Regarded as one of America’s prettiest towns, Greenport has a rich historical background with plenty of exciting attractions and activities. You can enjoy great shopping and fine dining while vacationing here with your dear ones. It has so much to offer for the shopaholics starting from antique shops and galleries to specialty food markets and top-notch boutiques. In short, the town offers a wide array of exciting shopping experiences for all travelers catering to varying budgets and tastes. It also offers a happening food scene with locally grown produce, highly skilled chefs, and delicious, fresh seafood. Plus, the town boasts accommodations for different categories of tourists. Take your pick from the numerous hotels, campgrounds, and Airbnb rentals in the area. The surrounding area also has a great list of options for your stay. You may make yourself at home with nearby Airbnbs from Shelter Island and other neighboring villages. Read on for the top things to do in Greenport, New York.
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1. Greenport Village Blacksmith
Editor's Note: Photo taken from the establishment's official social account
For history buffs who want to learn about Greenport’s humble origins, a visit to the Village Blacksmith is worth the consideration. Founded over a century ago, this traditional blacksmithing establishment was one of several service shops that helped supply the parts needed for boats and ships along the port.
As rapid industrialization kicked in, all the other blacksmiths closed, leaving the Village Blacksmith as the sole player in the fading industry. Today, it stands as a historical attraction, holding importance to Greenport’s residents for its unchanging ways of creating bespoke metals. It’s also currently operational, offering guests custom-designed works on top of its signature blacksmithing demos. On weekends, you can even catch a live demonstration of this ancient art and stories of the blacksmiths of the past.
The Village Blacksmith
Address: 1st St, Greenport, NY 11944, United States
Website: The Village Blacksmith
Opening hours: Fri - Sun: 11am - 5pm (closed on Mon - Thu)
2. Sandy Beach
Editor's Note: There's no photo available at the time of writing
Grennport is home to several activities and beaches that set the scene for a lovely day out. Among those beaches is Sandy Beach, which, based on its name, is fitting for having fun in the sun. A row of residential homes lines up the shores, and if you happen to book a stay in any of these houses, you’re bound to reward yourself with remarkable views.
For fairly domestic things to do in Greenport during the weekend, head out to the sandy shores and enjoy treasure hunting or sandcastle building. As the beach is right behind several marinas, there’s a chance that you can spot a boat or two passing by the waters as well.
Sandy Beach
Address: Greenport, NY 11944, United States
3. Check out Nova Constellatio Gallery
Editor's Note: Photo taken from the establishment's official social account
Everyone loves to see a good painting and Nova Constellatio Gallery is a place for you to enjoy the sight of some great artworks on display. It is an open studio that showcases artworks made by realist landscape painter Isabelle Haran-Leonardi. Her artworks are mostly large-scale oil paintings of Long Island’s vineyards and waters.
From the waves and trees to mythical mermaids, the gallery guarantees artwork that will surely be pleasing to the eyes of any visitor. If you’re one to enjoy art, come visit this place!
Nova Constellatio Gallery
Address: 419 Main St, Greenport, NY 11944, United States
Website: Nova Constellatio Gallery
Opening hours: Thu - Sat: 11am - 5pm; Sun: 12pm - 5pm (closed from Mon - Wed)
4. Stroll the 67 Steps Beach
There is hardly any person who does not love the sand and the beaches. So, if you are a beach lover, do not miss out visiting the 67 Steps Beach while you are vacationing in the town of Greenport. This public beach offers the perfect setting to enjoy gorgeous sunsets and enjoys close proximity to Greenport. There are large boulders that look absolutely mesmerizing and the beach has been a North Fork favorite for long. So, make sure that the beach is on your travel itinerary when you are in the vicinity.
