Many think of North Fork, Long Island only as a summer destination. Between Jones Beach and the Hamptons, Long Island’s south shore and Fire Island touts ocean beaches you would expect on a Caribbean getaway, only miles from New York City.
However, did you know that you can still enjoy all that Long Island has to offer, even in the fall? If not, then you need to check out Long Island’s North Fork.
While the South Fork is famous for the Hamptons, the North Fork Long Island is dominated by farmland and vineyards. This brings an agrarian feel to a place that is known for summertime fun. The farmers love to take advantage of this time of year to show the world what Long Island is really about. There’s something for everyone so you can take advantage of your North Fork vacation rentals! Here are the nine best things to do on the North Fork in the fall!
Things to Do in North Fork, Long Island in the Fall
Maritime Festival – Greenport, NY – Late September
The Greenport Maritime Festival is one of the biggest festivals on the North Fork – and welcomes visitors from all over the island and Connecticut to celebrate the history of boats and sailing. The festival starts with a parade down Main Street and breaks out into a weekend-long festival featuring shipbuilding demonstrations and tours of tall ships anchored in the harbor. The town welcomes local merchants to a street fair, where you can buy arts and crafts from Long Island artisans, and indulge in foods from nearby restaurants, or the food truck corral. Be sure to keep an eye out for the Greenport Harbor Brewing Company fire truck, dispensing local beers, or taste a sip from North Fork Wineries. Sunday, the last day of the festival features a breakfast for children, tended by mermaids and pirates.
Harbes Family Farm – Apple and Pumpkin Picking
Harbes’ Family Farm is one of the biggest farms on the North Fork and has been a family destination for generations. The farms, which are all along Sound Avenue, feature a pumpkin patch, apple orchard, farm stand, and winery. Spend a day filling a basket of fresh apples, and finish with cider donuts and rosé! Better yet, pick up some farm-fresh produce to cook, or grab a pumpkin to carve once you get home! Harbes has all of your fall needs.
Cooperage Inn Fall Festival – Baiting Hollow, NY
Weekends throughout the Fall, the Cooperage Inn is your location for Autumn libations. Enjoy cozy outdoor seating in their Biergarten. They serve the flavors of fall like barbecue chicken or Oktoberfest favorites – like bratwurst with sauerkraut!. Eat like the locals and pick up an ear of roasted corn. It’s freshly picked and grilled in the husk to keep the natural sweetness. Eat it straight out of the husk with a fall beer, and you’ll be just like a North Forker! Need a place to stay nearby? Book a Wading River vacation rental right on the beach.
First Fridays on Love Lane – Mattituck, NY
On the First Friday of every month, Love Lane in Mattituck is the place to be. The town closes down this main road for a street fair. There are vendors, food trucks, and attractions. Restaurants like the Love Lane Kitchen stay open late. They will be offering tastings and small bites until 9 PM. This is a great way to start your weekend getaway!
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Oktoberfest
The North Fork is home to over 5 breweries. They all have their take on hearty fall brews. Why not enjoy a brewery crawl? Starting in Riverhead with the Riverhead Ciderhouse, Moustache Brewing Company, Crooked Ladder, and Long Ireland Beer Company. Then, you’ll need to head east. You’ll cross Jamesport Brewing Company, and end with a true Oktoberfest treat at Greenport Harbor Brewing Co. Don’t forget the German snacks, like pretzels with spicy mustard or beer-cheese sauce.
East End Bike Tours
Experience Long Island country on two wheels! East End Bike Tours offers a wide variety of tours for whatever first you fancy, from the True North Fork experience to a Winery tour that includes tastings and exclusive access to trails that cut through rows of grape vines. While the tours start in the summer, there’s nothing like biking through the North Fork in the fall. Ride through the vineyards and past the sprawling farms that give the North Fork its amazing feel. Recharge after your ride with a few sips, and bring home some North Fork flavors after a stop at a local farm stand!
Fresh Pies at Briermere Farms – Riverhead, NY
Briermere Farms is a hidden North Fork gem famous for its pies and fresh jams. If you’re visiting in November, be prepared for a line, but we promise the wait is worth it. The farms offer 32 different varieties of pies, and are a staple on every local table from Thanksgiving to Christmas! The pies freeze well, so you can share your Long Island vacation with your family when you return home!
