Activity
One of the most lively of the vineyards! Huge back lawn with picnic tables that you can bring your own food to. Almost always have live music on weekends. Local vendors often set up inside. Great spot for larger groups! Dog friendly both inside and out!
28 locals recommend
Osprey's Dominion
44075 Main RdOne of the most lively of the vineyards! Huge back lawn with picnic tables that you can bring your own food to. Almost always have live music on weekends. Local vendors often set up inside. Great spot for larger groups! Dog friendly both inside and out!
Gotta love bubbly, and theirs is top notch! Large indoor and outdoor space, good for groups!
64 locals recommend
Sparkling Pointe Vineyards & Winery
39750 County Rd 48Gotta love bubbly, and theirs is top notch! Large indoor and outdoor space, good for groups!
Mattebella Vineyards
46005 NY-25Small but charming with a beautiful courtyard. Dog friendly.
Duck Walk Vineyards
231 Montauk HwyBig space, indoor and out, good for groups.
Corey Creek Vineyards
45470 Main RdSmall but nice for a quiet glass.
One Woman Wines & Vineyards
5195 Old North RdSmall, not for large groups. Good wine.
Huge back lawn that overlooks the sound. Beautiful scenery and good for large groups!
75 locals recommend
Kontokosta Winery
825 North RdHuge back lawn that overlooks the sound. Beautiful scenery and good for large groups!
Croteaux Vineyards
1450 S Harbor RdThe best rosé on the North Fork!
Raphael
39390 NY-25Rustic, cozy tasting room. Perfect for a couple or smaller group.
Lenz Winery
38355 NY-25Charming outdoor space with live music often. Good for larger groups!
Big, rustic tasting room. Almost always has live music. Sunflower garden blooms right next to the parking lot – perfect photo op! One of the best for larger groups!
41 locals recommend
Pindar Vineyards
37645 NY-25Big, rustic tasting room. Almost always has live music. Sunflower garden blooms right next to the parking lot – perfect photo op! One of the best for larger groups!
One of the best wines on the North Fork! Beautiful tasting room and grounds!
62 locals recommend
Bedell Cellars
36225 Main RdOne of the best wines on the North Fork! Beautiful tasting room and grounds!
Pugliese Vineyards
34515 Main RdLarge outdoor space with a koi pond. Good for groups.
On the smaller side but really cool tasting room – its old horse stables!
21 locals recommend
McCall Wines
22600 NY-25On the smaller side but really cool tasting room – its old horse stables!
Sheep, goats and alpacas welcome you as you pull in. Live music out on the patio often. Good for large groups.
19 locals recommend
Jason's Vineyard
1785 Main RdSheep, goats and alpacas welcome you as you pull in. Live music out on the patio often. Good for large groups.
Jamesport Farm Brewery
5873 Sound AveGreat for larger groups. Dog friendly.
Huge indoor warehouse made into a tasting room. Delicious cider and light food. Good for groups.
29 locals recommend
Riverhead Ciderhouse
2711 Sound AveHuge indoor warehouse made into a tasting room. Delicious cider and light food. Good for groups.
Peconic Bay Winery
31320 Main RdVery nice and large outdoor space. Good for groups.
The Founding North Fork Vineyard! Excellent wine, great and atmosphere!
16 locals recommend
Castello di Borghese / Hargrave Vineyard
17150 Middle RdThe Founding North Fork Vineyard! Excellent wine, great and atmosphere!
Macari Vineyards
150 Bergen AveGreat wine! Beautiful tasting room! Good for groups.
Another one of the best wines on the North Fork! And one of the oldest vineyards out here.
43 locals recommend
Paumanok Vineyards
1074 Main RdAnother one of the best wines on the North Fork! And one of the oldest vineyards out here.
Tasting room has an awesome vibe! Good wine and cool gift shop.
