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Book Philipstown Bed & Breakfast

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Our top choices for Philipstown bed & breakfast

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 14 - Dec 15
Total with taxes and fees
Borland House Inn

Cromwell Manor Inn

Cromwell Manor Inn
4.0 star property
Cornwall
9.4 out of 10, Exceptional, (94)
"Great stay!"
United States
Amrita
$246 nightly
The price is $291
Dec 20 - Dec 21
Total with taxes and fees
Cromwell Manor Inn

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
Dec 15 - Dec 16
Total with taxes and fees
The Dominion House Bed & Breakfast

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (13)
"Amazing breakfast, scenery, tucked away on a hilltop, what a getaway! "
United States
Gary
$200 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
Villa Verde BB Greenwood Lake NY

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
United States
Lorna
$235 nightly
The price is $289
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stagecoach 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 Philipstown Hotel Reviews

Find out more about Philipstown

Philipstown B&B information

Number of reviews
418
Accommodation
15 B&B
Lowest Price
$129
Highest Price
$291

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Philipstown?
Prices for B&Bs in Philipstown often vary, but you can find a great deal from $129 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Philipstown 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 Bed and Breakfast in Philipstown?
The best time to book a B&B in Philipstown is during the vibrant spring months of April to June, when nature comes alive and the area offers a mix of outdoor adventures and cultural experiences. This period is particularly appealing to those who appreciate scenic hiking trails and charming local events. As the temperatures rise, typically ranging from the mid-50s to the low 80s Fahrenheit, visitors can enjoy comfortable conditions for exploring the stunning landscapes and picturesque riverside views.

May stands out as a delightful month to visit, combining pleasant weather with numerous community celebrations, art shows, and farmers' markets that showcase local artisans and tasty seasonal produce. This creates an engaging atmosphere for travelers who appreciate immersive experiences and connecting with the local culture.

For those seeking a more budget-friendly option, consider the fall months of September and October. During this time, the landscape transforms into a canvas of autumn colors, providing an enchanting backdrop for leisurely strolls and scenic drives. The cooler temperatures and reduced tourist traffic create a peaceful ambiance, great for unwinding and savoring the beauty of the region.
What is the difference between a Philipstown B&B and a hotel?
Every Philipstown 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 Philipstown B&Bs.

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