Live music
Sound Avenue on the North Fork is alive with live music every weekend year-round! Stumble into any tasting room and you will find a cozy place to rest your feet after a long weekend shopping and tasting. Check out Thursdays at the Riverhead Ciderhouse, where you can enjoy their weekly Dueling Pianos. The evening is packed with great music, led by Henry Haid – the “piano man” in Billy Joel’s Broadway show, Movin’ Out!
Baiting Hollow Farm Vineyard – Baiting Hollow
Baiting Hollow is a remote Vineyard that has the unique characteristic that it’s not just a winery, but also a horse sanctuary! The horses that Baiting Hollow rescues are former racehorses from illustrious lineages, descending from champions like Secretariat. Cozy up by the fire with a glass of their Mirage Cabernet Sauvignon, and then go meet Mirage herself during the tour of the stables
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Explore Boutique Hotels on the North Fork
Discover Cozy Boutique Hotels Throughout the North Fork
When planning a visit to the North Fork NY, finding the perfect boutique hotel can elevate your stay. Whether you’re seeking a charming bed & breakfast or a luxurious retreat, the North Fork offers a range of options to fit your needs. In Southold, you’ll find quaint inns with a historic charm, while Greenport’s hotels provide waterfront views and easy access to local attractions. For those who prefer a more upscale experience, consider staying at one of the region’s boutique hotels featuring spa services and gourmet dining. Check out places like North Fork’s Farm-to-Table Hotel or Southold’s Cozy B&B for a memorable stay. For a unique lodging experience, visit The Farmhouse at North Fork or enjoy the scenic views at a boutique hotel in Greenport.
Enjoy the Best Places to Eat and Drink Near Your Hotel
A visit to the North Fork would be incomplete without exploring its renowned dining scene. From farm-to-table restaurants to local eateries, there’s something for every palate. Start your culinary adventure with a meal at North Fork Table & Inn, known for its seasonal produce and exceptional farm-to-table dining. For an authentic experience, Woodside Orchards offers fresh apple cider donuts, while Paumanok Vineyards is a must-visit for its renowned wine. Don’t miss Terra Vite for a taste of local flavors, or try Sep’s in Greenport, which offers a blend of delicious food and local wine. Explore great restaurants and places to eat throughout the North Fork to fully immerse yourself in the region’s culinary delights.
Plan Your Itinerary for a Perfect North Fork Getaway
Creating a well-rounded itinerary is key to enjoying everything the North Fork has to offer. Start your day with a visit to a local farmstand to pick up seasonal fruits and vegetables from North Fork Farms. Explore the charming towns of Greenport and Southold, and make sure to include a stop at Jamesport Vineyards or Sparkling Pointe Vineyards and Winery for wine tastings. For a taste of local seafood, check out the Peconic Bay for some of the best oysters. If you’re traveling with family, a visit to Farm Country Kitchen and Woodside Orchards will provide a delightful experience for all. Use the Long Island Rail Road for convenient travel and make stops throughout the North Fork to explore various attractions.
Itinerary for a Culinary Adventure: Places to Eat and Drink
Explore Great Restaurants and Farm-to-Table Options
If you’re a foodie, the North Fork is your paradise. Begin your journey with a visit to the North Fork Roasting Company for a delicious coffee to start your day. For lunch, head over to The North Fork Table & Inn to enjoy a farm-to-table meal with fresh, local produce. In the evening, explore Southold’s fine dining establishments or check out Cutchogue’s hidden gems. Don’t miss the chance to try Apple Cider Doughnuts from Woodside Orchards, a sweet treat that perfectly complements a day of exploring. For a scenic dining experience, consider visiting restaurants with outdoor gardens and local produce at places like Harbes Farm or Farm Country Kitchen.
