Title: 20 Best B&B in Jamesport, NY - Bed and Breakfast from $206 | Expedia.com [Jamesport Travel Guide](https://expedia.com/Jamesport.dx6323751)[Hotels in Jamesport](https://expedia.com/Jamesport-Hotels.d6323751.Travel-Guide-Hotels)[Vacation Rentals in Jamesport](https://expedia.com/Jamesport-Vacation-Rentals.d6323751.Travel-Guide-VacationRentals)[Flights to Jamesport](https://expedia.com/Cheap-Flights-To-Jamesport.d6323751.Travel-Guide-Flights)[Things to do in Jamesport](https://expedia.com/Things-To-Do-In-Jamesport.d6323751.Travel-Guide-Activities)[Car Rentals in Jamesport](https://expedia.com/Car-Rentals-In-Jamesport.d6323751.Car-Rental-Guide)[Jamesport Vacation Packages](https://expedia.com/Jamesport.d6323751.Destination-Travel-Guides) ![First trip to the North Fork Wine Region. The owner was our wine tasting guide and he had great suggestions on wines. Live music, wine, beautiful spot. The 2007 Merlot won our attention. ](https://images.trvl-media.com/place/6323751/d8d25cce-88cc-4beb-98a8-1160009edcde.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Todd Carroll ![](https://images.trvl-media.com/place/6323751/d8d25cce-88cc-4beb-98a8-1160009edcde.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6323751&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6323751&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6323751&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6323751&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for 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) ![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) ![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sagaponack [](https://www.expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) Wainscott 8.8/10 Excellent (226 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 $196 nightly $220 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/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) ![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) ![Superior Room, 1 King Bed | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/51619c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpoon House [](https://www.expedia.com/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) Southampton 8.4/10 Very Good (149 reviews) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith $244 nightly $278 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Harpoon-House.h36879849.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) ![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/e94ab56a.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) ![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.com/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 $310 nightly $355 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-Vine-Sand.h96718085.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) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/359c88e3.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) ![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) ### Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower [](https://www.expedia.com/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.Hotel-Information) Southold $357 nightly $408 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.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) ![Pool](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/32ee21a4.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) ![Exterior detail](https://images.trvl-media.com/lodging/83000000/82680000/82675500/82675401/31f0984d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jahmtons Guest Room [](https://www.expedia.com/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. $180 nightly $206 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Ridge-Hotels-The-Jahmtons-Guest-Room.h82675401.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/bce72168.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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/4fd6cfcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Room w use of pool/tennis in Spacious home [](https://www.expedia.com/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.Hotel-Information) Sag Harbor $715 nightly $816 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.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) ![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/8407a26f.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) ![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) ### Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub [](https://www.expedia.com/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. $392 nightly $448 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.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) ![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) ![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/w1024h680x0y0-30a975e7.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.com/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. $357 nightly $408 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-Room-3-Queen-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96043294.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) ![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) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/e4b38241.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.com/Southold-Hotels-Room-2-King-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96087076.Hotel-Information) Southold $392 nightly $448 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-Room-2-King-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96087076.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.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20®ionId=6323751&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_6323751) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FJamesport-Bed-And-Breakfast.d6323751-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJamesport-Bed-And-Breakfast.d6323751-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Jamesport Hotel Reviews ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Excellent host & very clean stay! Host was very helpful with info about area & very accommodating!!" [](https://expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg) ### Hilton Garden Inn Riverhead 2/10 Terrible "No hot water staff was no help. Had to go to the gym for a shower" [](https://expedia.com/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 "Room was super clean and nice. Great hotel for a great price!" [](https://expedia.com/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) ![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg) ### Hyatt Place Long Island East End 8/10 Good "Good hotel....could update the gym and provide microwave oven....." [](https://expedia.com/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.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 "Great place! Nice room. Friendly staff " [](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "A beautiful property and everyone was friendly " [](https://expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "Yes" [](https://expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Room was beautiful and everyone who worked there was very nice. We’d love to go back! " [](https://expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Staff was over the top helpful, nice!!!! If you needed help or anything they were right on it for you Thank you do very much for making a sad trip for a loved ones memorial into something grateful!!" [](https://expedia.com/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ## Find out more about Jamesport ## Jamesport B&B information | Number of reviews | 423 | | ----------------- | ------ | | Accommodation | 28 B&B | | Lowest Price | $206 | | Highest Price | $816 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Jamesport? ### When is the best time to book a Bed & Breakfast in Jamesport? > July stands out as the most popular month to visit, offering a bustling atmosphere filled with local events, farmers' markets, and community gatherings. Travelers can soak in the lively spirit of the season while enjoying the rich flavors of local wines and artisanal products. > > > If you're looking for a more budget-friendly option, consider planning your trip in October. This month showcases the stunning fall foliage, transforming the landscape into a kaleidoscope of colors. The cooler temperatures, generally in the 50s to 70s Fahrenheit, provide a refreshing climate for outdoor exploration, making it an ideal time for scenic drives and leisurely winery visits without the summer crowds. ### What is the difference between a Jamesport Bed and Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Clovis Point ](https://www.expedia.com/Clovis-Point-Hotels.0-l553248621532665584-0.Travel-Guide-Filter-Hotels) - [South Jamesport Hotels ](https://www.expedia.com/South-Jamesport-Hotels.d6224166.Travel-Guide-Hotels) - [Hotels near Sherwood House Vineyards ](https://www.expedia.com/Sherwood-House-Vineyards-Hotels.0-l553248621532665577-0.Travel-Guide-Filter-Hotels) - [Hotels near Jamesport Vineyards ](https://www.expedia.com/Jamesport-Vineyards-Hotels.0-l553248621532665578-0.Travel-Guide-Filter-Hotels) - [Apartments in Laurel ](https://www.expedia.com/Laurel-Apartments.d6131264-aaApartments.Travel-Guide-Accommodation) - 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