Rose Hill Vineyards & Inn (Photo credit: Rose Hill Vineyards & Inn)

There’s nothing more serene than a day trip to a North Fork vineyard, sipping award-winning wines against an undulating backdrop of rolling vines. It’s the kind of view that makes you wish you never had to leave. 

In some instances, you don’t have to. Imagine extending a day spent walking the vineyards, waking up to the sun peeking through your window and that peaceful, romantic setting just steps from your door. 

Beyond the luxurious experience offered by a sip of Rose Hill Vineyard’s cabernet sauvignon or Paumanok’s premium chardonnay, these grape-growing hubs, along with  others on the North Fork, offer a place to lay your head and enjoy a stay among the vines. Get ready to savor stellar sips — and a good night’s sleep — at these stunning Long Island Wine Country spots.

Rose Hill Vineyards & Inn

2000 Oregon Road, Mattituck, 631-804-0367, rosehill-vineyards.com 

After a day of wine tasting or an ambitious trek up and down the North Fork to experience its many attractions, make your last stop of the day the farmhouse known as the Rose Hill Inn. 

Dating back to the 1880s and situated directly in front of the tasting room, the property was once a private residence on the historic Tuthill Family Farm. Former owners David Page and Barbara Shinn transformed it into an inn in 2000, all the while establishing the standing estate winery by planting 20 acres of grapevines. 

In 2018, the Frankel family, the vineyard and inn’s current owners, gave it an updated facelift, renovating the property to meet modern standards while maintaining its original charm, infusing a healthy dose of wine country hospitality to the mix.

As Rose Hill Inn visitors arrive, they’re greeted with a welcome glass of wine. During their stay, guests can take advantage of a complimentary wine tasting and charcuterie and a daily complete country breakfast with Belgian waffles, eggs, skillet potatoes, smoked bacon, seasonal fruit, yogurt, homemade granola and fresh scones. 

Historic properties, modern designs and spacious accommodations are available for wine lovers around the North Fork to rest their head after a day of tasting or to experience a unique type of getaway. At Rose Hill Vineyards & Inn, serenity comes first with plenty of places to absorb the atmosphere, sit back, relax and  sip away! (Photo credit: Rose Hill Vineyards & Inn)

When visitors book one of the inn’s four rooms, they can expect newly renovated walk-in showers stocked with Beekman Hotel bath products, plush robes and slippers, cotton linens, a comfortable lounge chair, free Wi-Fi and a flatscreen television with cable.

The porch-side room on the ground floor is ADA-compliant and has a panoramic view of the property’s northern farm. The north field room on the second story is the only room with an out-of-suite bathroom — you’ll find one just across the hall — but it’s the largest of all four bedrooms. The treehouse room, also situated on the second floor, features a king-sized bed (so does the vineyard west side suite), but the gorgeous cedar-paneled cathedral ceiling makes it a standout. 

Another perk of staying on-site is the 10% discount applied to all vineyard purchases. 

“Staying at the inn offers an entirely different perspective,” says general manager Ami Opisso. “It’s an immersive, all-access experience: private, tranquil and deeply connected to the rhythms of vineyard life.”

From May to November, the property has a two-night minimum stay policy. Book through the vineyard’s website; rooms start at $329 a night.

Sannino Vineyard

15975 County Road 48, Cutchogue, 631-734-8282, sanninovineyard.com

Anthony and Lisa Sannino opened their vineyard and built their home on-site with the notion that it would double as a bed and breakfast one day. The couple has stayed true to their plans. 

In the same vineyard-setting home where they raised their family, the Sanninos now treat guests like one of their own, too (maybe better!). All guests are offered a complimentary tasting and cheese platter for two at the tasting room, a daily chef’s choice breakfast delivered to their room and housekeeping.

“They’re like VIP guests when they show up at the winery,” says Lisa.

Sannino Vineyard bed and breakfast. (Photo credit: Doug Young)

As of last spring, there are additional rooms at the inn, with five lovely, comfy bedrooms, (one is an ample suite). The latter boasts a king-sized bed, in-suite dining area and private marble-accented bathroom. Guests check in at the vineyard tasting room and are provided with directions and the address of the bed and breakfast, which backs up to the vines with abundant privacy for a peaceful stay. 

Start your morning right with one of the Keurig coffee makers or Nespresso machines and store snacks in the in-room refrigerators. Each room also has a 42-inch flatscreen smart TV. 

Special room features include a private patio off the suite just steps from the vines with gorgeous views, even on rainy days. 

Book through the vineyard’s website; rooms start at $400 a night.

Paumanok Vineyard

1074 Main Road, Aquebogue, 631-722-8800, paumanok.com

The Paumanok Vineyards Guest House is within walking distance of the tasting room. This three-bedroom, two and a half bath accommodation is home to vineyard views, outdoor dining on a patio that nearly backs up to the vines and lots of natural light. 

“We’ve thought about doing something like this, like a B&B, for many years,” says winemaker Kareem Massoud. The family’s dreams of having an onsite place to stay came true about three years ago when they purchased this nearby home and converted it into accommodations for Paumanok fans.