67 Steps Beach
Address: 66 Sound Rd, Greenport, NY 11944, USA
Website: 67 Steps Beach
Opening hours: 6am - 10pm (daily)
5. Head to the remarkable Railroad Museum of Long Island
This lovely railway museum is located in Long Island, New York and has two different facilities. While its main location is in Riverhead, there is a satellite branch in Greenport. You will love taking a look at all the miniature and old models of yesteryears trains in this small albeit interesting museum. Kids and toy train buffs will have a great time in this railroad museum and you would not know how quickly time will pass while exploring the museum.
Railroad Museum of Long Island
Address: 440 4th St, Greenport, NY 11944, USA
Website: Railroad Museum of Long Island
Opening hours: Sat - Sun: 11am - 4pm (closed on Mon - Fri)
Price: 12 USD (adults); 6 USD (children aged 5 - 12); free (children aged 4 & under)
6. Visit the lovely Arshamomaque Preserve
In case you are a nature lover, you simply cannot go wrong with the Arshamomaque Pond Preserve. It features open meadows, tidal wetlands, vernal ponds, meadows, and woodlands. It is a popular spot because of its recreational, exceptional biological resources. This unique preserve is one of the nation’s most precious marine and coastal ecosystems. So, make sure you are not in a hurry while exploring this beautiful nature reserve.
Arshamomaque Preserve
Address: Chapel Ln, Greenport, NY 11944, USA
Website: Arshamomaque Preserve
7. Spend some time with art at Cindy Pease Roe Studio and Gallery
Editor's Note: Photo taken from the establishment's official social account
If you are an art lover, you should not miss an opportunity of visiting this art gallery in the town of Greenport. This studio cum gallery is very close to the marine railway in Greenport’s historic Haniff’s Boatyard. Even before entering this studio, you will realize that it is a unique place to be in. The place is a lovely mix of vintage signage, mismatched potted plants, and colorful decor. As soon as you enter the studio, it will be a world of paintings small and large, books, bins of plastic, brushes, and paints.
Cindy Pease Roe Studio and Gallery
Address: 190 Sterling St, Greenport, NY 11944, USA
Website: Cindy Pease Roe Studio and Gallery
8. Catch a flick at Greenport Theater
A true American gem, this theater is one of the major attractions in this sleepy yet pretty town. In fact, you will get a feel of going to the films in the fifties when you come here. Opened in 1939, the Greenport Theater is the perfect option to catch one of your favorite movies while in the town. Situated centrally in the town, the theater features four screens at present and features tasteful decorations, vintage signs, lucrative concessions, and a beautifully remodeled lobby. The atmosphere is simply delightful so that you can spend some relaxed time with your family or friends.
Greenport Theater
Address: 211 Front St # A, Greenport, NY 11944, USA
Website: Greenport Theater
9. Try the oysters at Little Creek Oyster Farm & Market
Editor's Note: Photo taken from the establishment's official social account
The Little Creek Oyster Farm & Market serves the best-shucked oysters and beers in Greenport. Shop for the best fresh-catch finds to take home, or enjoy a delectable range of oyster-based dishes cooked on the spot! Serving lunch and dinner, it offers beer and coffee along with some delicious comfort food in bite-sized portions in small plates.
With a casual and cozy atmosphere, it is very family-friendly and is a good tourist spot. Good for kids, it has clean toilets and free WiFi and is a safe space for members of the LGBTQ community.
Little Creek Oyster Farm & Market
Address: 37 Front St, Greenport, NY 11944, USA
Website: Little Creek Oyster Farm & Market
Opening hours: Wed - Thu: 5pm - 8pm; Fri - Sat: 12pm - 9pm; Sun: 12pm - 8pm (closed on Mon & Tue)
10. Ride the antique carousel at Mitchell Park
Overlooking the Marina, the carousel at Mitchell Park with floor-to-ceiling windows is located on the water. The windows fold open when the weather is nice and it allows the breeze to come in. Children, as well as adults, can compete to touch the brass ring which helps to get them a free ride. This is a fun ride for people of all age groups at reasonable prices and good restaurants nearby. So, visit this indoor carousel at Mitchell Park and have a great time.
