Title: Book the Best BEACH RESORTS in Greenport, NY from CA $235 - Greenport Hotels on the Beach| Expedia.ca [Hotels in Greenport](https://expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)[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) ![Always a nice ride out east here! ](https://images.trvl-media.com/place/110728/62d5cb36-9c7f-4534-97ff-4068f144c18e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Heather J # Find beach hotels in Greenport, NY from CA $235 - ![](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 Greenport Beach Hotel Tonight [Nov 30 - Dec 1](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-11-30&endDate=2025-12-01&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-12-01&endDate=2025-12-02&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=110728&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Greenport Beach Hotel ![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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/4c9856c1.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 Greenport 8.6/10 Excellent (596) "Staff was amazing , room clean view phenomenal " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $224 CA $324 total includes taxes & fees Dec 1 - Dec 2 [](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) ![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.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) ![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport 8.8/10 Excellent (539) "Awesome stay!!! Great Location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $146 CA $235 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.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) ![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/a413ef5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach Shack w/ Sleeping Alcove](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/b99eb106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/65a8ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows Greenport 9.8/10 Exceptional (139) "amazing stay, very quaint and relaxing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rebecca [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, memory foam beds](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/20266156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/5b2ed019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Menhaden Greenport 9.6/10 Exceptional (170) "Hotel manager was great! Loved the firepits outside " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $293 CA $390 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water Edge, First Floor, Corner | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliffside Resort Condominiums Greenport 9.0/10 Wonderful (249) "Great stay - beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca [](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (#1)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/339409ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/12000000/11960000/11951200/11951124/52855a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel 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 $278 CA $374 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.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/16000000/15630000/15622100/15622089/20957ef0.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel 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) ![On the beach](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/f4e83179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/c17eac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lighthouse](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/3ee87f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/a22fa403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor Knoll Bed & Breakfast Pipes Cove 9.2/10 Wonderful (12) "It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea [](https://www.expedia.ca/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/92000000/91480000/91472700/91472602/9b54ddd8.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/92000000/91480000/91472700/91472602/d6c9f61c.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/92000000/91480000/91472700/91472602/d7d73805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/92000000/91480000/91472700/91472602/e7ab535b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Moraine Greenport 9.8/10 Exceptional (22) "Our 3rd stay - we love the beauty of the property and the luxurious serenity of this boutique hotel. Great views of the water; fantastic large pool and lounging areas." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy [](https://www.expedia.ca/Greenport-Hotels-Hotel-Moraine.h91472602.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/2e6970b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/3faee5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/f56467e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943259/5ca46def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech - Luxury 2 Bedroom Apartment 10 Greenport 10/10 Exceptional (2) "This is an amazing hotel with high end finishes and a staff to match. The staff are polite, attentive, helpful in all ways and thoughtful in all their communication. I highly recommend to anyone looking for a boutique experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randall CA $432 CA $626 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Luxury-2-Bedroom-Apartment-10.h71943259.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=2025-12-14&endDate=2025-12-15®ionId=110728&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_110728) ## Top Greenport Hotel Reviews ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "The room was better than expected, staff friendly and overall a great experience " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.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 10/10 Excellent "The room was spotless, spacious and unique. Staff was very friendly and efficient. Amenities are what you need. " [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg) ### Spark by Hilton Guilford 10/10 Excellent "Kind staff. Easy check-in. Clean rooms and good location. " [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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 10/10 Excellent "yes it was" [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.