Title: Town of Southampton B&B: Find the Best Bed and Breakfast from CA $287 | Expedia.ca [Town of Southampton Hotels](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations)[Vacation Rentals in Town of Southampton](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations)[Town of Southampton Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Car-Rental-Destinations)[Town of Southampton Vacations](https://expedia.ca/Town-Of-Southampton.d553248635976437144.Destination-Travel-Guides) ![Great spot for a beach walk. ](https://images.trvl-media.com/place/6782/b6e614b2-14f5-47d9-aa08-1caf5422dfaa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jason Karas # Find a Bed and Breakfast in Town of Southampton from CA $287 ## Compare and save - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Southampton ![Channing Daughters Winery](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252829-Bridgehampton.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bridgehampton [](https://expedia.ca/Bridgehampton-Bed-And-Breakfast.d6130684-aaBedAndBreakfast.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/b36422dc0aa4ed723a732b05906384be.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Riverhead [](https://expedia.ca/Riverhead-Bed-And-Breakfast.d5993-aaBedAndBreakfast.Travel-Guide-Accommodation) ![Southampton](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252515-Long-Island.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southampton [](https://expedia.ca/Southampton-Bed-And-Breakfast.d6782-aaBedAndBreakfast.Travel-Guide-Accommodation) ![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252775-Sag-Harbor.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Sag Harbor [](https://expedia.ca/Sag-Harbor-Bed-And-Breakfast.d154327-aaBedAndBreakfast.Travel-Guide-Accommodation) ![Ponquogue Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252796-Hampton-Bays.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hampton Bays [](https://expedia.ca/Hampton-Bays-Bed-And-Breakfast.d183681-aaBedAndBreakfast.Travel-Guide-Accommodation) ![Long Island](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92798-Duck-Walk-Vineyard.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Water Mill [](https://expedia.ca/Water-Mill-Bed-And-Breakfast.d3000351347-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Our top choices for Town of Southampton bed & breakfast ![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/3be2d342.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 (215) "Clean & amenities, staff friendly Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Archil CA $202 CA $287 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/07ed4b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Harpoon House [](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) Southampton 8.4/10 Very good (148) "Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karissa [](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/4bc04364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/fa5bb1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/f0b6b7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/58d33334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carole's Place B & B [](https://www.expedia.ca/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) East Quogue 9.8/10 Exceptional (61) "Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank [](https://www.expedia.ca/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/ae1a8bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/1c4fbccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/d0198d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/d423a1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1708 House [](https://www.expedia.ca/Southampton-Hotels-The-1708-House.h112643463.Hotel-Information) Southampton 10/10 Exceptional (2) "We absolutely loved our stay here. The house is stunning, the service is fabulous. The best bed ever to sleep in! Great location and a fabulous breakfast. Thank you. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alyson [](https://www.expedia.ca/Southampton-Hotels-The-1708-House.h112643463.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/ea3c7561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Cottage, 2 Bedrooms, Lake View | Living area](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/861876ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/84e7ebf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/939da2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Head of Pond House [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.Hotel-Information) Water Mill 10/10 Exceptional (3) "Beautiful place with a very kind host. Highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michèle CA $683 CA $781 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83270000/83267900/83267867/9b41c5a0.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.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.Hotel-Information) Sag Harbor CA $789 CA $1,138 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.Hotel-Information) ![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/w1242h816x0y0-01122398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/w1242h826x0y4-9d4cea6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/w1242h822x0y0-77da780a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/d7ce9058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historical Bed and breakfast
