nov 16
Cromwell Manor Inn
A rustic wooden building with a sloped roof, a front porch, and a small outdoor seating area.

7. 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 ₩246,707
₩343,521 total
includes taxes & fees
Nov 15 - Nov 16
Stonehill's Farmhouse
A swimming pool with a deck, surrounded by potted plants and outdoor furniture.

8. 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 ₩286,713
₩324,346 total
includes taxes & fees
Nov 16 - Nov 17
The Dominion House Bed & Breakfast
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 ₩324,053
₩366,585 total
includes taxes & fees
Nov 15 - Nov 16
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.