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) ![American Beech Hotel](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6_y.jpg) ### American Beech Hotel 10/10 Excellent "Outstanding on all levels.. Hospitality and food top notch." [](https://expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "Great" [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Staff is fantastic " [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg) ### Sleep Inn & Suites Niantic North 10/10 Excellent "Breakfast was good just what we needed to start the day and heat was fine in room" [](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ## Frequently asked questions ### What are the best beach hotels in Greenport? > Some of the best beach hotels in Greenport include [Silver Sands Motel & Beach Bungalows](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information), [The Menhaden](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information), and [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information). > > > > The 4-star Silver Sands Motel & Beach Bungalows, with a 9.8 rating, offers a private beach on site and many rooms have a sea view. Guests frequently mention the clean rooms and the friendly staff. > > > > The Menhaden, a 3.5-star hotel rated 9.6, is located very near the beach and provides a complimentary breakfast. Reviewers often comment on the beautiful decor and fantastic staff. > > > > For direct beach access, the 3-star Cliffside Resort Condominiums, with a 9.0 rating, is a great option. It also features a shared pool with sun loungers and umbrellas. ### How much does a beach hotel in Greenport cost? > Prices for beach hotels in Greenport vary, but you can find a great deal from CA $235 on Expedia. You're likely to find lower rates if you're travelling during the off-peak season or mid-week. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates. ### Which Greenport hotels are near the best beaches? > For hotels near the best beaches in Greenport, consider [Silver Sands Motel & Beach Bungalows](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information), [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information), or [The Menhaden](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information). > > > > The 4-star Silver Sands Motel & Beach Bungalows, with a 9.8 rating, offers a private beach on site. Guests frequently mention the clean rooms and the amazing staff. > > > > The 3-star Cliffside Resort Condominiums, rated 9.0 by guests, provides direct access to a nearby beach and features sea views. It also has a shared pool with sun loungers and umbrellas. > > > > The 3.5-star The Menhaden, with a 9.6 rating, is located near a beach and offers a complimentary self-serve breakfast. Reviewers often highlight the friendly staff and beautiful décor. ### Which beach hotels in Greenport are good for families? > For families seeking a beach hotel in Greenport, consider the [Silver Sands Motel & Beach Bungalows](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) or the [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information). > > > > The 4-star Silver Sands Motel & Beach Bungalows, with a 9.8 rating, offers a private beach on-site, providing direct access to the sea. Guests often comment on the amazing and clean rooms, as well as the delicious food available. > > > > The 3-star Cliffside Resort Condominiums, rated 9.0, provides direct beach access and features a shared, secured pool with umbrellas and sun loungers. Reviewers frequently praise the excellent staff and amazing location. ### What are the best Greenport hotels with ocean views? > For hotels with ocean views in Greenport, consider the [Silver Sands Motel & Beach Bungalows](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information), [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information), and [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information). > > > > The 4-star Silver Sands Motel & Beach Bungalows, with a 9.8 rating, provides private beach access directly from the property. Guests frequently praise the clean and amazing rooms. > > > > Cliffside Resort Condominiums, a 3-star property rated 9.0, offers direct access to a nearby beach and boasts sea views from its rooms. It also features a secured shared pool with umbrellas and sun loungers. > > > > The 4-star Sound View Greenport, with an 8.4 rating, offers ocean views and has its own private beach on site. Guests can enjoy a complimentary continental breakfast and relax at the poolside bar. ### What are the top-rated beach hotels in Greenport with a pool? > For top-rated beach hotels in Greenport with a pool, consider the [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information), [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information), [Harbor Knoll Bed & Breakfast](https://www.expedia.ca/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information), and [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information). > > > > The 4-star Sound View Greenport, with an 8.4 rating, offers a private beach on site and a resort-inclusive pool with a poolside bar and sun loungers. Many rooms feature ocean views, and guests frequently mention the clean, lovely rooms and friendly staff. > > > > The Harbor Front Inn, a 3.5-star hotel rated 8.8, provides a resort-inclusive seasonal outdoor pool. While not directly on the beach, it is very close to both the ocean and a beach, and guests often highlight its amazing location and good complimentary breakfast. > > > > For a more intimate experience, the 3-star Harbor Knoll Bed & Breakfast, with a 9.2 rating, has a private pool and offers rooms with sea views. Reviewers consistently praise its great location. > > > > The 3-star Cliffside Resort Condominiums, rated 9.0 by guests, offers direct access to a nearby beach and features a secured shared pool with umbrellas and sun loungers. Its rooms often provide sea views or water views, and the staff are frequently described as excellent and friendly. ### Which beach hotels in Greenport are good for couples? > For couples looking for a beach hotel in Greenport, the [Silver Sands Motel & Beach Bungalows](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) and the [Cliffside Resort Condominiums](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) are excellent choices. > > > > The 4-star Silver Sands Motel & Beach Bungalows, with a 9.8 rating, offers a private beach on site. Guests frequently mention the clean, amazing rooms and the delicious food, making it suitable for a romantic retreat. > > > > The 3-star Cliffside Resort Condominiums, rated 9.0, provides direct access to a nearby beach and features sea views. Reviewers often praise the amazing location and the excellent, friendly staff. ### Which area of Greenport is best to stay in for beaches? > The best area to stay in Greenport for beaches is the main village area, particularly if you're looking for convenient access to both the waterfront and village amenities. > > > > The village of Greenport is compact and very walkable, with most of its attractions, including beaches, within easy reach. The main street, Front Street, runs parallel to the harbour and is lined with shops, restaurants, and cafes. You'll find a nice stretch of coastline along the northern edge of the village, offering direct access to the water. > > > > Couples