Savor the Best Wine and Cider the North Fork Has to Offer
The North Fork is home to some of Long Island’s best wineries. Sparkling Pointe Vineyards and Winery offers a variety of sparkling wines, while Paumanok Vineyards and Jamesport Vineyards are known for their exceptional selections. For a unique twist, visit Long Island Sound’s waterfront wineries for a glass of local wine with a view. Complement your wine with a visit to Peconic Bay for a taste of local oysters or apple cider from Woodside Orchards. For a guided tour of the best local wineries, consider booking a private car or joining a North Fork brewery tour. North Fork Brewing Company also offers a selection of craft beers for a varied tasting experience.
Must-Visit Spots and Local Produce
For a complete North Fork experience, don’t miss out on local farmstands and markets. Farm Country Kitchen and Woodside Orchards are great places to pick up fresh produce and local treats. Explore Downtown Riverhead for shopping and dining, or visit Laurel Lake Preserve for a scenic afternoon. If you’re visiting in the fall, Apple Cider Donuts from Woodside Orchards and seasonal fruits are a must-try. For a fun day trip, consider taking the Hampton Jitney or a ferry to explore nearby Shelter Island or Bug Light for a picturesque view of the region. Don’t forget to explore Pond Park and Inlet County, and be sure to visit Tanger Outlets for some retail therapy.
North Fork, Long Island Uncovered: Must-See Spots, Hidden Gems, and Exciting Events
North Fork, Long Island is a captivating destination for travelers looking to experience a blend of coastal beauty, farm-fresh food, and charming towns. Whether you’re planning a family-friendly weekend or a romantic getaway, North Fork offers something for everyone. This guide covers the top spots, wineries, farms, and activities that make the region a must-visit, especially during the summer and fall seasons.
1. Discover North Fork’s Charming Towns and Places
North Fork is home to some of the most charming towns on Long Island, including Greenport, East Marion, and New Suffolk Waterfront. These coastal towns provide a unique mix of old-world charm and modern amenities, offering an array of local shops, harbor hotels, and scenic views.
For those looking to stay in luxury homes or island hotels, the North Fork has options that cater to a variety of tastes, from boutique hotels in Greenport to shelter island retreats. A visit to the Montauk area offers world-renowned beach resort stays, making it ideal for beachgoers and adventurers alike.
2. Experience North Fork’s Famous Wineries and Farm-to-Table Dining
No trip to North Fork is complete without visiting its wineries. Bedell Cellars and other North Fork wineries are world-renowned for their wine, offering everything from rich reds to crisp whites. Wine tasting is a favorite pastime for visitors, especially in summer, and many wineries host events and live music throughout the year.
For those who appreciate farm-to-table dining, Long Island farms like White Post Farms offer the freshest produce and family-friendly activities. The Long Island Farm Brewery scene is also gaining attention, with local brews crafted right in the middle of farmlands.
3. Fun for the Family: Festivals, Pumpkin Picking, and Outdoor Adventures
Families will find plenty to do on the North Fork, particularly in the fall when pumpkin picking is a major attraction. Pumpkin picking in North Fork, Long Island offers kids and adults a chance to explore the many farms and enjoy outdoor activities. Another seasonal event to look forward to is the Tulip Festival, which transforms local gardens into colorful wonders.
For those seeking more active adventures, Dam Pond and Orient State Parks are great for hiking, birdwatching, and even skateboarding, offering ample spots for outdoor fun. Long Island skate parks are also popular among local youth.
4. Exploring Long Island’s Best Beaches and Coastal Spots
North Fork’s proximity to the coast provides visitors with access to stunning beaches. The New Suffolk Waterfront and South Fork beaches are perfect for those who enjoy quiet, less crowded spots to soak in the sun. A trip to Shelter Island can provide a secluded beach day, while Montauk and its nearby beaches offer more adventurous options for surfing and swimming.
For food lovers, crab shacks and oyster farms along the North Fork coast are a must-try. The Orient Crab Shack is a local favorite where you can indulge in fresh seafood right by the water. Additionally, Long Island oysters are world-renowned, adding another flavor dimension to the region’s seafood delights.
5. Discover the Best Time to Visit North Fork and Plan Your Stay
The summer season is the peak time to visit North Fork, especially for its beaches, wineries, and outdoor events. However, August brings a special charm with warm weather and fewer crowds. The Hamptons are close by, offering a luxury experience if you want to explore Hamptons hotels and fine dining.
