Title: Jamesport Chalets from CA $149 | Expedia.ca [Hotels in Jamesport](https://expedia.ca/Jamesport-Hotels.d6323751.Travel-Guide-Hotels)[Vacation Rentals in Jamesport](https://expedia.ca/Jamesport-Vacation-Rentals.d6323751.Travel-Guide-VacationRentals)[Things to do in Jamesport](https://expedia.ca/Things-To-Do-In-Jamesport.d6323751.Travel-Guide-Activities)[Jamesport Car Rentals](https://expedia.ca/Car-Rentals-In-Jamesport.d6323751.Car-Rental-Guide)[Jamesport Vacation Packages](https://expedia.ca/Jamesport.d6323751.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/060a16d1d875e7287a13e6f7c8f27fcb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Nina Dinoff # Search Chalets in Jamesport from CA $149 ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6323751&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Jamesport Chalets We don't have any properties that match your exact search [See all properties in Jamesport](https://expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08®ionId=6323751&adults=2) ## Recommended hotels in 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) ![Reception](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/f90ba663.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) ### Shorewood Inn Riverhead 8.6/10 Excellent (701) "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 $130 CA $149 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.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) ![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) ![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) ### The Inn And Spa At East Wind Calverton 8.8/10 Excellent (870) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicoke CA $161 CA $185 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Wading-River-Hotels-The-Inn-And-Spa-At-East-Wind.h906637.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) ![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) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn Southampton 8.6/10 Excellent (432) "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 $150 CA $194 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.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) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/84656cf9.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) ### 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 CA $201 CA $314 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hampton-Bays-Hotels-Ocean-View-Terrace-Inn.h9337066.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) ![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) ![Comfort Double Room | Private kitchenette](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.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 CA $159 CA $182 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.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) ![Deluxe Room](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/d8c2a23f.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 $198 CA $236 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.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) ![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) ![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) ### The Harbor Front Inn Greenport 8.8/10 Excellent (524) "Great location ,beautiful hotel,nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBERT CA $237 CA $339 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/7baa08a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/b87ddb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/0edffe0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/aaa12379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Long Island Brookhaven Yaphank 9.2/10 Wonderful (1000) "Great spot everything’s convenient when you walk out stores highway right their restaurant is their " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $181 CA $207 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/806c49e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (958) "Very nice staff and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Granger CA $125 CA $177 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5f09bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5a99aefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/5d4f757e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Long Island-East End by IHG Riverhead 8.6/10 Excellent (1003) "Excellent facility and staff. Room was spacious and extremely clean. Look forward to staying here every trip to Long Island!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill CA $222 CA $254 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.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/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.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) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (361) "Really nice room, reasonably priced and very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joanna CA $210 CA $240 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/73104486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/7977ff38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/3e477080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116880000/116876700/116876666/17153fd5_edited_c39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach Mastic 10/10 Exceptional (5) "Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophia H. CA $107 CA $234 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Mastic-Hotels-Charming-1-Bedroom-Apartment-20-Minutes-From-The-Hamptons-10-Minutes-From-Beach.h116876666.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](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.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) ![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sagaponack Wainscott 8.8/10 Excellent (194) "The room was spotless and had everything that you would need. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie CA $219 CA $307 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.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) ![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) ### 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 $210 CA $240 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/East-Quogue-Hotels-Caroles-Place-B-B.h24391657.Hotel-Information) ![Deluxe Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/9c36d066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/957f09b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/ddf40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/48c79f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Haven Resort Motel Southampton 7.6/10 Good (30) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $187 CA $240 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Southampton-Hotels-Sea-Haven-Resort-Motel.h8439546.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) ![Premium Studio Suite](https://images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/58338103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenview Inn Riverhead Riverhead 7.4/10 Good (758) "The hotel was conveniently located and staff very friendly. The room was probably one of the smallest I’ve ever been in, and there was no closet, but it was very comfortable and otherwise had everything I needed - a very nice space!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $147 CA $169 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.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) ![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) ![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) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (673) "Love this place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane CA $263 CA $300 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/w3837h2557x3y3-b7e16408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, open 8:00 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/be16e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/98baffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/w3837h2557x3y3-564a2b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Riverhead Riverhead 8.6/10 Excellent (1001) "Convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corin CA $216 CA $246 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/fdb9f048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/8cc5044d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/d7311f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House on Chase Creek The Heights 9.4/10 Exceptional (77) " This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen CA $259 CA $295 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.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) ![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/a79f88d6.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) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/7abafcfb.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 $613 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bridgehampton-Hotels-New-And-Modern-Bridgehampton-Accommodations.h105953388.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=2025-11-07&endDate=2025-11-08®ionId=6323751&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%2FJamesport-Chalets.d6323751-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJamesport-Chalets.d6323751-aaChalets.Travel-Guide-Accommodation) ## Top Jamesport Hotel Reviews ![Hyatt Place Long Island East End](//images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg) ### Hyatt Place Long Island East End 10/10 Excellent "Loved this hotel. Rooms were spacious and clean and the area is very quaint!" [](https://expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "Great place to spend a few days , clean and has everything you need for a comfortable stay ! Located great ! " [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Zey Hotel](//images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg) ### Zey Hotel 10/10 Excellent "Hotel is centrally located in town. Staff was welcoming and warm. Free parking being the building. Lots of places to relax. " [](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "It was very spacious!" [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.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 "Very spacious, clean and comfortable " [](https://expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information) ![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 10/10 Excellent "Great location, great service, very clean." [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![The Preston House & Hotel](//images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec_y.jpg) ### The Preston House & Hotel 10/10 Excellent "Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!" [](https://expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.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 "Lovely property. Convenient location. Will stay again. " [](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg) ### Greenview Inn Riverhead 10/10 Excellent "Parking was safe. Shopping was a bit too far. Overall everyone and everything was fantastic. Thank you." [](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information) ## Find out more about Jamesport ## Jamesport Chalets information | Number of reviews | 8,769 | | --- | --- | | Accommodation | 2 Chalets | | Lowest Price | CA $149 | | Highest Price | CA $613 | ## 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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[Thrifty Car Rental Rental Cars in Suffolk County](https://www.expedia.ca/Thrifty-Car-Rental-Destinations-In-Suffolk-County.d553248635083916458-c45.Car-Rental-Destination-Suppliers) - [North Fork Vacation Rentals](https://www.expedia.ca/North-Fork-Vacation-Rentals.d553248635074841663.Travel-Guide-VacationRentals) - [Things to do in Laurel](https://www.expedia.ca/Things-To-Do-In-Laurel.d6131264.Travel-Guide-Activities) - [Things to do in Mattituck](https://www.expedia.ca/Things-To-Do-In-Mattituck.d6223780.Travel-Guide-Activities) - [Things to do in North Fork](https://www.expedia.ca/Things-To-Do-In-North-Fork.d553248635074841663.Travel-Guide-Activities) - [Things to do in Riverhead](https://www.expedia.ca/Things-To-Do-In-Riverhead.d5993.Travel-Guide-Activities) - [Book Chalets in Jamesport on Expedia.com](https://www.expedia.com/Jamesport-Chalets.d6323751-aaChalets.Travel-Guide-Accommodation)