Title: Book The Best Hotels in Greenport, NY for 2026 from CA $123 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Greenport](https://expedia.ca/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals)[Flights to Greenport](https://expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)[Things to do in Greenport](https://expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)[Greenport Car Rentals](https://expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)[Greenport Vacation Packages](https://expedia.ca/Greenport.d110728.Destination-Travel-Guides) ![The one of best destinations for summer vacation!#Trove#Summer](https://images.trvl-media.com/place/110728/bf7f0ae9-ecfe-4ab0-b34c-f44de31622e4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Taozi # Find hotels in Greenport, NY from CA $123 - ![](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 ## Go beyond your typical stay in Greenport Spa [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&amenities=SPA_ON_SITE) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&amenities=OCEAN_VIEW) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&amenities=PETS) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Greenport%2C+New+York%2C+United+States+of+America®ionId=110728&latLong=41.103432%2C-72.359253&adults=2&startDate=2026-01-07&d1=2026-01-07&endDate=2026-01-09&d2=2026-01-09&amenities=WATER_PARK) ## Check prices for these dates Tonight [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-12-24&endDate=2025-12-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-12-25&endDate=2025-12-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Greenport hotels ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/1345db22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/7ebc6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/717b3774.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 (548) "Awesome stay!!! Great Location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $184 CA $247 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/8a4a605e.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) ![Yoga](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/a7c5a78c.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 8.6/10 Excellent (599) "Staff was amazing , room clean view phenomenal " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $218 CA $286 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/2d824970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/cc998cf2_edited_ffd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/1c4953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) Greenport 9.8/10 Exceptional (142) "Great get away " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/8dd4e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/a9a67717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel [](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) Greenport 9.2/10 Wonderful (290) "Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susie [](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/29d9fdab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Menhaden [](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information) Greenport 9.6/10 Exceptional (171) "Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cory CA $367 CA $474 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/d9d8edde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) Greenport 8.8/10 Excellent (195) "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 $347 CA $451 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/382fd5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/0ec625aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/8d30d692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/354d428b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stirling House Bed & Breakfast [](https://www.expedia.ca/Greenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information) Greenport 9.8/10 Exceptional (24) "Our stay was only 2 nights but felt like 5\. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam CA $458 CA $524 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/Greenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/c4093211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/79675399.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/2000000/1210000/1209400/1209378/1ef9d54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) Madison Center 9.4/10 Exceptional (341) "The Spa was wonderful and the staff was attentive and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma CA $336 CA $387 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/7bbcb978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/686b9f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/9b9e9fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Budget Host East End Hotel in Riverhead [](https://www.expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information) Riverhead 6.6/10 (786) "Everything was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica CA $128 CA $146 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.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) ![Exterior](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/6a9a51fd.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) ![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) ### 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 $774 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/3cb16ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saybrook Point Resort & Marina [](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) Old Saybrook Center 9.6/10 Exceptional (1003) "Wonderful stay in a beautiful setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $408 CA $504 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.