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Check prices for these dates

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Aug 22 - Aug 24
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Sep 12 - Sep 14
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Oct 10 - Oct 12

Featured B&B in Montgomery

Stonehill's Farmhouse
Breakfast, lunch and dinner served

Stonehill's Farmhouse

3.5 star property
9.8 out of 10, Exceptional, (31)
"a lovely experience we are planning a return trip when we can stay for more than one night"
The price is P8,549
P12,450 total
includes taxes & fees
Aug 13 - Aug 14
Stonehill's Farmhouse
Cromwell Manor Inn
Exterior

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (69)
"Very gracious innkeepers; great breakfast in a beautiful setting."
The price is P13,037
P15,400 total
includes taxes & fees
Aug 24 - Aug 25
Cromwell Manor Inn
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
Borland House Inn
The Dominion House Bed & Breakfast
Miscellaneous

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (227)
"Amazing hospitality,"
The price is P12,266
P13,875 total
includes taxes & fees
Aug 18 - Aug 19
The Dominion House Bed & Breakfast
Buck's Homestead B&B
Front of property

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (59)
"Very comfortable stay"
Buck's Homestead B&B
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (7)
"Eva was a gracious host. The breakfast was very good. "
The price is P11,583
P14,245 total
includes taxes & fees
Aug 13 - Aug 14
Villa Verde BB Greenwood Lake NY
Tin Brook Bed & Breakfast
Exterior

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (115)
"Very nice accommodations & staff."
The price is P7,844
P8,875 total
includes taxes & fees
Sep 11 - Sep 12
Tin Brook Bed & Breakfast
Caldwell House Bed & Breakfast
1 bedroom, premium bedding, pillowtop beds, individually decorated

Caldwell House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (473)
"Great place to stay. Wonderful breakfasts. Gracious and warm hospitality."
Caldwell House Bed & Breakfast
Stagecoach Inn
Restaurant

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (76)
"Staff was amazing friendly attentive always smiling. Food and drinks were delicious. Loved the ambience of the room. "
The price is P13,977
P17,209 total
includes taxes & fees
Aug 26 - Aug 27
Stagecoach Inn
Columbus Hotel
1 bedroom, individually decorated, individually furnished, desk

Columbus Hotel

3.0 star property
6.0 out of 10, (6)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
Columbus Hotel
Saint Huberts Lodge
Billiards

Saint Huberts Lodge

3.5 star property
9.0 out of 10, Wonderful, (44)
"Our stay was rather disappointing. The property seems neglected. Some lightbulbs in the bathroom were not working . The coffee maker was really filthy inside. Instead of breakfast we were offered some packaged pastry from a gas station. Plus, there were a bunch of insects in the room. There was no drinking water in the property we ended up driving to get water. I don’t understand they can charge so much money "
Saint Huberts 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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Top Montgomery Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
" Breakfast is great "
Benjamin 1-night trip
Posted 9 hours ago
Sleep Inn & Suites Middletown - Goshen

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 Orange County Arboretum and Thomas Bull Memorial Park.
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, Orange County Arboretum and Thomas Bull Memorial Park are some notable spots. You might put City Winery Hudson Valley and Highland Lakes State Park 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.