Title: Philipstown B&B: Find the Best Bed and Breakfast from CA $294 | Expedia.ca [Philipstown Travel Guide](https://expedia.ca/Philipstown.dx553248635975876159)[Hotels in Philipstown](https://expedia.ca/Philipstown-Hotels.d553248635975876159.Travel-Guide-Hotels)[Vacation Rentals in Philipstown](https://expedia.ca/Philipstown-Vacation-Rentals.d553248635975876159.Travel-Guide-VacationRentals)[Philipstown Car Rentals](https://expedia.ca/Car-Rentals-In-Philipstown.d553248635975876159.Car-Rental-Guide)[Philipstown Vacation Packages](https://expedia.ca/Philipstown.d553248635975876159.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/0a07dab2e03851d4ecdfa7e45dd5f72f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kiri Romero # Find a Bed and Breakfast in Philipstown from CA $294 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975876159&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975876159&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975876159&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975876159&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Philipstown B&B ![Exterior detail](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/47637293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/25051ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/91f0a8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hanlon Suite | Children's theme room](https://images.trvl-media.com/lodging/12000000/11800000/11796100/11796055/05c3d7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Borland House Inn Montgomery 9.2/10 Wonderful (140) "Our room was clean, comfortable, and cozy. The staff was so kind. Breakfast was awesome! We had a wedding at City Winery so location was also perfect. Would highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis [](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/fda4e0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Canterbury, Luxury Queen, Fireplace](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/aeff4e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/a124fb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/84000000/83830000/83825100/83825039/6c09864d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cromwell Manor Inn Cornwall 9.6/10 Exceptional (87) "This is a beautiful property. The family that runs it is lovely. And the breakfast is amazing. This is the place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $306 CA $362 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.Hotel-Information) ![Superior Double Room, Ensuite (Primrose) | Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/0c3a1284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/117bcdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/98e48046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19450000/19441300/19441254/3cff05ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dominion House Bed & Breakfast Chester 9.2/10 Wonderful (233) "Amazing hospitality," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benedicto CA $301 CA $341 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Newburgh-Hotels-The-Dominion-House-Bed-Breakfast.h19441254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110800000/110798400/110798378/30c7644a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110800000/110798400/110798378/edd04db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/111000000/110800000/110798400/110798378/78872596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Garden View](https://images.trvl-media.com/lodging/111000000/110800000/110798400/110798378/57b47491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Verde BB Greenwood Lake NY Monroe 10/10 Exceptional (10) "Beautiful home ! And the hostess was the sweetest lady and the breakfast was amazing ! Will be coming back again soon !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anais CA $235 CA $294 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Monroe-Hotels-Villa-Verde-BB-Greenwood-Lake-NY.h110798378.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16070000/16065100/16065013/952dd0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/17000000/16070000/16065100/16065013/7aba0c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/17000000/16070000/16065100/16065013/1b99f6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Roosevelt #3, 1 King Bed](https://images.trvl-media.com/lodging/17000000/16070000/16065100/16065013/31a3586f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stagecoach Inn Goshen 9.6/10 Exceptional (78) "Comfortable, old inn with nice clean rooms and very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $307 CA $378 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Newburgh-Hotels-Stagecoach-Inn.h16065013.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=553248635975876159&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPhilipstown-Bed-And-Breakfast.d553248635975876159-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPhilipstown-Bed-And-Breakfast.d553248635975876159-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Philipstown Hotel Reviews ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "staff was very helpful and the view was very nice" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](//images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 10/10 Excellent "Room was excellent and my only complaint would be the outdated television and remote. Many channels were not available and also no info on any channels what you were watching " [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Countryside Motel](//images.trvl-media.com/lodging/12000000/11640000/11639800/11639769/0e5db960_y.jpg) ### Countryside Motel 10/10 Excellent "Room was in great shape and great spot to hang out for the night " [](https://expedia.ca/Poughkeepsie-Hotels-Countryside-Motel.h11639769.Hotel-Information) ![DoubleTree by Hilton Mahwah](//images.trvl-media.com/lodging/1000000/30000/21000/20986/2c7b4ca0_y.jpg) ### DoubleTree by Hilton Mahwah 10/10 Excellent "I arrived with a broken ankle and the staff went above and beyond to make my stay more comfortable. " [](https://expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) ![Hampton Inn & Suites Mahwah](//images.trvl-media.com/lodging/4000000/3560000/3555900/3555820/c56a5aff_y.jpg) ### Hampton Inn & Suites Mahwah 10/10 Excellent "Everything was good and nice " [](https://expedia.ca/Mahwah-Hotels-Hampton-Inn-Suites-Mahwah.h3555820.Hotel-Information) ![Windrose On Hudson](//images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg) ### Windrose On Hudson 10/10 Excellent "Amazing stay at this well run newly minted Hotel - it's got great space to wander on the grounds, I would like to come again. The staff was super helpful and made our stay even more special." [](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![Crowne Plaza Suffern - Mahwah by IHG](//images.trvl-media.com/lodging/1000000/10000/2400/2358/e31233cf_y.jpg) ### Crowne Plaza Suffern - Mahwah by IHG 10/10 Excellent "." [](https://expedia.ca/Nyack-Hotels-Crowne-Plaza-Suffern-Mahwah.h2358.Hotel-Information) ![Sonesta Simply Suites Nanuet](//images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg) ### Sonesta Simply Suites Nanuet 10/10 Excellent "Everything was good" [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![West Gate Inn Nyack](//images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 10/10 Excellent "All good for the price. Staff were great " [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ## Find out more about Philipstown ## Philipstown B&B information | Number of reviews | 399 | | --- | --- | | Accommodation | 14 B&B | | Lowest Price | CA $294 | | Highest Price | CA $378 | ## 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, Hudson Highlands State Park and Boscobel House and Gardens 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: [Cromwell Manor Inn](https://www.expedia.ca/Cornwall-Hotels-Cromwell-Manor-Inn.h83825039.Hotel-Information): 13 rooms. 4.9 mi (7.8 km) from the heart of Philipstown. Enjoy the free cooked breakfast and unique décor. [Borland House Inn](https://www.expedia.ca/Newburgh-Hotels-Borland-House-Inn.h11796055.Hotel-Information): 5 rooms. Situated 16.4 mi (26.5 km) from the heart of Philipstown. Enjoy the free full breakfast and deli. [Buck's Homestead B&B](https://www.expedia.ca/Newburgh-Hotels-Bucks-Homestead-BB.h30541683.Hotel-Information): 3 rooms. 15.4 mi (24.8 km) from the heart of downtown.[Caldwell House Bed & Breakfast](https://www.expedia.ca/Newburgh-Hotels-Caldwell-House-Bed-Breakfast.h5111988.Hotel-Information): 14 rooms. Located 8.9 mi (14.4 km) from the core of Philipstown. Enjoy the free full breakfast and designer toiletries. ### 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 Stonecrop Gardens. You might put Hudson Highlands State Park and Clarence Fahnestock 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. 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