often find this area ideal for a relaxed getaway. You can easily stroll from your accommodation to a quiet beach for a morning walk, then explore the village shops or enjoy a meal at a waterside restaurant. The convenience of having everything close by means less travel time and more time to unwind. > > > > Families also benefit from staying in the village. The beaches here are generally calm and suitable for children, and the proximity to the village means you're never far from amenities like ice cream shops or a quick bite to eat. ### Which top beach hotels in Greenport offer water sport activities? > For beach hotels in Greenport offering water sport activities, consider the [Silver Sands Motel & Beach Bungalows](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) and [The Menhaden](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information). > > > > The 4-star Silver Sands Motel & Beach Bungalows, with a 9.8 rating, is located on a private beach and offers opportunities for sailing, motorboating, and snorkeling nearby. Guests frequently mention the clean rooms and friendly staff. > > > > The Menhaden, a 3.5-star hotel rated 9.6, is near the beach and provides access to windsurfing, kayaking, and sailing activities nearby. Reviewers often highlight the friendly staff and beautiful decor. ### What is the best time of year to stay in a beach hotel in Greenport? > The most popular time to stay in a beach hotel in Greenport is during the summer months, particularly July and August. The weather is wonderfully warm, with average temperatures ranging from 24°C to 27°C, creating ideal conditions for beach days and water activities. > > > > During this peak season, you'll find the village bustling with visitors enjoying the sunshine and coastal charm. It's a fantastic time for families and couples to make the most of Greenport's beautiful beaches, enjoy boat trips, or stroll along the harbourfront. Many local businesses extend their hours, and there are often outdoor concerts and events taking place. > > > > For those considering a slightly different experience, June presents a great alternative. The weather is still very pleasant, with temperatures typically between 20°C and 24°C, offering comfortable conditions for enjoying the beach and exploring the village. ### How can I save on a beach hotel in Greenport with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a [One Key™](https://www.expedia.ca/welcome-one-key) member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Greenport beach hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, check out the [last-minute deals](https://www.expedia.ca/lp/b/vacations/last-minute-deals). ### What beach activities should we do in Greenport? > The best beach activities to do in Greenport revolve around enjoying the natural beauty of the Long Island Sound and Peconic Bay, with a focus on relaxation and water sports. > > > > For those looking to simply unwind, a visit to the sandy shores of 67 Steps Beach is a must. Located just a short drive from Greenport village, this beach offers stunning views of the Long Island Sound and is great for sunbathing, reading, or enjoying a picnic. The name comes from the actual steps leading down to the shore, adding a bit of character to your visit. It's a great spot for couples seeking a peaceful escape. > > > > Families, or those who enjoy more active pursuits, will find plenty to do at the beaches around Peconic Bay. These calmer waters are ideal for paddleboarding, kayaking, or even learning to sail. Many local outfits offer equipment hire or lessons, making it easy to get out on the water. The gentle waves and shallower areas are particularly suitable for younger children to splash around in. > > > > Beyond these specific activities, walking along the coastline during sunrise or sunset offers a beautiful experience, regardless of whether you're at 67 Steps Beach or a bay-side spot. ### Is it cheaper to book flights and a beach hotel in Greenport as a package? > Booking a beach hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking a beach vacation package well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my beach hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right beach hotel in Greenport for you. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Beach Hotel Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Beach-Hotel.0-0-d177851-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Business-Hotel.0-0-d177851-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Honeymoon-Hotels.0-0-d177851-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Hotels-With-Waterslides.0-0-d177851-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Ski Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Ski-Hotel.0-0-d177851-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Waterpark-Hotels.0-0-d177851-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Winery-Hotel.0-0-d177851-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Adults-Only-Resorts.0-n553248633938969338-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Beach-Hotel.0-n553248633938969338-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Business-Hotel.0-n553248633938969338-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Couples-Resorts-Hotels.0-n553248633938969338-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Golf-Hotel.0-n553248633938969338-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Green-Sustainable.0-n553248633938969338-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Historic Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Historic-Hotel.0-n553248633938969338-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Honeymoon-Hotels.0-n553248633938969338-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Balconies.0-n553248633938969338-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Childcare.0-n553248633938969338-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248633938969338-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Free-Breakfast.0-n553248633938969338-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Hot-Tubs.0-n553248633938969338-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Tennis-Courts.0-n553248633938969338-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Hotels-With-Waterslides.0-n553248633938969338-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-LGBT-Friendly-Hotel.0-n553248633938969338-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Lake-Hotels.0-n553248633938969338-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Mountain-Hotels.0-n553248633938969338-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Oceanfront-Hotels.0-n553248633938969338-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Pet-Friendly-Hotel.0-n553248633938969338-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Romantic-Hotel.0-n553248633938969338-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Ski-Hotel.0-n553248633938969338-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Spa-Hotel.0-n553248633938969338-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Waterpark-Hotels.0-n553248633938969338-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Wedding-Hotels.0-n553248633938969338-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Winery-Hotel.0-n553248633938969338-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bar