33 locals recommend
Shinn Estate Vineyards and Farmhouse
2000 Oregon RdTasting room has an awesome vibe! Good wine and cool gift shop.
Lieb Cellars
13050 Oregon RdTranquil setting surrounded by farms. Great for a relaxing glass.
Krupski Farms
38030 NY-25Awesome pumpkins, sunflowers, corn, veggies, fruit and more!
Barnyard and Vineyard at the Mattituck location, Orchard at the Riverhead location, and Farm at the Jamesport location. Can’t go wrong with any one – great time for families!
79 locals recommend
Harbes Family Farm - Mattituck
715 Sound AveBarnyard and Vineyard at the Mattituck location, Orchard at the Riverhead location, and Farm at the Jamesport location. Can’t go wrong with any one – great time for families!
Wickham's Fruit Farm
28700 Main RdBest pies on the North Fork!
For those who like skating in a bit warmer of an environment, there’s the roller skating rink here!
9 locals recommend
Greenport American Legion
102 3rd StFor those who like skating in a bit warmer of an environment, there’s the roller skating rink here!
Huge bowling alley that serves casual American food. Great time for families and groups!
24 locals recommend
The All Star
96 Main RdHuge bowling alley that serves casual American food. Great time for families and groups!
The All Star Grill
Casual American food and huge bowling alley. Great time for families and groups!
Dan's Bikes
Looking to rent bikes? Check out Dan’s Bikes online for delivery options.
Sightseeing
Don’t forget to take a ride on the antique carousel! If you’re visiting in the winter months, take a spin around the Park’s ice rink!
14 locals recommend
Mitchell Park & Marina
115 Front StDon’t forget to take a ride on the antique carousel! If you’re visiting in the winter months, take a spin around the Park’s ice rink!
An amazing sight, especially during the blooming season in June and July!
56 locals recommend
Lavender By the Bay
7540 Main RdAn amazing sight, especially during the blooming season in June and July!
Take in the forest and marine scenery while you walk, jog or bike. Beach, picnic area and jungle gym perfect for family fun! Take the Orient Point Ferry for a trip to nearby Connecticut casinos!
62 locals recommend
Orient Beach State Park
40000 Main RdTake in the forest and marine scenery while you walk, jog or bike. Beach, picnic area and jungle gym perfect for family fun! Take the Orient Point Ferry for a trip to nearby Connecticut casinos!
Food scene
Probably Greenport’s most famous restaurant. Main restaurant has a bit more formal menu than the Waterfront. Waterfront/Pier dining is more casual, and a great atmosphere especially in the summer when they have live music. Highly recommend for both food and drinks!
39 locals recommend
Claudio's
111 Main StProbably Greenport’s most famous restaurant. Main restaurant has a bit more formal menu than the Waterfront. Waterfront/Pier dining is more casual, and a great atmosphere especially in the summer when they have live music. Highly recommend for both food and drinks!
Probably Greenport’s most famous restaurant. Main restaurant has a bit more formal menu than the Waterfront. Waterfront/Pier dining is more casual, and a great atmosphere especially in the summer when they have live music. Highly recommend for both food and drinks!
44 locals recommend
Claudio's Waterfront
111 Main StProbably Greenport’s most famous restaurant. Main restaurant has a bit more formal menu than the Waterfront. Waterfront/Pier dining is more casual, and a great atmosphere especially in the summer when they have live music. Highly recommend for both food and drinks!
Claudio's Pizza
Crabby Jerry's
111 Main StSelf serve lobster joint right on the pier.
Amazing, fresh food! One of our favorite restaurants on the North Fork. Great for sharing.
103 locals recommend
Noah's
136 Front StAmazing, fresh food! One of our favorite restaurants on the North Fork. Great for sharing.
The Frisky Oyster
27 Front StGreat food, cozy atmosphere!
Bruce & Son
208 Main StDelicious breakfast and lunch, cool vibe!
PORT Waterfont Bar & Grill
104 3rd StOutdoor seating with great views of the bay.
Green Hill Kitchen
48 Front StCheck their website for live music schedule.
Lucharitos
119 Main StMexican, fun spot.
American Beech
300 Main StGood food and atmosphere.
Anker
47 Front StRooftop seating with views of Greenport harbor.
1943 Pizza Bar
Main StreetSmall but good pizza/italian.
