"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
"The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing."
"The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing."
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.
Descend 67 wooden steps through lush greenery to reach this secluded Long Island Sound shoreline. Settle on natural boulder seats to witness spectacular sunsets over crystal-clear waters.
Long Island's only waterfront winery offers panoramic Sound views amid sustainable, wind-powered facilities. Savor award-winning wines in the modern tasting room or relax on the lawn overlooking vineyards.
This 1920 Herschell-Spillman carousel features 36 hand-carved wooden horses in a harborside glass pavilion. Try your luck at the brass ring game—catch the golden ring for a free spin on this rare historic treasure.
This maritime museum showcases Long Island's seafaring heritage with historic Fresnel lenses and lighthouse exhibits. Explore their saltwater aquarium or visit during September's vibrant Maritime Festival.
This North Fork craft brewery transforms local flavors into distinctive beers in a historic firehouse. Sample specialties like Haus Pilsner while enjoying the art-filled space that captures Long Island's maritime spirit.
Housed in an 1892 freight house, this museum showcases the Long Island Rail Road's pivotal role in regional development. View vintage artifacts and model train layouts while exploring transportation heritage.
This upscale North Fork marina offers pristine facilities and sheltered docking for vessels up to 80 feet. Enjoy the poolside cabanas before strolling to Greenport's historic village for exceptional dining.
This waterfront market showcases the North Fork's agricultural bounty with local produce, seafood, and artisanal goods. Browse the stalls while enjoying live music and harbor views in scenic Mitchell Park.
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.
The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.
The Captain Stannard house is a true gem in Westbrook. There are many restaurants, shops, parks, and beaches close by. The property has a private yard and a large rear porch for relaxation. My room was impeccably clean and spacious for being the smallest one in the house. Dianne was incredibly sweet and went out of her way to help all the guests.
friendly staff and welcome on arrival, tastefully decorated. comfortable and relaxed. Breakfast could be improved, A place of this caliber, I would expect fresh bread and toast, sweet butter, eggs to order, rather than the packaged food service microwave prepared hash browns, sausage slice and packaged mini quiche tarts. The caned tangerine accented with mint was refreshing. good coffee.
friendly staff and welcome on arrival, tastefully decorated. comfortable and relaxed. Breakfast could be improved, A place of this caliber, I would expect fresh bread and toast, sweet butter, eggs to order, rather than the packaged food service microwave prepared hash browns, sausage slice and packaged mini quiche tarts. The caned tangerine accented with mint was refreshing. good coffee.
david
Reviewed February 13, 2020Reviewed February 13, 2020
Beautiful property close to everything in East Hampton. Randye and her entire staff ensured we wanted for nothing our entire trip!
The breakfast was awesome every day of the weekend and the Dinner, wow.........Chilled Pea soup, amazing! Travel is our passion, we will be back again someday soon.............
Beautiful property close to everything in East Hampton. Randye and her entire staff ensured we wanted for nothing our entire trip!
The breakfast was awesome every day of the weekend and the Dinner, wow.........Chilled Pea soup, amazing! Travel is our passion, we will be back again someday soon.............
Gorgeous gorgeous hotel!! And the absolute nicest staff I have ever encountered! The restaurant breakfast wasn’t that great but everything else was 11/10!!
Gorgeous gorgeous hotel!! And the absolute nicest staff I have ever encountered! The restaurant breakfast wasn’t that great but everything else was 11/10!!
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!
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!
Anonymous traveler
Reviewed September 8, 2021Reviewed September 8, 2021
I enjoyed my stay from the moment I met the valet attendant! Check in was easy and efficient. Bar staff and room service were extraordinary!
I highly recommend the Madison Beach Motel to everyone!
I enjoyed my stay from the moment I met the valet attendant! Check in was easy and efficient. Bar staff and room service were extraordinary!
I highly recommend the Madison Beach Motel to everyone!
Donald
Reviewed December 21, 2015Reviewed December 21, 2015
Beautiful view and excellent location. A short walk to the ferry to Greenport and a short drive to preserves. Owner more than accommodating. I will visit again.
Beautiful view and excellent location. A short walk to the ferry to Greenport and a short drive to preserves. Owner more than accommodating. I will visit again.
The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing.
The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing.
William
Reviewed November 12, 2026Reviewed November 12, 2026
My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!
My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!
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...
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...
Outdoor Adventures: Greenport offers plenty of outdoor activities, including golfing and exploring scenic parks like Sound View and Seaside.
Charming Waterfront: Enjoy stunning waterfront views and the historic charm of Greenport Harbor, perfect for leisurely strolls.
Vibrant Nightlife: Experience lively music concerts, holiday parties, and open studio events showcasing local talent.
