Title: South Jamesport Chalets from CA $178 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in South Jamesport from CA $178 ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6224166&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Jamesport Chalets We don't have any properties that match your exact search [See all properties in South Jamesport](https://expedia.ca/Hotel-Search?startDate=2025-11-13&endDate=2025-11-14®ionId=6224166&adults=2) ## Recommended hotels in South Jamesport ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/7564e116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/65f0ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/509e7634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/ee8b7737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shorewood Inn Riverhead 8.6/10 Excellent (702) "Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly CA $255 CA $292 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/11d8806e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn Southampton 8.6/10 Excellent (433) "A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $149 CA $193 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/5aa7c44a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, hydrotherapy, aromatherapy](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/1c924607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/61b7f946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shopping mall](https://images.trvl-media.com/lodging/1000000/910000/906700/906637/037fcd80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn And Spa At East Wind Calverton 8.8/10 Excellent (871) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicoke CA $155 CA $178 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main Hampton Bays 7.0/10 Good (65) "Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/22f2b7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boardwalk Suite | Private kitchen](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/1898cf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Suite King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/81035eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips Southold 9.6/10 Exceptional (218) "Great quick stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine T CA $235 CA $304 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/334e85c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/4bbf34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (365) "The staff was beyond helpful and nice, the rooms are huge and clean. Would definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ingrid CA $180 CA $206 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport 8.8/10 Excellent (526) "Beautiful view and room. Staff friendly and accommodating. Excellent location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $207 CA $305 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5c728762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/55438f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, Jetted Tub](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (962) "Love the area love the room size clean parking was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherwood [](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/5a24caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/3da43463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/a79f88d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/f1ad96fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New and Modern Bridgehampton Accommodations Bridgehampton 9.6/10 Exceptional (15) "Great home, as pictured, perfect place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter R. CA $245 CA $601 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.Hotel-Information) ![Suite, Balcony | View from room](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/48143ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/0eb845c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/61dd3b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/c4314d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Terrace Inn Hampton Bays 8.4/10 Very good (119) "This place was very nice and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly Ann [](https://www.expedia.ca/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.Hotel-Information) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/43997189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/4c9856c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sound View Greenport Greenport 8.6/10 Excellent (584) "Beautiful Long Island Sound and sunset views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stuart CA $281 CA $389 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (677) "Was so lovely would definitely come back again, very cute clean and safe " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maria [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24400000/24391700/24391657/4bc04364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carole's Place B & B East Quogue 9.8/10 Exceptional (60) "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 CA $237 CA $271 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (#1)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/339409ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/767aee45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel Greenport 8.8/10 Excellent (194) "The property was clean beautiful and pleasant. Loved the trendy decor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $333 CA $436 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![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) ![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 Wainscott 8.8/10 Excellent (196) "An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $232 CA $321 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Deluxe Double Room](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/73ba7bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/8aa4b577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/1802c026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenview Inn Riverhead Riverhead 7.4/10 Good (761) "Nicely refurbished rooms. Very clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen [](https://www.expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/df127760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/1bf554ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/b833807a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Long Island East End Riverhead 9.2/10 Wonderful (1004) "Loved this hotel. Rooms were spacious and clean and the area is very quaint!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $188 CA $215 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/2bfbb5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 10:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/f19b1dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Living area](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/0fc29bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite | Living room](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4a933589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Long Island Hotel Southampton 8.6/10 Excellent (201) "Good location. Nice people!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa CA $197 CA $235 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/503155ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/3a21009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/827d7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/fbc2cb0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton cozy cottage by the beach Hampton Bays 10/10 Exceptional (1) "Great stay. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Weston B. CA $77 CA $637 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/db237a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/d11f2952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sag Harbor Inn Sag Harbor 9.4/10 Exceptional (561) "We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $262 CA $300 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.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=2025-11-13&endDate=2025-11-14®ionId=6224166&adults=2&lodging=CHALET&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-Chalets.d6224166-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Jamesport-Chalets.d6224166-aaChalets.Travel-Guide-Accommodation) ## Top South Jamesport 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 "The staff was beyond helpful and nice, the rooms are huge and clean. Would definitely recommend " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Perfect " [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Beautiful Long Island Sound and sunset views." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "The place is a little bit outdated nature a little bit of uplift but other than that it's still the best deal on Long Island and especially around Riverhead. Well worth the $97 that they are charging, but every other place is $200 and not worth it." [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Beautiful view and room. Staff friendly and accommodating. Excellent location. " [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Home2 Suites by Hilton Long Island Brookhaven](//images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/f49ff2dd_y.jpg) ### Home2 Suites by Hilton Long Island Brookhaven 10/10 Excellent "Nice hotel " [](https://expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) ![Zey Hotel](//images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg) ### Zey Hotel 10/10 Excellent "Such a cute little hotel. Stayed one night bc we had a wedding in the area. Everything was great - the staff was exceptional." [](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. " [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Sag Harbor Inn](//images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 10/10 Excellent "We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! " [](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ## Find out more about South Jamesport ## South Jamesport Chalets information | Number of reviews | 8,242 | | --- | --- | | Accommodation | 2 Chalets | | Lowest Price | CA $178 | | Highest Price | CA $637 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Flanders](https://www.expedia.ca/3Star-Flanders-Hotels.s30-0-d3000475689.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Indian Island County Park](https://www.expedia.ca/5Star-Indian-Island-County-Park-Hotels.s50-0-d6224460.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North Fork](https://www.expedia.ca/5Star-North-Fork-Hotels.s50-0-d553248635074841663.Travel-Guide-Filter-Hotels) - [Aparthotels in Aquebogue](https://www.expedia.ca/Aquebogue-Apart-Hotels.d3000008654-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Aquebogue](https://www.expedia.ca/Aquebogue-Guest-Houses.d3000008654-aaGuestHouses.Travel-Guide-Accommodation) - 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