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) ![Lobby](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/6a538e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/003f8776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9b1283d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Long Island East End [](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) Riverhead 9.2/10 Wonderful (1003) "Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $151 CA $172 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/aeb3a957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/5439c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/dc0e4dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/4139664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Harbor Hill Marina [](https://www.expedia.ca/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) Niantic 9.4/10 Exceptional (1001) "Clean great staff great breakfast quiet guests beautiful scenery 10/10" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trey CA $218 CA $250 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) ![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d3bf1318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/44f578e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Carriage House | Living area](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/6a224301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 1770 House Restaurant & Inn [](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) East Hampton 9.8/10 Exceptional (161) "The staff was incredibly genuine and the property felt intimate and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aniya CA $378 CA $517 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/8c42ff2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/e64d0e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Preston House & Hotel [](https://www.expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) Riverhead 9.8/10 Exceptional (373) "Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nakia CA $203 CA $232 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/5688a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/6037fc82.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) ### Sag Harbor Inn [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) Sag Harbor 9.4/10 Exceptional (577) "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 25 - Dec 26 [](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/be26a516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/604acd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook [](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1002) "The very friendly staff made this stay enjoyable from The beginning. The hotel was very clean and comfy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $138 CA $159 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/147e40ed.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) ![Reception](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/f90ba663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/1bb00541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shorewood Inn [](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) Riverhead 8.4/10 Very good (710) "Couldn't have been easier! The woman at the front desk was warm and welcoming, the room was super clean and cute with the heat turned on full blast in anticipation of my arrival. Adorable backyard with seating, too. Super hot water in the shower. Perfect for an impromptu winter getaway. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mahlon [](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f9bec315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7836a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/d1788901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (298) "Great staff and clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler CA $107 CA $123 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King | Living area](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips [](https://www.expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) Southold 9.4/10 Exceptional (231) "Great stay, will definitely go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANTONIO J CA $254 CA $290 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.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=2026-01-07&endDate=2026-01-08®ionId=110728&adults=2&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%2FGreenport-Hotels.d110728.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenport-Hotels.d110728.Travel-Guide-Hotels) ## Where to stay in Greenport Find the best Greenport areas and neighborhoods for the activities you enjoy most. - Pipes Cove [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976473295) ![Pipes Cove map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:qgzyFrjvxL%7DKe%7E%40xKqE%7CWoA%7EYzPcRnr%40u_%40zA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=6sznPuHQSqQc-VUXiqqp9OEutrg=) ### Pipes Cove While visiting Pipes Cove, you might make a stop by sights like Railroad Museum of Long Island and East End Seaport Maritime Museum. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473295) ## Learn more about Greenport This charming maritime village boasts a historic carousel and waterfront restaurants serving the freshest local oysters. Rent bikes to explore nearby wineries or hop the ferry to Shelter Island for beaches locals recommend when the summer crowds thin. [See all hotels in Greenport](https://www.expedia.