Discover the unique charm of Greenport Village on Long Island and explore its delightful shops, restaurants, and activities. This blog post will guide you through the must-visit spots and hidden gems of this picturesque village that are walkable when docking for the day or weekend.

Uncover the History of Greenport 

Greenport Village is steeped in history, with a fascinating past that dates back to the 17th century. As you stroll through the charming streets, you'll come across beautifully preserved historic buildings and landmarks.

1) East End Seaport Museum - Take a visit to the East End Seaport Museum, where you can learn about the village's maritime heritage and explore exhibits that showcase its rich history. During the summer season, you have the opportunity to go on a fascinating Lighthouse Cruise Tour, where you can delve into the captivating history of Bug Light and other iconic lighthouses in the area.

2) Greenport Jail - This former jailhouse offers a glimpse into the village's law enforcement history. This piece of history was previously a museum showing visitors the history  and also the jail cells. This piece of history is situated right next to Greenport Harbor Brewery 

3) Historic Shipyards - Discover the shipyards that have stood the test of time, with roots dating back to the 18th century. These shipyards have played a vital role in the village's economy and the maritime industry, witnessing the construction and repair of a diverse range of vessels, from whaling ships to schooners and fishing boats.

4) Railroad Museum of Long Island - You can also visit the Railroad Museum of Long Island, which showcases the role of the railroad in shaping the village's development. Greenport Village is home to the historic 1892 freight house of the Long Island Rail Road, which played a pivotal role in the development of the LIRR.

With its rich history and well-preserved architecture, Greenport Village offers a unique opportunity to step back in time and uncover the stories of the past.

Shop Till You Drop in Greenport's Boutique Stores

Greenport Village is a haven for shopaholics, with its charming boutiques and unique stores. From trendy clothing boutiques to antique shops, you'll find a wide range of options to satisfy your shopping cravings.

One of the must-visit spots for shopping in Greenport Village is Front Street and Main Road, where you'll find a variety of boutique stores offering everything from clothing and accessories to home decor and gifts. Explore the charming shops and discover one-of-a-kind items that you won't find anywhere else.

1) Revel North Fork - Revel North Fork celebrates the East End by creating designs inspired by the rich farming, fishing and outdoor culture loved by both North Forkers and visitors alike!

2) The Weathered Barn - The Weathered Barn utilizes a combination of textures, materials and motifs to reflect their love of nature. From home fragrance and personal care line to our tabletop accessories and jewelry collections, you can be sure to find a unique piece from this local boutique.

3) One Love Beach - With a shared vision to supply their community with a meeting place for outdoor enthusiasts of all ages, One Love Beach was created. More than just a place to rent and buy paddle boards, One Love Beach offers information and equipment to get outside and stay outside. 

4) Land Shark Unlimited - Souvenirs, apparel, gifts & more!

5) Sea Bags - Sea Bags are born as sails and transformed into nautically inspired totes and accessories that bring customers great happiness. Sea Bags believes that sails soak up sun, salt, smiles and adventure.

6) DeAngela Leather Goods & Accessories - Over the course of three decades, DeAngela Leather has established their franchise in the heart of Greenport, serving their valued customers with dedication and passion. 

7) Antiques - If you're a fan of antiques, head to the various antique shops scattered throughout the village like Lydia's Antiques & Stained Glass, The Times Vintage , Shearer Shop Antiques, and Beall & Bell.  Here, you can browse through a treasure trove of vintage items, including furniture, artwork, clothing  and collectibles. It's the perfect place to find unique pieces with a touch of history.

8) Burton's Books - For nearly half a century, the charming Burton's Bookstore has been nestled on Front Street, a hidden gem of Greenport. This beloved bookstore has blossomed into the delightful literary haven it is today.

Indulge in Greenport's Restaurants

Greenport Village is a food lover's paradise, with a wide array of restaurants and eateries that cater to every palate. Whether you're in the mood for fresh seafood, farm-to-table cuisine, or international flavors, you'll find a restaurant that satisfies your cravings.

For seafood lovers, Greenport Village is a dream come true. The village is known for its fresh and delicious seafood, with many restaurants sourcing their ingredients directly from local fishermen. From classic New England clam chowder to mouthwatering lobster rolls, you'll find a variety of seafood dishes that will delight your taste buds.

Claudio's Restaurants

1) Claudio's Tavern and Grill - A National Historic landmark, operating for the past 150 years, this American restaurant offers fresh seafood with fresh ingredients, local wines and great hospitality. There are several different Claudio's Restaurants in Greenport depending on what you are looking for.

2) Claudio's Waterfront - Experience a unique dock and dine experience at Claudio's Waterfront. Indulge in dockside dining with two harbor sidebars and live music, creating the perfect ambiance for a sit-down lunch or a casual bite at the bar. This Claudio's location offers a vibrant daytime dock bar that seamlessly transitions into a lively night scene, with live music performances on the weekends.

3) Claudio's Pizza - Perfect for a speedy indulgence or a late-night treat, Claudio's Pizza is a must-visit spot in Greenport Village. Whether you're looking for a slice on the go or a whole pie to enjoy with the family, Claudio's Pizza has got you covered. Renowned pizza reviewer Dave Portnoy of Barstool Sports gives their pizza a rating of 7.3 in his famous one-bite Pizza Reviews. 