Winter also has its appeal, with cozy wineries and peaceful seaside towns perfect for a quieter escape. Regardless of the time, North Fork provides something for everyone, from food festivals and live music to outdoor parks and charming local shops.
6. Exploring Long Island’s Scenic Routes and Hidden Treasures
For those who love to drive, Long Island’s driving routes offer stunning views of vineyards, farms, and beaches. The East End route takes you through picturesque villages like East Marion, while the scenic path to the Orient offers breathtaking coastal views.
Don’t miss the hidden gems such as terrible ideas. if – a quirky local spot – or special spots like Dam Pond, which is perfect for a peaceful afternoon hike.
7. Dining in North Fork: Where to Find Delicious Local Food
North Fork offers a wide variety of delicious food options, from waterfront seafood shacks to fine dining establishments. Long Island coffee shops are plentiful, offering the perfect start to your day of exploration. Many of the restaurants and food trucks feature locally sourced ingredients, providing farm-to-table freshness that highlights the region’s agricultural bounty.
8. Top Events and Festivals in North Fork
North Fork plays host to several annual events and festivals. The North Fork Food and Wine Festival is one of the most popular, offering visitors a chance to sample the best in local cuisine and wines. There are also regular live music performances at many wineries, creating a vibrant atmosphere for wine lovers and music fans alike.
In addition, family-friendly festivals such as Pumpkin Picking and the Tulip Festival draw crowds from all over Long Island, making North Fork a top destination for families looking for seasonal fun.
9. Greenport and the Hamptons: Exploring More of Long Island
While exploring the North Fork, don’t miss the chance to visit Greenport, a lively harbor town with a mix of boutique shops, excellent dining options, and scenic bay views. Further south, the Hamptons offer more luxury homes, world-class dining, and hotels perfect for those looking to enjoy the finer things in life.
With so many great places to explore, North Fork is one of Long Island’s true treasures, offering something for everyone—whether you’re looking to sip wine by the water, pick pumpkins in the fall, or enjoy the peace of the East End. Plan your visit today and discover why North Fork is one of the top destinations on Long Island.
Top Winery Visits and Places to Stay for a Memorable North Fork Getaway
Visit Renowned Wineries and Enjoy Local Wine
A trip to the North Fork isn’t complete without exploring its renowned wineries. Start with a visit to Paumanok Vineyards, known for its exceptional wines. Then, make your way to Sparkling Pointe Vineyards and Winery for a taste of their famous sparkling wines. If you’re a fan of local brews, check out North Fork Brewing Company for a selection of craft beers. For a scenic experience, visit Jamesport Vineyards and enjoy a glass of wine while taking in views of the surrounding countryside. Consider exploring the Long Island Sound area for a unique wine-tasting experience.
Stay at the Best Places to Eat and Relax
When it comes to accommodations, the North Fork offers a variety of boutique hotels and cozy inns. Southold’s charming B&Bs and Greenport’s waterfront hotels provide a perfect base for exploring the area. Consider booking a stay at a boutique hotel that offers easy access to local attractions and restaurants. For a more unique experience, check out The Farmhouse at North Fork, where you can enjoy farm-to-table dining and scenic views. Also, explore North Fork’s boutique hotels that offer amenities such as outdoor gardens and easy access to nearby North Fork Farms.
Explore the North Fork’s Hidden Gems and Scenic Spots
The North Fork is full of hidden gems waiting to be explored. Visit Laurel Lake Preserve for a peaceful hike or head to Peconic River for a relaxing day by the water. For a taste of local history, stop by the East End Seaport Museum and learn about the region’s maritime heritage. Don’t forget to explore Downtown Riverhead for shopping and dining or take a day trip to the Far East End of Long Island to discover more of what the North Fork has to offer. Utilize a travel guide to navigate the eastern end and ensure you visit places like Terra Vite and Aquebogue for a complete experience.
With so many options, it’s clear that there’s never a dull moment on the North Fork. So what are you waiting for? Make sure you book your North Fork vacation rental fast! You don’t want to miss out on the real Long Island!
Do you need more inspiration for a Long Island vacation, click here. Check out our guide and learn more about things to do on Long Island.
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