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Compare 13 B&B in Philipstown with updated reviews, rates, and availability.

Cromwell Manor Inn

3.5 star property
9.4 out of 10, Exceptional, (65)
"Couple who ran the place were amazing, friendly, helpful and adorable Made our stay there wonderful. Really loved everything."
$210 nightly
The price is $249
Jul 27 - Jul 28
Total includes taxes and fees
Cromwell Manor Inn

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (121)
"Lovely BnB, helpful and friendly staff, convenient location with many attractions within a short driving distance."
$154 nightly
The price is $175
Jul 27 - Jul 28
Total includes taxes and fees
Borland House Inn

Tin Brook Bed & Breakfast

3.0 star property
9.4 out of 10, Exceptional, (113)
"Very nice accommodations & staff."
$138 nightly
The price is $156
Jul 31 - Aug 1
Total includes taxes and fees
Tin Brook Bed & Breakfast

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. "
$208 nightly
The price is $235
Aug 2 - Aug 3
Total includes taxes and fees
Villa Verde BB Greenwood Lake NY

Buck's Homestead B&B

2.5 star property
9.6 out of 10, Exceptional, (55)
"Very comfortable stay"
Buck's Homestead B&B

Charming Grand View/Lake Loft in Brewster with WiFi, AC

10.0 out of 10, Exceptional, (5)
Charming Grand View/Lake Loft in Brewster with WiFi, AC

The Dominion House Bed & Breakfast

2.0 star property
9.2 out of 10, Wonderful, (224)
"The proprietors are lovely, the facilities are beautiful, and the food was delicious. We enjoyed our time here and will definitely return! "
$215 nightly
The price is $243
Jul 17 - Jul 18
Total includes taxes and fees
The Dominion House Bed & Breakfast

Honey Maple Grove BnB

4.0 star property
9.6 out of 10, Exceptional, (4)
"Charming and quiet…. perfect bed and breakfast!"
Honey Maple Grove BnB

Stagecoach Inn

3.5 star property
9.6 out of 10, Exceptional, (76)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
$245 nightly
The price is $302
Jul 16 - Jul 17
Total includes taxes and fees
Stagecoach Inn

The Kittle House Inn

3.5 star property
8.2 out of 10, Very Good, (411)
"Beautiful place to stay with a great staff "
The Kittle House Inn

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

The Bykenhulle House

3.5 star property
8.4 out of 10, Very Good, (168)
"Great BnB. Lovely staff. Breakfast was delicious. We will be back."
The Bykenhulle House

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

Le Petit Chateau Inn

3.0 star property
Le Petit Chateau 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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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 $156 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.