Mitchell Park
Address: 115 Front St, Greenport, NY 11944, USA
Website: Mitchell Park
Opening hours: Sat - Sun: 11am - 5pm (closed on Mon - Fri)
11. Check out the East End Seaport Museum
Editor's Note: Photo taken from the establishment's official social account
The East End Seaport Museum aims to acknowledge, preserve, and restore the heritage and culture by hosting lighthouse cruises throughout the year and maintaining them in the process. There is a huge saltwater aquarium, various dynamic exhibits, gift shops, and a popular collection of Fresnel lenses. Visiting the museum provides information about the rich maritime heritage of Greenport. Touring the museum and the lighthouse with your family is one of the best ways to spend the day.
East End Seaport Museum
Address: 3rd St, Greenport, NY 11944, USA
Website: East End Seaport Museum
Opening hours: Thu - Sun: 11am - 4pm (closed on Mon - Wed)
Price: Voluntary donation
12. Play golf at Tick Tock Miniature Golf
Editor's Note: There's no photo available at the time of writing
The Tick Tock Miniature Golf is a classic golf course with traditional obstacles. The courses are well-maintained, well-spaced, and have shaded regions to protect you from the harsh sunlight and is very clean. Since the course is not particularly high in difficulty level, children and beginners can also enjoy the day by playing some golf. There are separate settings for adults to relax and keep a watch as their children play and everyone can enjoy some delicious ice creams while spending their day there.
Tick Tock Miniature Golf
Address: 69125 Route 25, Greenport, NY 11944, US
Website: Tick Tock Miniature Golf
Opening hours: Thu - Sun: 11am - 9.30pm; Mon: 11am - 9pm (closed on Tue & Wed)
13. Eat pizza at 1943 Pizza Bar
Editor's Note: Photo taken from the establishment's official social account
This little eatery specializes in pizzas made in a brick oven, salad, and other Italian dishes. With both outdoor and indoor seating arrangements, the 1943 Pizza Bar serves delicious lunch and dinner to families, college students, and tourists throughout the week. This cozy and casual eatery is kid-friendly and offers alcohol, beer, and comfort food with loads of vegetarian options. Enjoy the bite-sized dishes in small plates or enjoy a late-night meal when you come to visit the Pizza Bar while visiting Greenport.
1943 Pizza Bar
Address: 308 D Main Street, Greenport, New York 11944, USA
Website: 1943 Pizza Bar
Opening hours: Sun - Tue, Thu: 12pm - 10pm; Fri - Sat: 12pm - 12am (closed on Wed)
14. Watch wildlife at Inlet Pond County Park
Hidden in the depths of Greenport, this park features beautiful hiking trails which lead to the calm and serene Inlet Pond and a tranquil beach nearby. The trails are well-marked, the views scenic and the park is very extensive. The scrubby forest habitat is the perfect place for bird watching and there is a butterfly garden, full of vibrant butterflies of all colors. There is a wide range of flora, many birdhouses on the trail, and the freshwater pond has an observation platform with a seating area from where you can observe Bull Frog tadpoles, herons, and other fauna.
Inlet Pond County Park
Address: 64795 County Rd 48, Greenport, NY 11944, USA
Website: Inlet Pond County Park
15. Tour the Greenport Jail and Police Museum
Previously a jailhouse with three cells, the Greenport Jail, has now been converted into a museum. It houses pictures, memorabilia, and other historical items from the Police Department and also includes patches and items of other police forces in the US. This old jailed-turned-museum also includes artifacts like nightsticks, logbooks, uniforms, and arrest records. So, visit the Museum with your friends and family and get to know this quirky little jail and its history.