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&adults=2®ionId=110728) ![Always a nice ride out east here! ](https://images.trvl-media.com/place/110728/62d5cb36-9c7f-4534-97ff-4068f144c18e.jpg?impolicy=fcrop&w=455&h=455&p=1&q=high) Photo by Heather J ### Stay near popular Greenport attractions [](https://expedia.ca/Kontokosta-Winery-Hotels.0-l6326928-0.Travel-Guide-Filter-Hotels) #### Kontokosta Winery You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6326928) [](https://expedia.ca/67-Steps-Beach-Hotels.0-l553248626388140598-0.Travel-Guide-Filter-Hotels) #### 67 Steps Beach Why not spend a carefree afternoon at 67 Steps Beach during your travels in Greenport? Take in the festivals and sunsets in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248626388140598) [](https://expedia.ca/Greenport-Carousel-Hotels.0-l553248635961252285-0.Travel-Guide-Filter-Hotels) #### Greenport Carousel You can learn about the history of Greenport with a stop at Greenport Carousel. While you're in the area, stroll along the beaches. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635961252285) [](https://expedia.ca/Eastern-Long-Island-Hospital-Hotels.0-l553248635997986480-0.Travel-Guide-Filter-Hotels) #### Eastern Long Island Hospital Though Eastern Long Island Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Greenport while you are here. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635997986480) [](https://expedia.ca/Railroad-Museum-Of-Long-Island-Hotels.0-l6327144-0.Travel-Guide-Filter-Hotels) #### Railroad Museum of Long Island You can spend time studying the exhibits at Railroad Museum of Long Island during your travels in Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6327144) [](https://expedia.ca/Greenport-Farmers-Market-Hotels.0-l553248621532665744-0.Travel-Guide-Filter-Hotels) #### Greenport Farmers' Market You can browse for the perfect souvenirs at Greenport Farmers' Market during your visit to Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665744) ## More cheap stays in Greenport ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Niantic - New London/Mystic Area 265 Flanders Road Niantic CT CA $126 CA $145 total Dec 30 - Dec 31 includes taxes & fees 9/10 Wonderful! (450 reviews) [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd Old Saybrook CT CA $138 CA $159 total Jan 6 - Jan 7, 2026 includes taxes & fees 7.6/10 Good! (1,000 reviews) [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Spark by Hilton Guilford 300 Boston Post Rd Guilford CT CA $143 CA $165 total Jan 3 - Jan 4, 2026 includes taxes & fees 8.6/10 Excellent! (68 reviews) [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY CA $172 CA $198 total Jan 9 - Jan 10, 2026 includes taxes & fees 9.4/10 Exceptional! (401 reviews) [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F01%2F2026&endDate=08%2F01%2F2026&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true®ionId=110728) 7.8/10 Good! (1,003 reviews) [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39 Southampton NY [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F01%2F2026&endDate=08%2F01%2F2026&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true®ionId=110728) 7/10 Good! (975 reviews) [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Hotels in Greenport with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 2 properties [](https://expedia.ca/5Star-Greenport-Hotels.s50-0-d110728.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 52 properties [](https://expedia.ca/4Star-Greenport-Hotels.s40-0-d110728.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 239 properties [](https://expedia.ca/3Star-Greenport-Hotels.s30-0-d110728.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 256 properties [](https://expedia.ca/2Star-Greenport-Hotels.s20-0-d110728.Travel-Guide-Filter-Hotels) ## Find out more about Greenport ### Top reasons to visit Greenport - **Charming Beaches:** Greenport boasts beautiful beaches, perfect for relaxing or enjoying water activities. - **Historic Exploration:** Discover historic buildings and unique architecture that reflect the town's rich heritage. - **Vibrant Downtown:** Stroll along Main Street to explore local shops, eateries, and the lively atmosphere. - **Scenic Activities:** Engage in sailing excursions, golfing, and music concerts amidst picturesque landscapes. - **Diverse Accommodations:** Choose from cozy agritourism spots to waterfront hotels, catering to all traveller preferences. ### Find great hotels in and around Greenport Discover the charm of Greenport, New York, with a range of accommodation options that cater to all types of travellers. From cozy agritourism properties to inviting bed and breakfast establishments, you'll find the perfect spot for your stay. Whether you're seeking pet-friendly accommodations, a family-friendly adventure, or a scenic waterfront hotel, Greenport has something for everyone, ensuring a memorable vacation experience on the beautiful shores of Long Island. - **[Sound View Greenport: ](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)** Sound View Greenport is a welcoming 3.5-star hotel situated in the heart of Greenport, perfect for families and business travellers alike. The hotel’s pet-friendly policy ensures that your furry companions can join you on your vacation. With amenities designed for business needs, including meeting rooms and conference spaces, it caters well to corporate guests. Families will appreciate the thoughtful features for children, such as free cribs and window guards for safety. Enjoy a blend of comfort and convenience in a picturesque setting, making it a top choice for your Greenport stay. - **[Sag Harbor Inn: ](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)** Located 12.9km from Greenport, the Sag Harbor Inn is another excellent 3.5-star option, ideal for business-minded travellers. This hotel provides essential business amenities, including meeting rooms, making it a suitable choice for corporate retreats or meetings. Its convenient location offers easy access to the charming village of Sag Harbor, where you can experience local dining and shopping. The inn’s relaxed atmosphere ensures a comfortable stay, allowing guests to unwind after a productive day. - **[The Harbor Front Inn: ](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)** Nestled in Greenport, The Harbor Front Inn is a delightful 