After completely renovating the interior including the windows, floors and walls and making other updates, they began renting the property to those who wanted the up-close-and-personal vineyard experience while enjoying wines made from estate-grown grapes.   

Just steps from the tasting room, the Paumanok Vineyards Guest House provides gorgeous vineyard views, updated design and amenities making it a great spot to come back to after a day on the North Fork. Cook up a fresh dinner with local produce in the full kitchen and enjoy it in the outdoor dining area, with a glass of Paumanok wine. (Photo credit: Doug Young)

Guests can enjoy sprawling vineyard and farmland views from the bedroom windows. The living room boasts a large smart TV and plenty of seating, a great place to wind down after a day among the vines. The fully functioning kitchen and, in true vineyard fashion, wine fridge stocked with Paumanok wines available to purchase, affords guests the opportunity to pop a cork and create their own wine pairing for dinner. The ample dining table is the picture-perfect spot to make a meal from farm-fresh produce and proteins yourselves or via takeout from any of the excellent local restaurants. Free Wi-Fi, washer and dryer, housecleaning upon request and a detached garage are also available. 

A two-night stay is required for all guests. Book by calling the vineyard (Wine Club members receive a discount) or through staymarquis.com; $150 a night.

Jamesport Vineyards

216 Main Road, Jamesport, 631-722-5256, jamesportwines.com

The Milford T. Benjamin house is the on-site stay option at Jamesport Vineyards. Built in 1800, the fully renovated two-bedroom space offers individual or group booking. 

Room one has blue and green decor inspired by the coastal scenes of the North Fork, a queen-sized bed with plush bedding and a sea-glass inspired private bathroom. There’s a moodier feel in room two thanks to the exposed brick and beams, and a queen-sized bed offers sound sleep for one or two. The private bathroom’s sandstone tile and pebble-lined shower give it a luxurious vibe. 

“It’s quite beautiful,” says Brianne Vought, director of retail operations. 

Both spaces have private locks but share a community space on the first floor with a kitchen. Enjoy in-room temperature control, 52-inch TVs, Bluetooth alarm clock/charging stations and mini fridges. 

Book through Jamesport Vineyard’s website; rooms start at $475 a night.

Palmer Vineyards

5120 Sound Ave., Riverhead, 631-722-9463, palmervineyards.com

Prepare for a history-packed stay at the Palmer Vineyards Farmhouse, also owned by the Massouds. The namesake Palmer family took ownership of the 1780s home when they acquired the vineyard in 1983. 

“There were different chapters to that house — when it was enlarged and then rebuilt, including when Bob Palmer’s wife, Lorraine, did a major effort to restore it to the period,” says Massoud, who is also the winemaker at Palmer. 

Just across the parking lot from the tasting room, the farmhouse retains many of its original windows and wide-planked floors, while plaid upholstered furniture creates a down-home vibe, as do the hung-throughout photos of the house in its earlier incarnations. 

Take a step back in time at the Palmer Vineyards Farmhouse.  Original windows, wide-plank floors and images of the 1780s home  in its earlier incarnations are scattered throughout. It has everything you’d need for a stay today like a full kitchen, washer, dryer, Wi-Fi and smart TV with decades of charm threaded through its design. (Photo credit: Doug Young)

The Massouds acquired the vineyard in 2019 — and with that, the home. After completing additional renovations in 2022 and 2023, they made it available for stays starting in 2024. Its four bedrooms and four and a half baths have a cozy feel and simple décor. Smaller-than- typical doorways and short railings throughout the home are in line with the house’s original structure. 

An open-concept dining area and living room make for great mingling while sipping one of Palmer’s excellent sparkling wines, while vineyard views throughout add to the allure. Amenities like a washer, dryer, free Wi-Fi, smart TV and full kitchen with a vintage Country Charm stove combine character and functionality. 

A minimum of two nights is required, Book a trip on staymarquis.com; $150 a night October through April; $350 a night May through September.

The Hidden Jem Vineyard Estate

4782 Alvahs Lane, Cutchogue, 646-382-5153, [email protected]

A half-mile dirt road along the vines leads visitors to The Farmhouse at Hidden Jem Vineyard Estate. With six bedrooms (and seven beds altogether), three and a half baths and a 16-person dining room, this recently renovated property is fit for a group trip to the vineyards, a wedding party or for a large family looking to indulge in quality wine. 

The Hidden Jem Vineyard Estate (Photo credit: Eduardo Amorim)

Behind the large home and adjacent to the vines, the inviting inground Gunite pool awaits to cool you off during the summer. Just a few steps away, a fire pit surrounded by Adirondack chairs is ready to warm guests up throughout the fall. 

The property’s vines, which were once part of Hargrave Vineyard, have been managed by the Borghese family since 1999. There is also an on-site 1760 English barn at the vineyard that’s open for event bookings and was restored in partnership with John Mazur and Brook Cantone at LUMBER + Salt. Lauren Lombardi of Lombardi’s Love Lane Market brings in her expertise to cater and coordinate. 

To book a stay or an event and stay package, call or email the estate; $2,500 a night.