Title: Town of Southampton B&B: Find the Best Bed and Breakfast from CA $275 | 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 ![](https://images.trvl-media.com/place/6782/b6e614b2-14f5-47d9-aa08-1caf5422dfaa.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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Southampton ![](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) ![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) ![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 ![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/82000000/81150000/81143200/81143153/2f7aacee.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) ![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.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) Wainscott 8.8/10 Excellent (224 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 $275 total includes taxes & fees Mar 25 - Mar 26 [](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 (149 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) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/a73c08b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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 reviews) "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) ![Property entrance](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/22e1e175.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) ![Cottage | Private kitchen](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/36eb5eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/4b367b74.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 reviews) "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) ![Traditional Cottage, 2 Bedrooms, Lake View](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/66ba9518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/078cf023.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) ![Traditional Cottage, 2 Bedrooms, Lake View | Living area](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/6833ca01.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 reviews) "Beautiful place with a very kind host. Highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michèle [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.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) ![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) ![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) ### 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 $783 CA $1,129 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.Hotel-Information) ![6 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/w1240h816x1y0-5c0b0f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Dining](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/0a7bda1d.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) ### 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 reviews) "House had plenty of space, pool was great, and stocked with plenty of kitchen items. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach G. [](https://www.expedia.ca/Water-Mill-Hotels-Historical-Bed-And-Breakfast.h68083578.Hotel-Information) ![Mini-fridge, freezer](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/9dbf6cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/7ed069b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/cdf6613e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, freezer](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/f39faba8.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/18000000/17070000/17068100/17068044/87dd8eb9.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) ![Shower, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/18000000/17070000/17068100/17068044/7fd2ec1a.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 reviews) "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=2026-03-10&endDate=2026-03-11®ionId=553248635976437144&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.ca/deals?rfrr=AA_SPRING_PROMO_553248635976437144) ![](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 ![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 "Mark was a great host. He is very responsive and helpful. The home itself is beautiful and fully stocked, we had everything we needed. It is located on a quiet street. It was a perfect winter weekend to celebrate our mom’s birthday. We are looking forward to going back again in the summer time! " [](https://expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information) ![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg) ### Topping Rose House 10/10 Excellent "Friendly staff . Nice room . Conveniently located " [](https://expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.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 "The room was spacious and very clean.The hotel staff was very courteous and took care of your needs very quickly. Definitely will come back." [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.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 "I had to stay one night only, for a short business trip and I am glad i found this place. I was not expecting the most luxury nor up to date hotel after reading some reviews but as long as it was clean i was satisfied. Well, i booked the small room and i was very pleased, it was immaculately clean, the sheets were super soft, and all pressed. This will be my regular place every time I need to travel to this area. I am.glad I found it and i didn't break the bank to stay in The Hamptons. " [](https://expedia.ca/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg) ### Southampton Inn 10/10 Excellent "just a nice comfy feeling " [](https://expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available ](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/e4971697_y.jpg) ### Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available 10/10 Excellent "Jay was very thorough, responsive, and helpful in providing information about the house and the area. The house was spacious and clean with plenty of comfortable sleeping space for all 13 people in our group. All promised features (the hot tub, the video games, the gym equiptment, then kitchen appliances, the fire place) were working, clean, and in good condition. The property was lovely and I'm sure it's especially great in warm summer months. " [](https://expedia.ca/Sagaponack-Hotels-Summer-2026-Now-Available-Grab-An-Amazing-Property-In-The-Heart-Of-The-Hamptons.h28067732.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Clean hotel and conveniently located! " [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.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 "The room was clean with updated look that shows care was put into it. Shower had decent pressure and the in room temperature control was a huge plus. And strong wifi with cable too" [](https://expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-Riverhead.h1130479.Hotel-Information) ![Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55_y.jpg) ### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom! 10/10 Excellent "We absolutely loved the place and had a great time. There was plenty of space for the kids to spread out and enjoyed the indoor fireplace. The sunrise views were amazing and it's always special to stay on the water. Communication with the owner was great. We hope to visit again." [](https://expedia.ca/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.Hotel-Information) ## Find out more about Town of Southampton ## Town of Southampton B&B information | Number of reviews | 391 | | ----------------- | --------- | | Accommodation | 9 B&B | | Lowest Price | CA $275 | | Highest Price | CA $1,129 | ## 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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