Family-Friendly Options: Accommodations and activities cater to families, ensuring a welcoming atmosphere for all ages.
Unique Lodging: Choose from cozy bed and breakfasts to unique agritourism properties for a memorable stay.
Find great hotels in and around Greenport
Discover the charm of Greenport, New York, with a variety of hotel accommodations tailored to every traveler's desires. From cozy bed and breakfasts to unique agritourism properties, you'll find the perfect place to unwind. Many hotels in the area are pet-friendly and designed for family vacations, ensuring an unforgettable experience. Explore the inviting waterfront hotels and enjoy all that Greenport has to offer during your visit.
Sound View Greenport: Nestled along the picturesque shoreline, Sound View Greenport is a charming 3.5-star hotel ideal for beach enthusiasts and business travelers alike. With direct access to the beach, guests can soak up the sun or enjoy various water activities. Pet lovers will appreciate the hotel's welcoming pet policy, which allows dogs and cats on-site. Amenities include service animal accommodations with waived fees, ensuring a comfortable stay for all guests and their furry friends.
The Harbor Front Inn: Overlooking the scenic waterfront, The Harbor Front Inn is another 3.5-star gem that combines business convenience with a pet-friendly atmosphere. This inviting hotel is perfect for travelers seeking a comfortable retreat close to Greenport's vibrant attractions. Pets are allowed in guest rooms, making it easy to bring your four-legged companions along. With a focus on service, the inn offers amenities such as pet-friendly rooms and an accommodating policy for service animals, ensuring a seamless stay for all.
Sag Harbor Inn: Located a short drive from Greenport, Sag Harbor Inn is a well-appointed 3.5-star hotel that caters primarily to business travelers. While it may be a bit farther from the heart of Greenport, the inn offers a serene atmosphere and comfortable accommodations, making it an excellent choice for a productive stay. Guests can enjoy convenient access to local business hubs while also exploring the charming Sag Harbor area, which is rich in history and coastal beauty.
Where to stay near Greenport
Greenport, New York, offers a charming coastal getaway perfect for romantic beach vacations and family-friendly excursions. Explore its picturesque streets, vibrant local culture, and stunning waterfront views. Nearby attractions and neighborhoods provide scenic backdrops and a warm, welcoming atmosphere, making it an ideal destination for travelers seeking adventure and relaxation. Don’t miss the unique charm of Greenport and the best places to create unforgettable memories on Long Island.
Hamptons: Experience the quintessential beach getaway in the Hamptons, located 17.7km from Greenport. This popular destination sees a surge of visitors from June to August, drawn by its stunning beaches and outdoor activities. Perfect for romantic escapes or family fun, the Hamptons offer exceptional golf courses, lively recreational areas, and music concerts. Don't miss the iconic local landmarks such as the beautiful beaches and scenic lakes, which are perfect for sunbathing and relaxation.
Shelter Island Heights: Just 1.6km from Greenport, Shelter Island Heights is a charming city that attracts visitors primarily in the spring and summer months, particularly from April to July. Known for its outdoor adventures and family-friendly atmosphere, this area features beautiful beaches and event venues. Enjoy a variety of activities including golf, music concerts, and theater productions. The inviting local beaches make it an ideal spot for family outings and romantic strolls by the water.
Shelter Island: Located 4.8km from Greenport, Shelter Island is a serene escape that beckons outdoor enthusiasts and romantic couples alike. With peak visitor numbers from June to August, this city is known for its natural beauty and beach experiences. Engage in various activities such as skiing during winter months or soaking up the sun at the local beaches and lakes. The family beaches provide ample space for relaxation, making it a perfect retreat for those seeking both adventure and tranquility.
Things to do in and around Greenport
Greenport offers a delightful blend of outdoor adventures and romantic beach getaways. Visitors can enjoy activities like golfing, attending music concerts, and exploring the recreational areas. Don't miss the vibrant nightlife, holiday parties, charming Niantic Boardwalk, and open studio events that showcase local talent. Whether you're looking to relax by the beach or engage in lively activities, Greenport has something for everyone.
Shopping
The Greenport Farmers' Market offers a vibrant local shopping experience with fresh produce and unique crafts. If you're up for a drive, visit The Style Bar, 12.9km away, for chic clothing, or head to Love Lane, 19.3km away, for family-friendly shopping and local boutiques.
Splish Splash Water Park, 37.0km from Greenport, offers thrilling water slides and family-friendly attractions for an exciting day of splashes and laughter. For a scenic hike, the Walking Dunes Trailhead, located 29.0km away, provides breathtaking views and an immersive outdoor adventure. Don't miss the adrenaline at Riverhead Raceway, 35.4km from Greenport, featuring fast-paced motor racing excitement.