[](https://www.expedia.ca/Water-Mill-Hotels-Historical-Bed-And-Breakfast.h68083578.Hotel-Information) Water Mill 8.8/10 Excellent (5) "Very great house , Owner was amazing and was very easy to contact and gave us early check in . Would definitely do it agian" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan M. [](https://www.expedia.ca/Water-Mill-Hotels-Historical-Bed-And-Breakfast.h68083578.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/dceede02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, freezer](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/b65301ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/a34e5a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/6daef94a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mainstay [](https://www.expedia.ca/Southampton-Hotels-The-Mainstay-BB.h84095686.Hotel-Information) Southampton [](https://www.expedia.ca/Southampton-Hotels-The-Mainstay-BB.h84095686.Hotel-Information) ![Lunch, dinner, brunch served; French cuisine, garden views ](https://images.trvl-media.com/lodging/18000000/17070000/17068100/17068044/9fa4fea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/18000000/17070000/17068100/17068044/d7e95cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/18000000/17070000/17068100/17068044/3fc007b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; French cuisine, garden views ](https://images.trvl-media.com/lodging/18000000/17070000/17068100/17068044/45a8c5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maison Vivienne Southampton [](https://www.expedia.ca/Southampton-Hotels-Maison-Vivienne-Southampton.h17068044.Hotel-Information) Southampton 4.8/10 (8) "Horrific service. Flew in from California to attend the Hamptons International Film Festival, drove 3 hours to get there, and this hotel took it upon themselves to cancel my reservation without ever contacting me the day before I arrived. I called when I was 5 mins from the hotel to make sure my room was ready which is when I found out they decided to cancel my reservation with the reason being because I chose to pay at the hotel vs. pay in advance so they gave my room to someone willing to pay... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrienne [](https://www.expedia.ca/Southampton-Hotels-Maison-Vivienne-Southampton.h17068044.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=2026-01-04&endDate=2026-01-05®ionId=553248635976437144&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%2FTown-Of-Southampton-Bed-And-Breakfast.d553248635976437144-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southampton-Bed-And-Breakfast.d553248635976437144-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Town of Southampton Hotel Reviews ![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "love this Inn, it is very welcoming, a bit old school, which we love! Room is large , parking free and easy, and we love the breakfast room and all day coffee." [](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.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 "crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Lovely experience! Just wish we could have been able to stay longer. Clean room, kind, helpful staff. We're coming back!" [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/dd2c9d1c_y.jpg) ### WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr 10/10 Excellent "Great host, everything that we needed for our trip was available, ample room for the 9 of us." [](https://expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information) ![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg) ### Budget Host East End Hotel in Riverhead 10/10 Excellent "Everything was good " [](https://expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information) ![The Hampton Maid](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "Reception was welcoming and accommodating. The suite was clean, spacious and inviting. I truly enjoyed my time and the property. I would definitely return. " [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg) ### Southampton Inn 10/10 Excellent "Very clean and nice room" [](https://expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Great hotel for a quick stay - very friendly staff" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Southampton Long Island Hotel](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4848cd3d_y.jpg) ### Southampton Long Island Hotel 10/10 Excellent "The people in the office welcomed us kindly. The first impression for us when we entered the room was that the room was clean and neat, and nicely warmed up. We were glad we stayed there during our trip. The price was very good compared to other places." [](https://expedia.ca/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ## Find out more about Town of Southampton ## Town of Southampton B&B information | Number of reviews | 434 | | ----------------- | --------- | | Accommodation | 9 B&B | | Lowest Price | CA $287 | | Highest Price | CA $1,138 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hotels near Agawam Park ](https://www.expedia.ca/Agawam-Park-Hotels.0-l6064501-0.Travel-Guide-Filter-Hotels) - [Hotels near Cooper's Beach ](https://www.expedia.ca/Coopers-Beach-Hotels.0-l6326842-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in East Quogue ](https://www.expedia.ca/East-Quogue-Cabins.d6125932-aaCabins.Travel-Guide-Accommodation) - [Boutique Hotels in East Quogue ](https://www.expedia.ca/East-Quogue-Hotels-Boutique-Hotel.0-0-d6125932-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in East Quogue ](https://www.expedia.ca/East-Quogue-Hotels-Luxury-Hotel.0-0-d6125932-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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