North Fork

Landmark4.8/5

Custer Institute and Observatory

Discover cosmic wonders at the Custer Institute and Observatory in Southold, NY! This hidden gem invites stargazers and curious minds alike to explore the universe through powerful telescopes and engaging public events. With a quaint charm and knowledgeable staff, it's the perfect spot for a night of celestial marvels. Don’t miss the chance to connect with the cosmos!

Outdoor4.6/5

Hallock State Park Preserve

Outdoor5/5

Hay Beach Point

Escape to Hay Beach Point, a hidden gem on Shelter Island Heights, NY. Relax on the sandy shores, take a dip in the refreshing waters, and soak up the stunning views of Gardiners Bay. Don't forget to pack a picnic and enjoy a leisurely afternoon in this picturesque beach paradise!

Eat$$4.7/5

The Eccentric Bagel

Nestled on picturesque Shelter Island, The Eccentric Bagel serves up bagels like no other! Step into this charming spot and savor whimsical flavors, from classic everything to inventive seasonal specials. With a cozy vibe and friendly staff, it’s the perfect pit stop for your morning caffeine fix or a leisurely brunch. Don’t miss their creamy schmears—pure bagel bliss awaits!

Outdoor4.4/5

Cedar Point County Park

Get ready to experience the ultimate outdoor adventure at Cedar Point County Park in East Hampton! With stunning waterfront views, this park offers a wide range of activities for all ages. From swimming and picnicking to hiking and bird-watching, there's something for everyone. Don't miss the chance to explore the picturesque Cedar Point Lighthouse. So grab your sunscreen and sense of adventure, and get ready for a day of pure fun in the sun!

Outdoor4.6/5

Cedars Golf Club

Looking to perfect your swing while enjoying stunning surroundings? Look no further than Cedars Golf Club! Nestled in Cutchogue, NY, this hidden gem boasts an enchanting course that will challenge golfers of all skill levels. With its tranquil setting and mesmerizing views, Cedars Golf Club is the perfect destination for a memorable round of golf. Don't miss out on this delightful golfing experience!

Outdoor1/5

Bridge Street Volunteer Park

Get your hands dirty at Bridge Street Volunteer Park in Shelter Island Heights! This community hub offers a chance to give back through gardening, clean-up projects, and more. Located at 212 Bridge St, it's the perfect spot to connect with locals and make a positive impact while exploring the charming town of Shelter Island.

Eat4/5

Jamesport Vineyards | Little Oak Wood Fired Kitchen

Nestled in the heart of Long Island's wine country, Jamesport Vineyards is a delightful escape for your taste buds! Sip on exquisite local wines while enjoying gourmet bites from Little Oak Wood Fired Kitchen. Picture cozy outdoor seating, live music, and the aroma of wood-fired pizzas wafting through the vineyard. Cheers to great flavors and unforgettable memories! 🍷🍕✨

Eat4.6/5

Rose Hill Vineyards & Inn

Immerse yourself in the charming surroundings of Rose Hill Vineyards & Inn in Mattituck, NY. Sip on delicious local wines while enjoying picturesque views of the vineyards. Stay in cozy accommodations and explore the nearby attractions of the North Fork. A perfect combination of relaxation and adventure awaits at this hidden gem in New York.

Cafe$$$4.5/5

Love Lane Kitchen

Looking for a cozy spot in Mattituck to fuel up before your wine-tasting adventures? Swing by Love Lane Kitchen for some delicious brunch options. Nestled on Love Lane, this charming eatery offers farm-to-table dishes, friendly service, and a relaxing vibe. Don't forget to try their famous avocado toast! A must-visit for foodies exploring Long Island's North Fork.

Eat$$4.7/5

Barrow Food House

Eat$$$4.2/5

The Halyard Restaurant

Stay4.65/5

Shelter Island House

Nestled in the charming hamlet of Shelter Island Heights, Shelter Island House offers a delightful escape for wanderlusters seeking a rejuvenating getaway. With its picturesque surroundings, this vibrant bed and breakfast is the perfect spot to unwind, enjoy the cozy rooms, and savor a scrumptious breakfast. Don't forget to explore the island's captivating beaches and lively restaurants just steps away! Bon voyage!

Stay4.35/5

Shorecrest Bed & Breakfast

Nestled in the heart of Southold, Shorecrest Bed & Breakfast offers charming coastal views, luxurious accommodations, and a rich history, making it a perfect retreat for relaxation and exploration of the beautiful North Fork.

Stay4.6/5

Sannino Vineyard

Nestled in the heart of New York's North Fork, Sannino Vineyard is renowned for its artisanal wines and picturesque views, offering visitors a perfect blend of exquisite tastings and charming vineyard experiences.

Stay4.25/5

Baron's Cove

Nestled in the heart of Sag Harbor, Baron's Cove is an ultimate escape for wanderlusters seeking a taste of coastal charm. With its vibrant nautical vibe, cozy rooms, and scenic harbor views, this boutique hotel is an oasis of relaxation. Stroll along quaint streets, devour fresh seafood, or lounge by the pool. Adventure awaits at Baron's Cove!

Stay4.35/5

The Harbor Front Inn

Welcome to The Harbor Front Inn, where charm meets luxury in the heart of Greenport! Get ready to soak up the picturesque views of Greenport Harbor while enjoying our cozy accommodations and indulging in our complimentary gourmet breakfast. With its prime location on Front Street, you'll have easy access to the town's quaint shops, lively restaurants, and vibrant nightlife. Your seaside adventure awaits!

Stay4.1/5

Sound View Greenport

Welcome to Sound View Greenport, a hidden gem located at 58775 County Rd 48 in Greenport, NY. This waterfront oasis offers stunning views of the Long Island Sound, along with cozy and modern accommodations. Indulge in delicious local cuisine at The Halyard Restaurant, or soak up the sun by the pool. With its breathtaking vistas and vibrant atmosphere, Sound View is the ultimate getaway destination!

Stay$$$$$3.6/5

Topping Rose House

Welcome to Topping Rose House, a hip oasis nestled in the heart of Bridgehampton, NY. This boutique hotel effortlessly blends old-world charm with modern vibes. Immerse yourself in the luxurious rooms, dine at the award-winning restaurant, and unwind in the serene spa. With its prime location, you'll have easy access to the Hamptons' best beaches and endless summer adventures. Get ready for a vacation that's absolutely "hamptastic"!

Stay4.8/5

The Inn At Harbor Knoll

Welcome to The Inn At Harbor Knoll in Greenport, NY! This charming waterfront retreat offers breathtaking views and cozy rooms that will make you feel right at home. Indulge in locally sourced gourmet breakfasts and unwind in the picturesque garden. You'll love exploring the vibrant town, strolling along the charming streets, and discovering delicious seafood spots. Your adventure starts here!

Eat4.6/5

Rose Hill Vineyards & Inn

Immerse yourself in the charming surroundings of Rose Hill Vineyards & Inn in Mattituck, NY. Sip on delicious local wines while enjoying picturesque views of the vineyards. Stay in cozy accommodations and explore the nearby attractions of the North Fork. A perfect combination of relaxation and adventure awaits at this hidden gem in New York.