3.5-star accommodation that combines business convenience with a pet-friendly environment. This hotel welcomes dogs and ensures that service animals can stay without a fee, making it a great choice for pet owners. With meeting facilities available, it caters to business travellers while providing a cozy atmosphere for relaxation. Guests can enjoy the scenic views and local attractions, ensuring a memorable experience in this charming seaside town. ### Where to stay near Greenport Greenport is a charming seaside destination perfect for outdoor adventures and romantic getaways. Visitors can stroll along Main Street, admire waterfront views, and explore family-friendly attractions. The nearby Long Island region offers beautiful beaches and scenic excursions, ensuring a memorable vacation filled with friendly locals and picturesque landscapes. Whether you're seeking relaxation or exciting activities, Greenport and its surroundings provide a delightful atmosphere for every traveller. - **[Hamptons: ](https://www.expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)** Located 17.7km from Greenport, the Hamptons are renowned for their stunning beaches and upscale charm. This destination draws a moderately seasonal crowd, with peak visitors from June to August, perfect for beach lovers and outdoor enthusiasts. You can enjoy romantic sunsets, hit the golf course, or attend lively music concerts at local resorts. Notable landmarks include pristine beaches and picturesque lakes, making it an ideal spot for a relaxing getaway. - **[Shelter Island Heights: ](https://www.expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)** Just 1.6km from Greenport, Shelter Island Heights offers a quaint escape with a seasonal influx of visitors, peaking in April and June to July. This charming city is perfect for those seeking outdoor adventures, romantic strolls, and beach relaxation. With golf courses and exclusive private clubs nearby, you can indulge in leisurely activities. The local beaches and family-friendly lakes provide a serene backdrop for making lasting memories. - **[Shelter Island: ](https://www.expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)** A mere 4.8km away from Greenport, Shelter Island is a picturesque destination with a seasonal appeal, attracting visitors primarily from June to August. Known for its outdoor recreation and scenic beaches, it’s a hotspot for couples looking for a romantic getaway. Popular activities include golfing and even skiing in the winter months. The island’s stunning beaches and tranquil lakes offer a perfect setting to unwind and explore the natural beauty of the area. ### Things to do in and around Greenport Greenport, New York, is an ideal destination for outdoor and romantic beach vacations. Visitors can enjoy a range of activities, including golfing, music concerts, and relaxing at resorts. Key attractions include easy walking paths, group getaways, open studio events, and sailing excursions, making it a perfect spot for those looking to unwind and explore the scenic beauty of the area. **Shopping** In Greenport, you can explore the vibrant [Greenport Farmers' Market](https://www.expedia.ca/Greenport-Farmers-Market-Hotels.0-l553248621532665744-0.Travel-Guide-Filter-Hotels) for fresh local produce and unique finds. If you're up for a drive, [The Style Bar](https://www.expedia.ca/The-Style-Bar-Hotels.0-l553248621532665737-0.Travel-Guide-Filter-Hotels) and [BookHampton](https://www.expedia.ca/BookHampton-Hotels.0-l553248621532665731-0.Travel-Guide-Filter-Hotels), both located 12.9km away, offer fashionable clothing and a delightful selection of books, perfect for gifts and souvenirs. **Recreation** Enjoy a fun-filled day at [Shelter Island Whale's Tail](https://www.expedia.ca/Shelter-Island-Whales-Tail-Hotels.0-l553248621554204762-0.Travel-Guide-Filter-Hotels) mini-golf, perfect for families and adventure seekers. For a more leisurely experience, head to [Cedar Point County Park](https://www.expedia.ca/Cedar-Point-County-Park-Hotels.0-l6326834-0.Travel-Guide-Filter-Hotels), where you can unwind amidst nature and embrace wellness in a tranquil setting. **Adventure** Experience thrilling water fun at [Splish Splash Water Park](https://www.expedia.ca/Splish-Splash-Water-Park-Hotels.0-l6173416-0.Travel-Guide-Filter-Hotels), located 37.0km from Greenport, perfect for families and adventure seekers. Hike the scenic [Walking Dunes Trailhead](https://www.expedia.ca/Walking-Dunes-Trailhead-Hotels.0-l553248633992587102-0.Travel-Guide-Filter-Hotels), 29.0km away, surrounded by breathtaking views. For adrenaline, visit [Waterford Speedbowl](https://www.expedia.ca/Waterford-Speedbowl-Hotels.0-l6328080-0.Travel-Guide-Filter-Hotels), a motor racing venue also 37.0km from Greenport. **Nightlife** In Greenport, the [Greenport Carousel](https://www.expedia.ca/Greenport-Carousel-Hotels.0-l553248635961252285-0.Travel-Guide-Filter-Hotels) offers a charming outdoor vibe for a whimsical evening. Nearby, [Bay Street Theatre](https://www.expedia.ca/Bay-Street-Theatre-Hotels.0-l6326787-0.Travel-Guide-Filter-Hotels) and [Guild Hall](https://www.expedia.ca/Guild-Hall-Hotels.0-l6323757-0.Travel-Guide-Filter-Hotels) provide a blend of culture and romance, perfect for family-friendly entertainment. Enjoy a night filled with art, laughter, and community spirit in this picturesque town. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Greenport Greenport, New York, is a budget-friendly destination with free entry to attractions like 67 Steps Beach and Mashomack Preserve. For cost-effective travel, consider visiting between January and March, when accommodation prices are lower, and aim for midweek stays, particularly on Tuesdays. Utilize public transport options such as buses, and enhance savings by booking through Expedia, where you can compare prices and combine hotel, flight, and activity reservations for better deals. Always check for exclusive offers to maximize your travel budget. