Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.
Overlooking Greenport Harbor, this boutique inn combines coastal charm with modern comforts. Just a 3-minute walk from the train station, guests enjoy the seasonal outdoor pool, 24-hour fitness center, and complimentary breakfast while exploring nearby attractions.
Perched oceanfront in Greenport, this hotel offers a seasonal outdoor pool with poolside bar. Just a short drive from the Railroad Museum and The Old Field Vineyards, enjoy American cuisine at The Halyard restaurant and unwind at 2 welcoming bars.
Unwind at this North Fork retreat with a refreshing swim or soothing soak after exploring nearby museums. Complimentary bikes let you discover charming Greenport while free WiFi and parking add convenience to your coastal escape.
Escape to this stylish Greenport retreat offering free breakfast and WiFi. Relax at the rooftop terrace or grab a drink from the bar before exploring local attractions on complimentary bikes. Only a 3-minute walk from Greenport Station, near Camera Obscura.
Explore Greenport from this stylish inn with its welcoming bar and restaurant. Grab the complimentary bikes to visit nearby Greenport Harbor Brewing Company. The attentive staff and daily housekeeping ensure a carefree stay, just an 8-minute walk from the train station.
Wake to island tranquility at this Shelter Island Heights hotel with premium bedding. Near Shelter Island Country Club and Sunset Beach, this refined retreat offers free WiFi and parking. Convenient to Greenport Station for day trips.
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.
Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.
Overlooking Chase Creek, this inviting guesthouse sits adjacent to a golf course in tranquil Shelter Island Heights. Free WiFi and parking enhance your stay while the garden and terrace offer peaceful spots to unwind near Shelter Island Country Club.
Perched on the bay, this coastal retreat offers a private beach, outdoor pool, and spa with hydrotherapy treatments. The seasonal restaurant serves local cuisine while proximity to Crescent Beach and Sunset Beach enhances your island getaway.
Wake up to a fresh continental breakfast at this coastal B&B offering a seasonal outdoor pool and complimentary bicycles for island exploration. Located near Shelter Island Country Club and Sunset Beach, guests enjoy free WiFi and parking in this tranquil garden setting.
Tucked beside Old Saybrook Station, this peaceful inn offers comfortable beds and free parking. Explore nearby Chalker Beach or hike local trails before relaxing in clean rooms. Himalaya Café and The Teakettle Cafe are just steps away for tasty meals.
Wake up to seaside charm at this Clinton motel where the ocean beckons nearby. Take a refreshing dip in the seasonal outdoor pool after exploring Clinton Plaza or the historic Adam Stanton House. Free WiFi and parking add value, with Clinton Station just a 19-minute walk away.
Relax at this peaceful hotel with an indoor pool and fitness center. Just a short drive from Old Saybrook Station, enjoy American cuisine at The Comfort Cafe and unwind at the bar. Free breakfast, WiFi, and parking add value near popular local attractions.
Relax at this coastal Westbrook resort with a private beach, 3 restaurants including Italian cuisine at Dattilo's Fine Dining, and rejuvenating spa services. Near Tanger Outlets and just 9 minutes from Old Saybrook Station.
Wake up to complimentary breakfast at this waterfront hotel, just moments from Sag Harbor Whaling Museum. The outdoor pool offers refreshing relaxation after exploring nearby attractions. Free WiFi and parking enhance the value, while the attentive staff ensures a memorable stay.
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.
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.
If you can't wait to get to the beach, you might enjoy a trip to 67 Steps Beach located 1.3 mi (2.1 km) from central Greenport. Enjoy the sunset by the shore at Sunset Beach, Crescent Beach, and Norman E. Klipp Marine Park.
Travelers might want a tour of Kontokosta Winery, just one of the places to visit, and located 1.9 mi (3.1 km) from central Greenport West.
Why not take a stroll along the beaches and watch the sunset while you're here?
If you're planning a bit of sightseeing during your trip, head to Greenport Carousel— just one of the monuments in central Greenport. If you have fun at Greenport Carousel, you'll love East End Seaport Maritime Museum and Railroad Museum of Long Island, both a short walk away.
Imagine strolling along Safe Harbor Stirling for some great waterfront pics. It's located 0.6 mi (0.9 km) from central Greenport.
If you carry on walking you'll get to 67 Steps Beach and Norman E. Klipp Marine Park for some more water views.
East End Seaport Maritime Museum is just one of the attractions in Pipes Cove, Greenport so you might want to stop by during your trip. If you want to experience more of the culture Greenport has to offer, head to Greenport Carousel, Eastern Long Island Hospital, and Kontokosta Winery.
Railroad Museum of Long Island is just one of the attractions in Pipes Cove, Greenport so you might want to stop by during your trip. If you want to experience more of the culture Greenport has to offer, head to Greenport Carousel, Eastern Long Island Hospital, and Kontokosta Winery.
Fishing boats bob gently in the harbor where this former whaling village now welcomes visitors with maritime charm. The vintage carousel at Mitchell Park spins with childlike delight before revealing spectacular water views. Sample North Fork wines at Kontokosta Winery or taste fresh-shucked oysters at waterfront restaurants that showcase the day's catch. The East End Seaport Maritime Museum chronicles seafaring history while the Railroad Museum of Long Island celebrates transportation heritage. Take a short walk to 67 Steps Beach for quiet contemplation away from summer crowds. The compact downtown offers independent shops in historic buildings, and Greenport Harbor Brewing Company pours craft beers perfect after a day of North Fork exploration.
Quick anniversary night get away! Location was great, rooftop was amazing, and staff was super helpful! Made our stay special and memorable! Cant wait to go back for 2 nights!! Or more!
It’s a nice hotel, it has a funky vibe to it and it’s very clean and the rooms are excellent. I definitely recommend it’s the perfect couple gate away hotel. Definitely coming back!!
everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome.
We really enjoyed the room and the location. Our only criticism is that we were not able to access our room until 5:00 and we had to check out by 10 am in the morning. We basically lost at least half a day.
Our stay was amazing! We had the best beach view! It was relaxing and one of the best getaways we’ve been on. If you want to connect to Netflix, HBO max, etc… bring a laptop or a console like Xbox, etc, bring a usb cord and wala you could connect. Thank you! We will be back!
If you want to be in/near the Hamptons-and want downtime-this is the place. It is a sanctuary away from all of the hustle and bustle. It feels like you took the Sagamore and put it on the Long Island Sound.
Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you...
We had a pleasant stay at this small motel. Got a free upgrade to a suite. The motel is clean and updated. About a 5 minute drive from the beach. Motel provides free beach pass.
Went off season so had beach to ourselves. Unlike other advertisements, this truly is situated right on the beach. Enjoyed stepping outside the room and hearing the surf crashing against the shore. Room was clean, quite and comfortable. All the staff were friendly and helpful.
If you want the flexibility to change your plans to Greenport, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Greenport if I want a cheap accommodation?
Greenporter Hotel is an accommodation you might want to consider that'll save you money.
Where can I stay in Greenport if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 95 vacation homes. In addition, there are 11 apartments and 6 condos.
What will the weather in Greenport be like during my visit?
August and July are typically the warmest months in Greenport when the average temp is 70°F. January and February are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.
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