Visit guide

Where to Stay in Long Island Wine Country

Best North Fork inns, B&Bs and boutique hotels for wine country visitors.

North Fork Inns and B&Bs

North Fork Table & Inn

This James Beard-awarded property in Southold blends farm-to-table dining with refined lodging amid vineyards. Special features include on-site Michelin-recognized restaurant, proximity to 60+ wineries, and spacious suites with fireplaces. Price tier: $$ (high-end, $400+ per night).

Jedediah Hawkins Inn

A historic 19th-century mansion in Jamesport offers boutique luxury with elevated, cozy vibes central to North Fork wineries and dining. Guests enjoy manicured gardens, craft cocktails, and rooms with clawfoot tubs. Price tier: $$ ($300-450 per night).

Shoals Suites & Slips

Waterfront in Greenport, this adults-only spot provides modern suites with private slips for boating, ideal for wine tasters exploring by sea. Highlights: Peconic Bay views, walkable to tasting rooms, and complimentary bikes. Price tier: $$ ($250-400 per night).

Sound View Greenport

Beachfront boutique hotel in Greenport with direct Long Island Sound access, rooftop bar, and wine country shuttle. Standouts: Private balconies, farm-fresh breakfasts, and easy hops to vineyards like Kontokosta. Price tier: $$ ($300-500 per night).

Sannino Vineyard Bed & Breakfast

Tuscan-style suites on a Cutchogue vineyard estate immerse guests in sustainable wine production with private entrances and vineyard views. Amenities: King beds, robes, contactless check-in; accommodates couples only. Price tier: $ ($250-350 per night).

Hamptons Options

Cedar House on Sound B&B

Though North Fork-adjacent in Greenport, it draws Hamptons-style visitors with its converted barn featuring a private vineyard, inventive local breakfasts, and winery booking assistance. Unique: Vineyard lounge, herb garden, contemporary-rustic design. Price tier: $ ($200-300 per night).

Hotel Moraine

Top-ranked small hotel in Greenport for 2026, offering walkable access to North Fork wineries and Hamptons ferry routes. Specialties: Cozy rooms, central location for tastings, high guest ratings for value and vibe. Price tier: $ ($200-350 per night).

These seven picks prioritize wine country immersion, blending North Fork's 60+ vineyards with boutique charm and Hamptons accessibility via short drives or ferries. North Fork stays emphasize farmland serenity and on-site tastings, while Hamptons edges add waterfront polish. Prices are approximate for 2026 double occupancy, varying by season; book early for peak summer. Sources highlight TripAdvisor rankings and winery proximity as key for top value.