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Greenport are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Greenport is Tuesday. The most expensive day to stay in Greenport is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To discover the best prices and offers, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Greenport hotel reservation with your flights and activities by opting for an Expedia package. ### Find the best attractions in and around Greenport Greenport, New York, offers a delightful escape for outdoor enthusiasts and couples seeking a romantic beach vacation. Visitors can explore charming beaches, historic buildings, and urban parks that cater to diverse interests, including culture and family experiences. Don't miss a stroll through downtown Greenport, where you can enjoy local shops and eateries while soaking in the town's unique atmosphere. - **[67 Steps Beach: ](https://www.expedia.ca/67-Steps-Beach-Hotels.0-l553248626388140598-0.Travel-Guide-Filter-Hotels)** Experience the laid-back beach vibes at 67 Steps Beach, a hidden gem located right in Greenport. With its sandy shores and serene atmosphere, it's the perfect spot to relax, soak up the sun, and enjoy the gentle waves. - **[Orient Point County Park: ](https://www.expedia.ca/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)** Situated 11.3km from Greenport, Orient Point County Park offers a fantastic family-friendly outdoor experience. Explore its lush landscapes, picnic areas, and walking trails while enjoying breathtaking views of the Long Island Sound. - **[Railroad Museum of Long Island: ](https://www.expedia.ca/Railroad-Museum-Of-Long-Island-Hotels.0-l6327144-0.Travel-Guide-Filter-Hotels)** Delve into the rich cultural history of railroads at the Railroad Museum of Long Island, located in Greenport. This engaging museum features fascinating exhibits and artifacts, making it a must-visit for history buffs and families alike. ### Best time to go to Greenport The best time to visit Greenport is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 35.6°F (2.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 35.8°F (2.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 39.7°F (4.3°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | May | 55.8°F (13.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | July | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 68.2°F (20.1°C) | Light Rain | Mostly Sunny | Average | Average | | October | 59.7°F (15.4°C) | Light Rain | Mostly Sunny | Average | Average | | November | 49.6°F (9.8°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 42.1°F (5.6°C) | Light Rain | Mostly Cloudy | Moderately Low | Average | ### The nearest major airports for your trip to Greenport When visiting Greenport, New York, you can fly into several major airports. Islip, NY ([ISP](https://www.expedia.ca/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)\-MacArthur) is 70.8km away, with nearby hotel options like the 3.5-star [Hyatt Regency Long Island](https://www.expedia.ca/Hauppauge-Hotels-Hyatt-Regency-Long-Island.h3668.Hotel-Information) and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT ([HVN](https://www.expedia.ca/Tweed-New-Haven-Regional-Airport-Hotels.0-aHVN-0.Travel-Guide-Filter-Hotels)\-Tweed - New Haven Regional) is 48.3km away, featuring the 4-star Blake Hotel, [Graduate by Hilton New Haven](https://www.expedia.ca/New-Haven-Hotels-Graduate-New-Haven.h37200005.Hotel-Information), and [Omni New Haven Hotel at Yale](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information), all located 4.8km from the airport. East Hampton, NY ([HTO](https://www.expedia.ca/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels)) is a mere 17.7km away, with luxurious options like the 5-star [Mill House Inn](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) and 4.5-star [Topping Rose House](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information), both 4.8km from the airport. ## Recent reviews of Greenport hotels ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 5/5 Excellent "Everything was wonderful. Staff was friendly, very clean,we enjoyed it." A verified traveller stayed at Water's Edge Resort & Spa Posted 3 days ago [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 5/5 Excellent "Room was clean though a bit rustic. Staff was very nice. No housekeeping but was able to collect all clean towels, etc. in the office. We were here for a funeral. Pier Blue Inn was close to funeral home, Catholic Church, and repast. Nice restaurants so close by! I’m glad I booked this place. Added a second night to avoid Friday night traffic back to our house in Rockland County NY." A verified traveller stayed at Pier Blue Inn Old Saybrook - Essex Posted 4 days ago [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg) ### Motel 6 Niantic, CT - New London 5/5 Excellent "Great !!" A verified traveller stayed at Motel 6 Niantic, CT - New London Posted 5 days ago [](https://expedia.ca/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 5/5 Excellent "everything was well remodeled and comfortable." A verified traveller stayed at Best Western Niantic - New London/Mystic Area Posted 8 days ago [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 5/5 Excellent "crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing " A verified traveller stayed at The Bentley Hotel Southampton Posted 9 days ago [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 5/5 Excellent "Friendly and helpful staff, wonderful dining experience at Fresh Salt" A verified traveller stayed at Saybrook Point Resort & Marina Posted 10 days ago [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Sea Crest Resort](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 5/5 Excellent "Lovely, clean 1 bedroom with spectacular view" A verified traveller