Greenport Jail and Police Museum
Address: 232 Carpenter St, Greenport, NY 11944, USA
Website: Greenport Jail and Police Museum
16. Sample beer at Greenport Harbor Brewing
Editor's Note: Photo taken from the establishment's official social account
The beers at Greenport Harbor Brewing are inspired by the local ingredients, the landscape, and the hardworking values and ethics of the North Folk. Their aim is to produce the best beers in the United States consistently. You can enjoy their beers in six packs and on tap all over New York, Connecticut, and New London. A family-friendly place, bring your pet dogs along with you and sample some good beers and lip-smacking food while enjoying the games and other fun activities that they have there.
Greenport Harbor Brewing
Address: 234 Carpenter St, Greenport, NY 11944, USA
Website: Greenport Harbor Brewing
Opening hours: Fri - Sat: 12pm - 8pm; Sun: 12pm - 7pm (closed on Mon - Thu)
17. Enjoy skating at Greenport’s Skate Park
A concrete-and-wood street course for skateboarding, BMX bikes, and inline skating, the Greenport Skate Park features ramps of various dimensions for outdoor enthusiasts to enjoy. The ramps are made of wood and have a steel sheathing coated on it. So enjoy the facility with friends and family when the weather is suitable but do not forget to take the necessary precautions essential for your safety.
Greenport’s Skate Park
Address: 170 Moores Ln, Greenport, NY 11944, USA
Website: Greenport’s Skate Park
Opening hours: 24 hours (daily)
18. See the 1830 Greenport home at Stirling Historical Society Museum-Ireland House
Editor's Note: Photo taken from the establishment's official social account
Comfortable and built in a craftsman style, this seven-room house is full of local artifacts like antique children’s toys, a manual washing machine, and various other stuff. There is also an extensive collection of whaling tools dating back to the 1800s which are displaced in the home’s primary dining area. Even the kitchen is full of historical artifacts. So, come and visit the Ireland House and learn about its history which is waiting to be told.
Stirling Historical Society Museum
Address: 319 Main St, Greenport, NY 11944, USA
Website: Stirling Historical Society Museum
Opening hours: Sat - Sun: 1pm - 4pm
19. Buy fresh produce at Greenport Farmers' Market
Editor's Note: Photo taken from the establishment's official social account
The aim of the Greenport Farmers’ Market is to be able to develop and provide locally grown fresh produce to the people, directly from the farmers and fishermen. They provide consumers who have low incomes with fresh and nutritious food at low prices and also encourage you to meet the farmers and fishermen. The market provides a festive and social marketplace for everyone’s enjoyment and unity in the community.
Greenport Farmers' Market
Address: 414 1st St, Greenport, NY 11944, USA
Website: Greenport Farmers’ Market
Opening hours: Sat : 9am - 2pm; Sun: 11am - 3pm
20. Sample wine at Kontokosta Winery
Editor's Note: Photo taken from the establishment's official social account
Overlooking Long Island Sound, this winery offers you the opportunity to taste some of the best-handcrafted wines in the climate in which they are made. The vineyard is owned and managed by the Kontokosta family and they guarantee you with some delicious wines of the best quality. Their tasting rooms are always open for the guests where you can sample old as well as new vintage wines and enjoy everything else that the Long Island Wine County has to offer.
Kontokosta Winery
Address: 825 North Rd, Greenport, NY 11944, USA
Website: Kontokosta Winery
Opening hours: Sun - Thu: 11am - 5pm; Fri - Sat: 11am - 6pm
Enjoy a great vacation in Greenport, New York
This charming town in New York offers a plethora of things to see and do. Enjoy a relaxed vacation with your dear ones and return home feeling fresh and rejuvenated. From the sandy beaches to shopping at the quaint shops, these must-try activities in Greenport are worth adding to your itinerary, so don’t forget to check these out to manage your time well.
Looking for what’s beyond Greenport? The neighboring village of Southold also comes stacked with its equally awesome attractions and activities. It has plenty of things to do for wine lovers who want to get a taste of what Long Island life brings.
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