Title: Town of Southampton B&B: Find the Best Bed and Breakfast from CA $239 | 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) ![Southampton showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94099-Southampton.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find a Bed and Breakfast in Town of Southampton from CA $239 ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured B&B in Town of Southampton ![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) ![Point of interest](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d13a2c2f.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 Wainscott 8.8/10 Excellent (180) "Great stay!" CA $209 CA $344 total includes taxes & fees Oct 27 - Oct 28 [](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/37000000/36880000/36879900/36879849/354f7655.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 Southampton 8.4/10 Very good (141) "Cute spot" CA $354 CA $405 total includes taxes & fees Oct 28 - Oct 29 [](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/a73c08b8.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) ![Smart TV](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/fa5bb1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carole's Place B & B East Quogue 9.8/10 Exceptional (56) "Very clean and quiet, super comfortable bed, good central location to get around on Long Island, and an great host." CA $209 CA $239 total includes taxes & fees Oct 1 - Oct 2 [](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) ![Interior detail](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/d423a1ed.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) ![Fireplace](https://images.trvl-media.com/lodging/113000000/112650000/112643500/112643463/d0198d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1708 House 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. " [](https://www.expedia.ca/Southampton-Hotels-The-1708-House.h112643463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/6a9a51fd.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) ![Luxury Cottage, Lake View](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/45454390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/a561b0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Head of Pond House Water Mill 10/10 Exceptional (2) "Beautiful place with a very kind host. Highly recommend this place!" [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.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) ![6 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68090000/68083600/68083578/w1240h825x1y0-079344a2.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
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" [](https://www.expedia.ca/Water-Mill-Hotels-Historical-Bed-And-Breakfast.h68083578.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 Sag Harbor CA $797 CA $1,127 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Sag-Harbor-Hotels-Large-Room-W-Use-Of-Pooltennis-In-Spacious-Home.h83267867.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) ![Suite, Multiple Beds (The Mainstay - Entire Bed & Breakfast) | Private kitchen](https://images.trvl-media.com/lodging/85000000/84100000/84095700/84095686/43909191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, 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) ![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) ### The Mainstay 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) ![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) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/18000000/17070000/17068100/17068044/690c051c.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 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... [](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=2025-10-11&endDate=2025-10-12®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 ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Huge second floor suite. Full size fridge freezer and microwave. Excellent shower. Super comfortable beds. All spotlessly clean. Added bonus of an outdoor pool. Would not hesitate to stay in this hotel again. " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Baron's Cove](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg) ### Baron's Cove 10/10 Excellent "Quaint hotel in town. It’s perfect!" [](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) ![ Hampton's Vacation Inn](//images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77_y.jpg) ### Hampton's Vacation Inn 10/10 Excellent "OK. I don't typically write effusive reviews...or write many online ratings. When I do, it's because the service or product is exceptional (and in rare cases, abysmal). I was born and lived in the "Hamptons" as a boy and a teenager. I returned to show my family where I grew up. I last visited the area 35 years ago in this rare and beautiful place on the South Fork of Long Island. A flood of boyhood memories were augmented and complemented by the Hampton's Vacation Inn. Dayan made everything easy and seamless because she was personally responsive. The easily accessible and convenient property and cottages provide a quiet pastoral environment within the activity that is "The Hamptons" with Stop & Shop literally across Montauk Highway (though we couldn't tell the 2-lane "highway" was just yards away) and Classic Beverage adjacent. Multiple dining and shopping options are readily available and within easy walking distance. We recommend Dero's supervised by Air Force veteran Paul who is the patriarch of the family restaurant business. Our 2 BR quiet cottage was clean, comfy, cozy, welcoming and well-equipped. Hampton's Vacation Inn quietly demands that you power down, relax and enjoy this magical place." [](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![The Hampton Maid](//images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg) ### The Hampton Maid 10/10 Excellent "I love it!" [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Bayview Resort](//images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "Nice views and very comfortable" [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Canoe Place Inn and Cottages](//images.trvl-media.com/lodging/84000000/83520000/83519500/83519458/aa9cc8cf_y.jpg) ### Canoe Place Inn and Cottages 10/10 Excellent "Amazing property. Really enjoyed our stay." [](https://expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Inn-And-Cottages.h83519458.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Loved it" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Sea Haven Resort Motel](//images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/96167988_y.jpg) ### Sea Haven Resort Motel 10/10 Excellent "We (a couple) really had a perfect stay at Sea Haven over the Sept 13-14, 2025 weekend, and it will be our go-to place from now on when visiting the Hamptons -- which we will probably do more of now because Southampton is closer to NYC than most other Hamptons destinations and avoids all that one-lane traffic. The price was right and it was pet-friendly to the max with lots of room for dog Pancho to roam and chase his ball. Owner Omar and manager Bill could not have been nicer, with lots of spot-on recommendations for beach time, dining, etc. The cabin-like room and green, off-the-beaten path setting made for a very cozy ambience -- just what we were looking for. Southampton and environs themselves were also really a revelation for us. We're already planning out next weekend out there. So hats off to Omar, Bill and the Sea Haven Resort Motel!" [](https://expedia.ca/Southampton-Hotels-Sea-Haven-Resort-Motel.h8439546.Hotel-Information) ![Hampton Bays Hotel on Main](//images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3_y.jpg) ### Hampton Bays Hotel on Main 10/10 Excellent "The highlights: Communication by the property manager was excellent. I was able to contact the landlord directly via text and that was very helpful. Instructions were very clear. The location felt safe despite being above a bar, which made it feel safer since there are people in the area keeping an eye on everything. You need to pass through three coded doors to get to your room. There's plenty of parking on the street like the manager states. The room was incredibly neat and clean and felt new. Sems like it's recently renovated. The bed and comforter were incredibly comfortable and I was very pleasantly surprised. The room, bed, and experience really felt like hotel quality. The room is small but excellent for one person or a couple that is out and about and just need a place to rest their head overnight. They had complimentary coffee and the location is in a walkable area with coffee shops and bars all around. Lowlights: the only minor issue I had with the location was that for two nights out of my 3-day stay the location was so loud that it was hard to sleep. I couldn't tell if the loud music and karaoke were coming from the bar downstairs or from the other guests in the rooms. It was difficult to sleep for 2/3 nights I spent there. Make sure you are exhausted or drunk before heading back to your room to sleep soundly. The next day in the morning there were trucks and cars all around you. You can hear pretty much everything. Despite that, I enjoyed my stay and felt safe." [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) ## Find out more about Town of Southampton ## Town of Southampton B&B information | Number of reviews | 382 | | --- | --- | | Accommodation | 9 B&B | | Lowest Price | CA $239 | | Highest Price | CA $1,127 | ## 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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[Things to do in Southampton](https://www.expedia.ca/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities) - [Book B&B in Town of Southampton on Expedia.com](https://www.expedia.com/Town-Of-Southampton-Bed-And-Breakfast.d553248635976437144-aaBedAndBreakfast.Travel-Guide-Accommodation)