Tucked away behind the buildings of Front St. Access down path next to Ralph’s Italian Ice & Ice Cream.
53 locals recommend
Little Creek Oyster Farm & Market
37 Front StTucked away behind the buildings of Front St. Access down path next to Ralph’s Italian Ice & Ice Cream.
Crazy Beans
2 Front StCool diner, good breakfast.
First and South
100 South StCasual, good for lunch.
Love their beer. Check their website for event schedule.
40 locals recommend
Greenport Harbor Brewing Company
234 Carpenter StLove their beer. Check their website for event schedule.
Outside the Village but still in Greenport. In the Sound View Hotel. Outdoor seating with great views of the sound.
31 locals recommend
The Halyard Restaurant
58775 County Rd 48Outside the Village but still in Greenport. In the Sound View Hotel. Outdoor seating with great views of the sound.
Amazing food in a historic, cozy home. One of our favorite North Fork restaurants! Check out the food truck for lunch, too!
86 locals recommend
North Fork Table & Inn
57225 Main RdAmazing food in a historic, cozy home. One of our favorite North Fork restaurants! Check out the food truck for lunch, too!
A Lure Chowder House & Oysteria
62300 Main RdOutdoor seating on the bay.
Country Corner Cafe
55765 NY-25Great breakfast! They also have an ice cream parlor!
Wayside Market
55575 NY-25The best deli around!
Founders Tavern
55500 NY-25Casual spot for a good bite.
Michelangelo Southold
53345 Main RdAwesome Italian. The vodka sauce pizza is a must!
Large lawn that’s dog friendly, and the tasting room is too! Restaurant is self-serve, good for lunch.
54 locals recommend
Greenport Harbor Brewery and Restaurant
42155 Main RdLarge lawn that’s dog friendly, and the tasting room is too! Restaurant is self-serve, good for lunch.
One side sports bar, the other a more formal restaurant – perfect for whatever you’re in the mood for. Great food, too!
23 locals recommend
Legends
835 1st StOne side sports bar, the other a more formal restaurant – perfect for whatever you’re in the mood for. Great food, too!
Cozy, nautical spot. Large outdoor space with porch seating right on the bay.
6 locals recommend
CASE'S PLACE
650 1st StCozy, nautical spot. Large outdoor space with porch seating right on the bay.
Best Italian market on the North Fork! They have everything from sandwiches to-go, to hot food for catering!
22 locals recommend
Lombardi's Love Lane Market
170 Love LnBest Italian market on the North Fork! They have everything from sandwiches to-go, to hot food for catering!
Cozy, historic 1800s home, now a boutique hotel, restaurant and speakeasy. Delicious local food!
26 locals recommend
Jedediah Hawkins Inn
400 S Jamesport AveCozy, historic 1800s home, now a boutique hotel, restaurant and speakeasy. Delicious local food!
Waypoint Restaurant
Great food, outdoor seating right on the bay!
Jamesport Manor Inn
370 Manor LnAnother, cozy and historic spot. Awesome food and atmosphere!
At Strong's Water Club & Marina, right on the Mattituck Inlet off the Sound. Great views, good food and good for large groups!
Windamere
At Strong's Water Club & Marina, right on the Mattituck Inlet off the Sound. Great views, good food and good for large groups!
Neighborhoods
Around the corner from the home is a convenient ferry ride to Shelter Island and the Hamptons!
78 locals recommend
Shelter Island
Around the corner from the home is a convenient ferry ride to Shelter Island and the Hamptons!
Around the corner from the home is a convenient ferry ride to Shelter Island and the Hamptons!
31 locals recommend
The Hamptons
Around the corner from the home is a convenient ferry ride to Shelter Island and the Hamptons!
Around the corner from the home is a convenient ferry ride to Shelter Island and the Hamptons!
136 locals recommend
Montauk
Around the corner from the home is a convenient ferry ride to Shelter Island and the Hamptons!
Traveler advice
Getting around
Hometown Taxi
631-765-5336
Getting around
Classy Cab
631-276-7071