4) Crabby Jerry's - Indulge in mouthwatering lobster and clams at Crabby Jerry's, a family-friendly waterfront restaurant in Greenport Village. With stunning harbor views, it's the perfect spot for a casual meal or a memorable dining experience that satisfies your seafood cravings.

Popular Restaurants

1) Lucharito's - A lively Taqueria and Tequila Bar that offers an exceptional blend of delicious drinks, vibrant atmosphere, and mouthwatering food.

2) Crazy Beans - The East End addition to Crazy Beans, which opened in the Fall of 2016, revived the historic Greenport Coronet Luncheonette, a landmark spot since the 1950s.

3) Noah's  - Noah's is a culinary gem, specializing in small plates that highlight sustainability, seasonality, and locally sourced ingredients.

4) The Frisky Oyster -The Frisky Oyster offers daily updated menus with exceptional, locally sourced ingredients and personally selected wine lists to complement the cuisine.

5) American Beach - A modern American restaurant inspired by the farming and fishing industries of the North Fork and surrounding regions with a great vibe and cocktail lounge.

6) Bruce & Son - Locally inspired breakfast & lunch menu served all day, plus local tap beer & patio seating.

Local Wineries, Breweries & Bars

After a satisfying meal, don't forget to explore the local wineries and breweries in Greenport Village. Sample the finest wines and craft beers that the region has to offer, and take home a bottle or two as a souvenir of your visit.

1) Greenport Harbor Brewing Company - The original brewery and tasting room are located in the heart of Greenport Village, offering pints and beer tastings in an 1860’s firehouse.

2) Black Llama & American Beech - American Beech, a boutique hotel in Greenport, offers multiple dining and drinking options with its lounge, main bar, Tree Top bar, and Black Llama bar.

3) PORT Waterfront Bar & Grill - A hidden gem, this charming coastal spot offers a selection of freshly caught seafood, pub dishes, and wines and cocktails.

4) Claudio's Waterfront - Right on the dock enjoy a vibrant daytime dock bar that seamlessly transitions into a lively night scene, with live music performances on the weekends.

5) Kontokosta Winery - Outside of Greenport village is Kontokosta Winery with a vineyard and waterfront view of the Long Island Sound. 

6) Long Island North Fork Wine Tours - If you are looking to go beyond Greenport village and arrived by boat, you can still experience North Fork's Wine country with a bus tour for your group. 

Engage in Fun Activities and Outdoor Adventures

Greenport Village offers a plethora of activities for visitors of all ages. Whether you're a nature enthusiast or simply looking for some relaxation, you'll find plenty to do in this charming village.

Mitchell Park 

Immerse yourself in the tranquility of Mitchell Park as you leisurely wander through its pathways, marveling at the breathtaking waterfront vistas and ships docked in the harbor. As you soak in the atmosphere, why not take a spin on the famous antique carousel?

Beaches

One of the top outdoor activities in Greenport Village is exploring the beautiful beaches. Pack your beach towel and sunscreen, and head to one of the nearby beaches to soak up the sun and enjoy the refreshing waters. You can also indulge in various water sports, such as kayaking, paddle boarding, and sailing.

Art Galleries

Immerse yourself in Greenport Village's vibrant arts and culture scene by exploring the diverse artwork on display at the following galleries and museums. Discover the unique and captivating exhibits at "Very Special - A VSOP Projects Project", Nova Constellatio Gallery, and Greenport Art and Design. 

Where to Stay

If you plan on staying a while take a look at one of the several boutique hotels Greenport has to offer. 

1) American Beech Hotel - Nestled in the heart of Greenport, the American Beech Hotel exudes charm and elegance. Offering a boutique experience, this hotel features stylish rooms with modern amenities. Guests can enjoy the on-site restaurant or unwind in the outdoor lounge and bar. With its central location, the American Beech Hotel is a perfect retreat for those seeking sophistication in a picturesque setting.

2) Greenporter Hotel - The Greenporter Hotel welcomes guests with its laid-back ambiance and retro charm. Located in the heart of Greenport Village, this hotel provides comfortable accommodations with a touch of nostalgia. Guests can enjoy the outdoor pool, stroll through the landscaped gardens, and walk easily to the nearby attractions. 

3) The Gallery Hotel - Art and hospitality converge at The Gallery Hotel in Greenport. This unique hotel offers a fusion of contemporary design and curated artworks, creating an immersive experience for guests. The thoughtfully designed rooms showcase a blend of comfort and aesthetics. 

4) The Menhaden - A waterfront gem in Greenport, The Menhaden combines luxury and maritime charm. Overlooking the harbor, this boutique hotel offers rooms with breathtaking views. Guests can indulge at the on-site restaurant or unwind on the rooftop deck with panoramic views of the town.

With its wide range of activities and outdoor adventures, Greenport Village ensures that there's never a dull moment during your visit. Greenport Village is easily accessible from Strong's Marine locations - Mattituck Bay, Southampton Shinnecock, & Southampton Peconic Bay. Take a look at the map for a full breakdown of Greenport's attractions!