in East Marion](https://www.expedia.ca/East-Marion-Hotels-Hotels-With-Bar.0-0-d6069914-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Beach-Hotel.0-0-d1208-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Boutique-Hotel.0-0-d1208-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Cheap-Hotels.0-0-d1208-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Golf-Hotel.0-0-d1208-tGolfHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Luxury-Hotel.0-0-d1208-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Fishers Island](https://www.expedia.ca/Fishers-Island-Hotels-Spa-Hotel.0-0-d1208-tSpaHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Beach-Hotel.0-0-d553248635975876381-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Cheap-Hotels.0-0-d553248635975876381-tCheapHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Hay Beach](https://www.expedia.ca/Hay-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976470037-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Hay Beach](https://www.expedia.ca/Hay-Beach-Shelter-Island-Hotels-Casino-Hotel.0-n553248635976470037-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Long Island](https://www.expedia.ca/Long-Island-Hotels-All-Inclusive-Hotel.0-0-d602887-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Long Island](https://www.expedia.ca/Long-Island-Hotels-Green-Sustainable.0-0-d602887-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Long Island](https://www.expedia.ca/Long-Island-Hotels-Hotels-With-Balconies.0-0-d602887-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Long Island](https://www.expedia.ca/Long-Island-Hotels-Hotels-With-Free-Breakfast.0-0-d602887-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Long Island](https://www.expedia.ca/Long-Island-Hotels-LGBT-Friendly-Hotel.0-0-d602887-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Beach-Hotel.0-n129440-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Couples-Resorts-Hotels.0-n129440-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Golf-Hotel.0-n129440-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Green-Sustainable.0-n129440-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Honeymoon-Hotels.0-n129440-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Hotel-With-Wifi.0-n129440-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Hotels-With-A-Lazy-River.0-n129440-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Hotels-With-Childcare.0-n129440-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-LGBT-Friendly-Hotel.0-n129440-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Mountain-Hotels.0-n129440-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Oceanfront-Hotels.0-n129440-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Manhattan](https://www.expedia.ca/Manhattan-New-York-Hotels-Winery-Hotel.0-n129440-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Midtown East](https://www.expedia.ca/Midtown-East-New-York-Hotels-Adults-Only-Resorts.0-n6141525-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [New York Hotels](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Luxury Hotels in Orient](https://www.expedia.ca/Orient-Hotels-Luxury-Hotel.0-0-d6326191-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Orient Point](https://www.expedia.ca/Orient-Point-Hotels-Cheap-Hotels.0-0-d553248635074738584-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Orient Point](https://www.expedia.ca/Orient-Point-Hotels-Luxury-Hotel.0-0-d553248635074738584-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Peconic](https://www.expedia.ca/Peconic-Hotels-Beach-Hotel.0-0-d144477-tBeachHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Peconic](https://www.expedia.ca/Peconic-Hotels-Ski-Hotel.0-0-d144477-tSkiHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Purchase](https://www.expedia.ca/Purchase-Hotels-Casino-Hotel.0-0-d6172129-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Purchase](https://www.expedia.ca/Purchase-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d6172129-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Spa Hotels in Purchase](https://www.expedia.ca/Purchase-Hotels-Spa-Hotel.0-0-d6172129-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Queens](https://www.expedia.ca/Queens-New-York-Hotels-Adults-Only-Resorts.0-n149004-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Queens](https://www.expedia.ca/Queens-New-York-Hotels-Shopping-Hotel.0-n149004-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Sag Harbor](https://www.expedia.ca/Sag-Harbor-Hotels-Cheap-Hotels.0-0-d154327-tCheapHotels.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Boutique-Hotel.0-0-d183716-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Adults-Only-Resorts.0-0-d157359-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Beach-Hotel.0-0-d157359-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Boutique-Hotel.0-0-d157359-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Cheap-Hotels.0-0-d157359-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Couples-Resorts-Hotels.0-0-d157359-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Family-Hotel.0-0-d157359-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotel-With-Pool.0-0-d157359-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotels-With-Free-Breakfast.0-0-d157359-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Luxury-Hotel.0-0-d157359-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Oceanfront-Hotels.0-0-d157359-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Shopping-Hotel.0-0-d157359-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Boutique-Hotel.0-0-d6203488-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Cheap-Hotels.0-0-d6203488-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Family-Hotel.0-0-d6203488-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in West Side](https://www.expedia.ca/West-Side-Hotels-Hotels-With-Free-Breakfast.0-0-d6203488-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Luxury Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Luxury-Hotel.0-0-d6203488-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in West Side](https://www.expedia.ca/West-Side-Hotels-Winery-Hotel.0-0-d6203488-tWineryHotel.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Book Beach Hotel in Greenport on Expedia.com](https://www.expedia.com/Greenport-Hotels-Beach-Hotel.0-0-d110728-tBeachHotel.Travel-Guide-Filter-Hotels)