Known for its rich farmland, award-winning vineyards, and farm & fresh catch-to-table culinary prowess, The North Fork of Long Island has become a year-round go to spot for travelers seeking a cozy escape. While crowds flock to the destination in the spring, summer and fall months, one of the best season’s to explore the North Fork is during the winter- when travelers are sparse and pricing is affordable at top Bed & Breakfasts. Whether you are looking to cozy up next to a luxurious fire place or sip quality wines at the nearest vineyard, this guide ensures your next retreat is easy to arrange.
Check out North Fork’s top B&B’s and book your next getaway today:
Relax and Rejuvenate: The Arbor View House Bed & Breakfast & Spa is ideally situated near Wine Country Vineyards and the award winning maritime village of Greenport, there is much to explore and experience. Arbor View House is famous for their full three-course gourmet breakfasts. For a romantic getaway, indulge in a couples’ massage or a relaxing aromatherapy bath and relax by the fireplace in one of the wine themed suites or rooms.
Beach Chic: Enjoy natural beauty just seconds from the beach at the Bay Breeze Inn. Lay back and relax with the fresh breeze. Modern and rustic, the Bay Breeze Inn dates back to 1860. The main house and cottage keep a country-coastal ambiance while being recently updated with chic décor and amenities. Experience Peconic Bay views while being only a few miles from Long Island’s award winning vineyards and breweries.
Pure Luxury: The Blue Iris is a luxurious B&B featuring majestic grounds with beautiful gardens. Get cozy and relax with the gas fireplace, porch swing, and Jacuzzi tub. Enjoy a car free getaway as the Blue Iris is located within walking distance of 6 wineries and 1 brewery. Farm fresh fare is a signature of this B&B with their pampered hens and vegetable and herb garden.
Rustic Elegance: Don’t miss staying at your grandmother’s? Well come and stay at the Cedar House on Sound where the motto is “Not Your Grandma’s B&B.” This restored barn offers authentic comfort in a modern setting. Cedar House features the original elements of the 1930 potato barn along with local art and the colors of Tuscany. The hosts are a wine family and have embodied the North Fork signature by planting Scarola Vineyards right on property.
Tradition at its Finest: The Coffey House holds a historic legacy as a restored 1886 farmhouse. Resting on two landscaped acres, the Coffey House delights guests with a romantic and restful retreat while exemplifying the North Fork charm. The four guest rooms are furnished in antiques, include an oversized soaking tub and the B&B boasts a recreation center with a traditional Brunswick pool table.
American Revival: Built in 2001, the Fig & Olive is one of Long Island’s hidden jewels which is an American Colonial Revival. Relax on the porch in Adirondack chairs by a warm crisp fire or enjoy the views of the B&B’s very own private rows of grapes. Several vineyards and the Peconic Bay or just a walk away.
Effortless Style: Built in 1901 by Shipbuilder H. Fletcher Fordham, the Fordham House encompasses striking details of its original era. Intimate and luxurious, at the Fordham House treat yourself to a massage or enjoy an afternoon tea on the garden patio or the wrap-around porch. Effortless style and elegance define this beautiful historic getaway.
Cozy and Elegant: The Inn at Harbor Knoll is a waterfront property in Greenport which its own private beach and dock. Harbor Knoll is a stunning 1870 dutch colonial manor house with spectacular views of Peconic Bay and Shelter Island. With its one acre of beautiful gardens, situated on a private road off a quiet street, it offers guests a unique getaway for that needed vacation. It is a very short walk to everything Greenport has to offer as well as just minutes from the Train and Hampton Jitney stops and the Ferry to Shelter Island.
Traditional Elegance: Surrounded by 22 acres of opulent gardens and farmland, the Jedediah Hawkins Inn is one of Forbes Travel Guide Recommended Hotel. Stroll the gardens, savor a glass of local wine in the gazebo, enjoy shows in the barn, and dine in the cozy speakeasy all at the Jedediah Hawkins Inn. The property features a spectacular suite and 5 gracious guest rooms with gas fireplaces and private bathrooms while celebrating the meaning of hospitality and the dining delights of the North Fork.
Modern Romance: The Milford T. Benjamin House built in the 1850’s has been transformed and the main barn now houses the family’s winery and tasting room, Jamesport Vineyards. Included in your stay are complimentary wine tastings for 2 in our tasting room. Relax and unwind at the outside patio and wine bar. Dine with Master Chef Dan Edgett who creates dishes with ingredients from local farms and fishermen.
Historic Style: Located in the heart of wine country, the North Fork Guest House is refined and contemporary with bright colors and boutique style rooms. The 1921 historic home offers warmth and relaxation. Visit any time of year and be surrounded by acres of tended fields and vines.
Tranquil Oasis: Step back in time and “Rest a While” at Orient Inn. Elegant and welcoming, this restored arts and crafts gem invites visitors to explore the quaint villages of the North Fork. Stay at the Orient Inn and become only a stroll or bike ride away from swimming, fishing, sailing, farm stands, fresh eats and the award-wining vineyards.
Natural Oasis: Embark on a nature retreat at Orient Point Bed and Breakfast, resting on a private tree lined acre with wide open greenspace vistas and fresh country air. The perfect mix of coastal waves and farmland scenery create a unique getaway experience. The complimentary breakfast features fresh local farm stand and local market ingredients for a true taste of the North Fork.
Relaxing Island Getaway: Quintessentials Bed & Breakfast and Spa, nestled between the beaches of the Peconic Bay and the Long Island Sound, is a romantic North Fork B&B inn, perfect for a pampering spa escape, an elopement wedding, or a short getaway with friends. The B and B offers five unique rooms and suites featuring in-room fireplaces, whirlpool baths, private decks, gourmet meals, and caring hospitality, all combined to create a stress free vacation experience. Steps away, relax at Quintessentials skincare Spa with steam room, Japanese meditation garden, couples hammock, and a swing.
Boho Victorian: The oasis at Ruby’s Cove, 127 steps to Main Street in the vibrant, historic downtown seaport village of Greenport. Perfect for a car-free stay. Walk to restaurants, waterside cocktails and shopping. 4 blocks from LIRR and Hampton Jitney stops from NYC and only 8 miles to Conn. ferry. A beautifully crafted, from another era, 1837 Victorian, laid back home base with cozy common areas including wraparound porch. Free bikes to use. Couples, friends, groups.
Victorian Romance: Built in the mid 1800’s, the Shorecrest Bed & Breakfast is the restored summer home of a wealthy Victorian family. Start the day with a four course gourmet breakfast each morning and then take a stroll in the acre of gardens. Experience a world of your at two private guest beaches and take on an adventure activity with kayaking, canoeing and fishing.
Seaside Escape: The Stirling House is a rarity offering waterfront king rooms and collectibles from Germany and France. Built in 1880, this property blends classic charm with modern amenities. Experience panoramic water views of Shelter Island and then explore quaint shops, art galleries and museums, all within walking distance.
Quaint Luxury: Begin your coastal retreat in Southold, at the Wickham Prince Bed and Breakfast. There are endless outdoor trails to be hiked or biked, antiques to be discovered, and wine and beer to be sampled. Small and quaint, relax on the private outdoor patio and enjoy a full complimentary breakfast daily.