Title: South Jamesport B&B: Find the Best Bed and Breakfast from CA $281 | Expedia.ca [Hotels in South Jamesport](https://expedia.ca/South-Jamesport-Hotels.d6224166.Travel-Guide-Hotels)[Vacation Rentals in South Jamesport](https://expedia.ca/South-Jamesport-Vacation-Rentals.d6224166.Travel-Guide-VacationRentals)[South Jamesport Car Rentals](https://expedia.ca/Car-Rentals-In-South-Jamesport.d6224166.Car-Rental-Guide)[South Jamesport Vacation Packages](https://expedia.ca/South-Jamesport.d6224166.Destination-Travel-Guides) ![Aerial Views of Mamaroneck, New Rochelle, and Larchmont](https://images.trvl-media.com/place/6224166/92631fd4-8faa-4687-96ab-9026c2a8aedf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6224166/92631fd4-8faa-4687-96ab-9026c2a8aedf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Jamesport bed & breakfast ![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/18d5c2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/5c1700b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/2f7aacee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sagaponack [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) Wainscott 8.8/10 Excellent (223 reviews) "The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daren CA $198 CA $281 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/565c8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/802040b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathrobes, slippers, towels](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/383870b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/2ac0e6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpoon House [](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) Southampton 8.4/10 Very good (148 reviews) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith [](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w1022h681x0y0-bb3c91cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w1024h680x0y0-07461725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w450h683x287y0-3203696c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/8407a26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub [](https://www.expedia.ca/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.Hotel-Information) Southold 10/10 Exceptional (1 review) "Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica P. CA $487 CA $633 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/bb62973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/70895a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine & Sand [](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) Southold 9.6/10 Exceptional (15 reviews) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy [](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/4f2bbed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/31f0984d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/511edcd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/4a0de356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jahmtons Guest Room [](https://www.expedia.ca/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.Hotel-Information) Ridge 8.6/10 Excellent (31 reviews) "I had such a nice and relaxing stay! The dogs were awesome and the owners very kind and easy to be around. Will definitely return when I’m back in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn D. CA $185 CA $283 total includes taxes & fees Feb 14 - Feb 15 [](https://www.expedia.ca/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/f5c4e2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/43746f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/91c98b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/200d725d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower [](https://www.expedia.ca/Southold-Hotels-Room-3-Queen-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96043294.Hotel-Information) Southold 10/10 Exceptional (1 review) "Great experience. Wonderful hosts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark L. CA $444 CA $577 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Southold-Hotels-Room-3-Queen-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96043294.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/ddb44815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/9b41c5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/4fd6cfcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/0d06a5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Room w use of pool/tennis in Spacious home [](https://www.expedia.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.Hotel-Information) Sag Harbor CA $782 CA $1,127 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/1fbd9077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/2feccad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/w1024h680x0y0-ae057e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/b9950f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower [](https://www.expedia.ca/Southold-Hotels-Room-2-King-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96087076.Hotel-Information) Southold CA $487 CA $633 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Southold-Hotels-Room-2-King-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96087076.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/6043715a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/w1024h680x0y0-e5b26f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/8d51ed08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/w910h683x58y0-b0ea2d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower [](https://www.expedia.ca/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.Hotel-Information) Southold CA $444 CA $577 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.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=2026-02-23&endDate=2026-02-24®ionId=6224166&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%2FSouth-Jamesport-Bed-And-Breakfast.d6224166-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Jamesport-Bed-And-Breakfast.d6224166-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top South Jamesport Hotel Reviews ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! " [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 10/10 Excellent "Love my stay here . Bartender was awesome and the food is delicious there . I highly recommend this hotel. " [](https://expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Home2 Suites by Hilton Long Island Brookhaven](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/f49ff2dd_y.jpg) ### Home2 Suites by Hilton Long Island Brookhaven 10/10 Excellent "Loved the room and the lighting for reading while on the couch. Both the bathroom and living area were spotless, well it, and comfy. Breakfast selection was the best I've seen in similar type hotels in a LONG time. Staff was great and helpful." [](https://expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) ![The Inn And Spa At East Wind](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/1c924607_y.jpg) ### The Inn And Spa At East Wind 10/10 Excellent "Clean room, quiet, warm pool" [](https://expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.Hotel-Information) ![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg) ### Residence Inn by Marriott New York Long Island East End 10/10 Excellent "The service was amazing and courteous. The clerk asked, before we did, if we wanted to extend check out. The rooms were clean, the pool was wonderful and the hot tub was perfect. The continental breakfast was amazing and the clerk there was so helpful to accommodate our dietary needs. My wife already said we have to go back. Highly recommended. " [](https://expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information) ![The Preston House & Hotel](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec_y.jpg) ### The Preston House & Hotel 10/10 Excellent "Staff was amazing during the snow storm when everything in the town was closed. Also the hotel restaurant was closed so the GM prepared a salad, pasta with chick and stated veg for my husband and me. " [](https://expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Hotel Indigo East End by IHG](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/75016698_y.jpg) ### Hotel Indigo East End by IHG 10/10 Excellent "Everything was wonderful " [](https://expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.Hotel-Information) ![Holiday Inn Express Hotel & Suites Long Island-East End by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104_y.jpg) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG 10/10 Excellent "Room was perfect. Cozy and clean" [](https://expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Adorable room" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ## Find out more about South Jamesport ## South Jamesport B&B information | Number of reviews | 418 | | ----------------- | --------- | | Accommodation | 28 B&B | | Lowest Price | CA $281 | | Highest Price | CA $1,127 | ## Frequently asked questions ### Searching for B&Bs in South Jamesport? ### Are you thinking about B&Bs over traditional hotel rooms? ### What are the best B&Bs in South Jamesport? ### When should I stay at a B&B in South Jamesport? ### What is there to do in South Jamesport? ### How can I get to and around South Jamesport? ## Explore a world of travel with Expedia - 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