stayed at Sea Crest Resort Posted 10 days ago [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![Greenporter Hotel](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 5/5 Excellent "Comfy bed hot shower big room" A verified traveller stayed at Greenporter Hotel Posted 13 days ago [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Silver Sands Motel & Beach Bungalows](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg) ### Silver Sands Motel & Beach Bungalows 5/5 Excellent "absolutely charming and totally bats above its weight. splurge for the bungalow!" A verified traveller stayed at Silver Sands Motel & Beach Bungalows Posted 2 weeks ago [](https://expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Greenport with outdoor pools? > Another excellent option is the [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information), a 3-star property that offers resort-style amenities including a shared pool with stunning sea views. Families appreciate the friendly staff, great meals, and the overall great room experience, as reflected in its impressive review score of 9.0\. The tranquil setting combined with convenient poolside access makes it an appealing choice for adventurous families. > > > For those who prefer a charming inn, [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) is a delightful 3.5-star option featuring a resort-style pool and complimentary breakfast. With a review score of 8.8, guests rave about its amazing location and clean, beautiful rooms, making it a splendid base for exploring Greenport. > > > [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information), rated 8.4, offers a lovely poolside bar and complimentary breakfast, along with free WiFi and top amenities. This 4-star property features a resort-inclusive pool area that is great for families wanting to enjoy a leisurely day in the sun. > > > Lastly, if you're looking for a more intimate experience, [Harbor Knoll Bed & Breakfast](https://www.expedia.ca/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information) offers a private pool along with partial sea views. ### How much does a hotel with outdoor pool in Greenport cost? ### Are there hotels in Greenport that have private outdoor pools? > This cozy bed and breakfast also provides convenient amenities such as free WiFi and self-parking, making it a straightforward choice for families looking for quality and convenience. With a traveller rating of 9.2, it's no surprise that visitors appreciate the great location and hospitable atmosphere that Harbor Knoll offers. ### What are some of the best Greenport hotels with outdoor pools and scenic views? > Another fantastic choice is [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information), a 4-star hotel that combines luxury with a laid-back atmosphere. With a review score of 8.4, this hotel offers an inviting poolside bar and complimentary breakfast options, ensuring a delightful start to each day. Guests have highlighted the clean and lovely rooms, along with the super friendly staff, making it a welcoming retreat for families looking for comfort and scenic ocean views. ### Are there hotels in Greenport with outdoor pool cabanas or loungers? > Another great choice is [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information), rated at 3.5 stars. This charming hotel provides guests with inviting pool sun loungers and complimentary breakfast options, ensuring a convenient and pleasant stay. Families appreciate the free cribs and the clean bathrooms. With a traveller rating of 8.8, its excellent location and beautiful rooms make it a popular pick for those seeking both relaxation and convenience. > > > Lastly, consider the [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information), a 4-star gem that features a resort-style pool along with poolside bar access and ample sun loungers. Guests enjoy complimentary breakfast, free WiFi, and thoughtful toiletries. ### Which Greenport hotels offer poolside service for food and drinks? > Families will appreciate the convenience of free cribs and the option for complimentary breakfast, ensuring a smooth start to each day. The pool area is equipped with sun loungers, creating the ideal setting for relaxation and enjoyment. ### Are there hotels with outdoor pools that are close to Norman E. Klipp Marine Park? > Another great option is [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information), a charming 3.5-star hotel featuring a resort-style pool that provides a delightful setting for relaxation. Rated 8.8 by guests, it's often praised for its excellent location and complimentary continental breakfast, ensuring a delightful start to your day. Families will also appreciate the free cribs available, making it convenient for those traveling with little ones. > > > For a more intimate stay, consider [Harbor Knoll Bed & Breakfast](https://www.expedia.ca/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information). This cozy 3.0-star establishment boasts a private pool and offers stunning partial and full sea views. With a traveller rating of 9.2, guests highlight its excellent location and the warm hospitality that makes it feel like a home away from home. ### Is it cheaper to book flights and a hotel in Greenport as a package? ### How can I save on a hotel in Greenport with Expedia? ### Can I cancel my hotel reservation on Expedia? ### How much is the nightly rate at a Greenport hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Bay Point Hotels ](https://www.expedia.ca/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels) - [Coecles Harbor Hotels ](https://www.expedia.ca/Coecles-Harbor-Shelter-Island-Hotels.0-n553248635976480820-0.Travel-Guide-Filter-Hotels) - [Hotels near Crescent Beach ](https://www.expedia.ca/Crescent-Beach-Hotels.0-l553248621554204758-0.Travel-Guide-Filter-Hotels) - 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