Nightlife
Experience the enchanting nightlife in Greenport with a ride on the historic Greenport Carousel, perfect for outdoor fun. For a touch of romance and culture, catch a show at the Bay Street Theatre or Guild Hall, both offering unique performances just a short drive away.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
Booking tips and Expedia advantages for Greenport
To save money on your visit to Greenport, plan your trip between January and March for lower accommodation rates, avoiding the peak summer months. Utilize free activities like 67 Steps Beach and Mashomack Preserve to enjoy the area without spending much. For transportation, consider walking or taking the bus, as it’s a compact town. Book your hotel through Expedia, where you can filter for budget-friendly options and combine your hotel stay with flights for additional savings. Remember that Tuesdays typically offer the best hotel rates, while Saturdays tend to be the most expensive.
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: Expedia's search tool enables you to choose your budget, desired location, and additional preferences. You can organize your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your options by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
Consider bundling your trip: You can save money by combining your Greenport hotel reservation with your flights and activities through an Expedia package deal.
Find the best attractions in and around Greenport
Greenport, New York, is perfect for outdoor and romantic beach vacations, offering a blend of culture and family-friendly experiences. Visitors can enjoy the scenic Sound View and Seaside parks, as well as explore the historic charm of Greenport Harbor. With its beautiful beaches and urban parks, Greenport promises a delightful getaway filled with nature and history for all types of travelers.
67 Steps Beach: Nestled within Greenport, 67 Steps Beach offers a serene escape with its sandy shores and gentle waves. Enjoy a relaxing day soaking up the sun, beachcombing, or taking a refreshing swim in the Atlantic waters.
Orient Point County Park: Located 11.3km from Greenport, this urban park features beautiful trails, picnic areas, and stunning views of the Long Island Sound. It's the perfect spot for family outings, hiking, and enjoying the great outdoors in a peaceful setting.
Railroad Museum of Long Island: Situated in Greenport, this railway museum showcases the rich history of Long Island's railroads. Explore fascinating exhibits and vintage trains that transport you back to a bygone era, immersing you in the region's cultural heritage.
Best time to go to Greenport
The best time to visit Greenport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Greenport falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Greenport falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
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
Traveling to Greenport, New York, is convenient with several nearby airports. Islip, NY (ISP-MacArthur), located 70.8km away, offers hotel options like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport, along with the Radisson Hotel Hauppauge-Long Island, situated 14.5km away. New Haven, CT (HVN-Tweed - New Haven Regional), is 48.3km from Greenport, with excellent hotels such as the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both just 4.8km from the airport. Closer still, East Hampton, NY (HTO) lies 17.7km away, featuring the 5-star Mill House Inn and the 4.5-star Topping Rose House, both 4.8km from the airport.
Frequently Asked Questions
What are some of the best vacation home rentals in Greenport?
New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Greenport is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Greenport.
If I need to cancel my hotel reservation in Greenport, will I receive a refund?
Yes! Most hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Greenport.
Where can I learn more about changing or cancelling my trip to Greenport?
What's the best place to stay close to 67 Steps Beach?
The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 1.4 mi (2.2 km) from 67 Steps Beach. Other good choices within a few miles include American Beech Hotel and Victorian Seasons Stirling.
What about the best place to stay near Railroad Museum of Long Island?
One of the top choices for your stay is The Harborfront Inn, located next to Railroad Museum of Long Island, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. The Menhaden and American Beech Hotel are a couple of other good options close by.
What's the best place to stay near the beach in Greenport?
What's the best boutique accommodation in Greenport?
Zey Hotel is a favorite hotel with our travelers looking for a stylish accommodation, and features 10 guestrooms, free parking, and a garden. See all boutique hotels in Greenport.
What's the best place to stay if I'm looking to play golf in Greenport?
Harbor Knoll Bed & Breakfast is a top B&B that has an adjacent golf course and features private pools. You can tee off at Island's End Golf and Country Club during your trip. See more golf hotels in Greenport.
What are some accommodations with pools in Greenport?
Silver Sands Motel & Beach Bungalows is a top spa hotel featuring 3 restaurants and a private beach. Spend an afternoon at The Salt Marsh Wellness Sanctuary where you’ll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Greenport.
What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?
Visitors to Greenport are sure to enjoy the beaches. Tourists can also enjoy so much more including its festivals. In Greenport, there are 157 hotels and other accommodations to choose from. Find out more about Greenport.
If you want to venture outside of the area, hop on a train at Greenport Station.
What's the seasonal weather like in Greenport?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Greenport is 57 inches.