Title: Book the Best BUSINESS Hotels in North Main Street Historic District in 2026 | Expedia.ca [Vacation Rentals in East Hampton](https://expedia.ca/East-Hampton-Vacation-Rentals.d1524.Travel-Guide-VacationRentals)[Flights to East Hampton](https://expedia.ca/Cheap-Flights-To-East-Hampton.d1524.Travel-Guide-Flights)[Things to do in East Hampton](https://expedia.ca/Things-To-Do-In-East-Hampton.d1524.Travel-Guide-Activities)[North Main Street Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-North-Main-Street-Historic-District.d553248621557934296.Car-Rental-Guide)[North Main Street Historic District Vacations](https://expedia.ca/North-Main-Street-Historic-District.d553248621557934296.Destination-Travel-Guides) ![East Hampton Windmill](https://images.trvl-media.com/place/6064493/e44cfd6f-5c5e-4318-995a-a69a46645bc6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Business Hotels in North Main Street Historic District, NY from CA $157 - ![](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 availability on North Main Street Historic District Business Hotels Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=553248621557934296&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=553248621557934296&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248621557934296&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248621557934296&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) ## Our top choices for North Main Street Historic District business-friendly hotels ![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) ![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 sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.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 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) Southampton 8.6/10 Excellent (444) "Great weekend stay! staff was super kind and property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chyanne CA $122 CA $157 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![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) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/f76cf168.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) ![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) ### Sound View Greenport [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) Greenport 8.4/10 Very good (601) "Great view but a gas station has a better breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $218 CA $286 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.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) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.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 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) Greenport 8.8/10 Excellent (554) "Room and staff were amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Manuel CA $185 CA $248 total includes taxes & fees Jan 28 - Jan 29, 2026 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.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) ![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) ### The Bentley Hotel Southampton [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) Southampton 9.6/10 Exceptional (412) "Adorable boutique hotel with charming unique touches. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $171 CA $197 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.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 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) Sag Harbor 9.4/10 Exceptional (581) "Very clean, helpful staff and convenient location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon CA $294 CA $336 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/57a0a6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/03887d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/51a7b673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Inn [](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) Southampton 8.6/10 Excellent (552) "Rooms were very clean and spacious, gorgeous property " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Luna CA $273 CA $335 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/b8adcc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/c6fa26de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/65a49724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/1f4433ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Roundtree, Amagansett [](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) Amagansett North 10/10 Exceptional (91) "Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) adam CA $813 CA $975 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/77f9f5ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/2fdf39bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hero King Patio Deluxe | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/65048075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/72bc8ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hero Beach Club [](https://www.expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information) Montauk 9.0/10 Wonderful (202) "Great weekend trip " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $332 CA $519 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/dd468523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/63390424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine & Sand [](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) Southold 9.6/10 Exceptional (13) "This B&B, and its hosts, were simply amazing. I cannot recommend this place enough." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra [](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/ea3c7561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/84e7ebf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/939da2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Cottage, 2 Bedrooms, Lake View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/611b87c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Head of Pond House [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.Hotel-Information) Water Mill 10/10 Exceptional (3) "Beautiful place with a very kind host. Highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michèle CA $677 CA $773 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-12&endDate=2026-01-13®ionId=553248621557934296&adults=2&travelerType=business_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top North Main Street Historic District Hotel Reviews ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "Everything was perfect. Staff, room, experience. Will definitely stay again. " [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "Great room with amazing views! Staff was fantastic and the food was great too" [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Great hotel for a quick stay - very friendly staff" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Lgbt Friendly Hotels in Amagansett ](https://www.expedia.ca/Amagansett-Hotels-LGBT-Friendly-Hotel.0-0-d73561-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Amagansett ](https://www.expedia.ca/Amagansett-Hotels-Luxury-Hotel.0-0-d73561-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Amagansett ](https://www.expedia.ca/Amagansett-Hotels-Oceanfront-Hotels.0-0-d73561-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Amagansett ](https://www.expedia.ca/Amagansett-Hotels-Spa-Hotel.0-0-d73561-tSpaHotel.Travel-Guide-Filter-Hotels) - 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