Photo by Praw Newberry

Find a Bed and Breakfast in Philipstown from CA $144

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Philipstown bed & breakfast

A large, two-story white house with a wrap-around porch and a small front garden.

1. The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.6 out of 10, Exceptional, (240 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 CA $151
CA $170 total
includes taxes & fees
Nov 11 - Nov 12
The Dominion House Bed & Breakfast
A brick building with a covered patio area featuring outdoor seating and string lights.

2. 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 CA $436
CA $515 total
includes taxes & fees
Nov 8 - Nov 9
Cromwell Manor Inn
A two-story house with a porch, a front door, and a small garden area with potted plants.

3. 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 CA $145
CA $176 total
includes taxes & fees
Nov 8 - Nov 9
Borland House Inn
A large, two-story house with a wrap-around porch and multiple chimneys.

4. 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, (47 reviews)
"One of the best places we’ve stayed at, highly recommended!"
United States
Aakif
The price is CA $242
CA $298 total
includes taxes & fees
Nov 9 - Nov 10
Parkway House Goshen Family-Friendly Bed & Breakfast
A spacious room with a grand piano, wooden ceiling beams, and a cozy seating area with chairs and a sofa.

5. Loft Suite with Private Bathroom at Storm King Lodge

Loft Suite with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $484
CA $597 total
includes taxes & fees
Nov 8 - Nov 9
Loft Suite with Private Bathroom at Storm King Lodge
A wooden bedside table with a lamp, a stack of books, and a small electronic device.

6. Twin Bedroom with Private Bathroom at Storm King Lodge

Twin Bedroom with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $403
CA $483 total
includes taxes & fees
Nov 8 - Nov 9
Twin Bedroom with Private Bathroom at Storm King Lodge
A house with a porch, outdoor seating, and string lights.

7. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
9.8 out of 10, Exceptional, (8 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
The price is CA $147
CA $181 total
includes taxes & fees
Nov 30 - Dec 1
Hudson Pond · Hideaway King Suite · GF Breakfast
A two-story house with a front porch, a stone chimney, and a well-maintained lawn.

8. Loft Room with Private Bathroom at Storm King Lodge

Loft Room with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $403
CA $498 total
includes taxes & fees
Nov 8 - Nov 9
Loft Room with Private Bathroom at Storm King Lodge
A wooden-paneled room with a bed, a chair, a dresser, and a window with curtains.

9. Pine Suite with Private Bathroom at Storm King Lodge

Pine Suite with Private Bathroom at Storm King Lodge
New Windsor
The price is CA $484
CA $597 total
includes taxes & fees
Nov 8 - Nov 9
Pine Suite with Private Bathroom at Storm King Lodge
A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

10. 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 CA $427
CA $526 total
includes taxes & fees
Nov 8 - Nov 9
Stagecoach Inn
A living room with a fireplace, a ceiling fan, a flat-screen TV, and a coffee table.

11. 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 CA $193
CA $218 total
includes taxes & fees
Nov 8 - Nov 9
Tin Brook Bed & Breakfast
A large, white, two-story house with a wrap-around porch, multiple windows, and two prominent towers.

12. Parkway House Goshen Bed & Breakfast Suite #1

Parkway House Goshen Bed & Breakfast Suite #1
Goshen
10.0 out of 10, Exceptional, (1 review)
"Had a great stay with my family while visiting Legoland. Emily and her family were very accommodating. Her guest first approach was felt. Room was great, perfect for my large family. Excellent location as well, walking distance to downtown Goshen. 5 minute drive to Legoland. Definitely going to stay there again!"
United States
Kam K.
The price is CA $360
CA $481 total
includes taxes & fees
Nov 10 - Nov 11
Parkway House Goshen Bed & Breakfast Suite #1
A two-story house with a red front door, a chimney, and a well-maintained lawn.

13. 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 CA $334
CA $378 total
includes taxes & fees
Nov 10 - Nov 11
Villa Verde BB Greenwood Lake NY
A covered porch with a stone pathway leading to a bench.

14. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (6 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is CA $155
CA $195 total
includes taxes & fees
Dec 7 - Dec 8
Hudson Pond · Garden Queen Suite · GF Breakfast
A living room with a fireplace, a sectional sofa, and a chandelier.

15. Parkway House Goshen Bed & Breakfast Suite #3

Parkway House Goshen Bed & Breakfast Suite #3
Goshen
10.0 out of 10, Exceptional, (1 review)
"Very comfortable place and Emily is a great host"
United States
James D.
The price is CA $320
CA $428 total
includes taxes & fees
Nov 10 - Nov 11
Parkway House Goshen Bed & Breakfast Suite #3
A large, white, multi-story house with a symmetrical design, featuring a central entrance and two side wings.

16. Parkway House Goshen Bed & Breakfast Suite #4

Parkway House Goshen Bed & Breakfast Suite #4
Goshen
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Close to everything downtown. Check in was smooth and easy. Would absolutely stay again. "
United States
Michael F.
The price is CA $360
CA $481 total
includes taxes & fees
Nov 10 - Nov 11
Parkway House Goshen Bed & Breakfast Suite #4
A large, two-story house with a wrap-around porch and two towers.

17. Parkway House Goshen Bed & Breakfast Suite #2

Parkway House Goshen Bed & Breakfast Suite #2
Goshen
The price is CA $399
CA $535 total
includes taxes & fees
Nov 8 - Nov 9
Parkway House Goshen Bed & Breakfast Suite #2
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 Philipstown

Head to sights like Boscobel House and Gardens and Hudson Highlands State Park as you discover Philipstown.

See all hotels in Philipstown
A serene lake surrounded by autumn foliage and trees.
Photo by Praw Newberry
Open Photo by Praw Newberry

Top reviews in Philipstown

A large, two-story white house with a wrap-around porch and a small front garden.
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
Chester

10/10 Excellent

I’m torn between telling everyone about Dominion House and keeping it to myself. What a glorious B&B, with a swimming pool too. Only 3 rooms so you never feel crowded. Kathy was a welcome host and Liane’s breakfasts were amazing. It was really hot over the weekend, but the house was cool so even though it has A/C, I was still able to sleep with the windows open. So quiet and still. A family of deer wandered the lawn. The bed was comfortable, the water pressure was great, the library had tons of...
Canada
Susan
Reviewed July 29, 2024
The Dominion House Bed & Breakfast

Frequently Asked Questions

Searching for B&Bs in Philipstown?

If you want to find an accommodation with fewer rooms than the traditional hotel and an intimate environment, a B&B might be just the right fit for your trip to Philipstown. If your ideal vacation to Philipstown includes spending lots of time outside, Boscobel House and Gardens and Hudson Highlands State Park are good spots to enjoy the scenery.

Why choose a B&B over a traditional hotel room?

Every B&B has a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts a home away from home.

What are the best bed and breakfasts in Philipstown?

Below are some B&Bs in the surrounding area: Borland House Inn: 5 rooms. Situated 16.4 mi (26.5 km) from the heart of Philipstown. Enjoy the free full breakfast and deli. Tin Brook Bed & Breakfast: 6 rooms. 14.3 mi (23 km) from the heart of downtown.Cromwell Manor Inn: 13 rooms. Located 4.9 mi (7.8 km) from the core of Philipstown. Enjoy the free cooked breakfast and unique décor.

What's the best time of year to stay at a B&B in Philipstown?

When you're planning your escape to Philipstown, year-round temperatures and rainfall may be important factors to consider. 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 33°F. The snowiest months in Philipstown are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.

What is there to do in Philipstown?

If you're looking to find something to do during your travels, you might consider checking out Manitoga The Russel Wright Design Center and Garrison Art Center. You might put Boscobel House and Gardens and Hudson Highlands State Park on your list if you want to see more of the area.

How can I get to and around Philipstown?

You can map out your trip in and around Philipstown ahead of time with these transportation options. Fly into Stewart Intl. Airport (SWF), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, look for flights into Danbury, CT (DXR-Danbury Municipal), which is 24.3 mi (39.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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