Bed and Breakfasts in Long Island

A bed and breakfast on Long Island offers a relaxed seaside escape with a rich history, providing a perfect alternative to New York City's intensity. Properties are primarily located in the charming villages of the North Shore (Gold Coast) or the Hamptons on the South Shore. The architecture ranges from grand Gilded Age mansions to quaint shingled cottages, emphasizing coastal elegance and garden views. Guests benefit from a host's specialized knowledge of local beaches, vineyards, and historical sites related to the Gilded Age and the American Revolution.

The unique character of a bed and breakfast on Long Island is defined by its nautical theme and amenities that support coastal leisure. Many BnBs on Long Island provide features tailored for enjoying the water and sun. Typical features provided for guests in these charming homes often include:

• A generous breakfast often featuring fresh seafood specialties or baked goods from local village bakeries
• Complimentary access to beach gear, including towels, chairs, and passes to private beaches
• Access to a quiet, manicured garden or lawn space for relaxation
• Private bathrooms in most rooms, often featuring a spa tub or upscale bath products
• Secure storage for golf clubs or personal beach equipment
• High-speed Wi-Fi access for coordinating ferry schedules and dinner reservations
• Guest rooms often feature classic coastal decor, nautical themes, and antique furniture

Long Island appeals to beachgoers, affluent travelers, and history buffs. It is highly suitable for couples seeking a refined coastal getaway and families exploring the history of the Gilded Age or the American Revolution. Visitors can spend time visiting the historic Sagamore Hill (Theodore Roosevelt's home), touring the East End vineyards, or relaxing on the famous Hamptons beaches. The B&Bs on Long Island offer a tranquil base for accessing the coastal attractions. The peak season is summer (June to August), when beach activity is at its highest, with warm temperatures averaging 24°C and B&B rates typically ranging from $200 to $400 USD per night. The fall is popular for vineyard visits and viewing foliage, offering moderate rates, usually from $150 to $300 USD, with good availability.

Explore the essential sites that define Long Island's blend of high society history, beautiful beaches, and unique cultural contributions.

1. The Hamptons Beaches
2. Sagamore Hill National Historic Site
3. Vanderbilt Museum and Planetarium
4. Long Island Wine Country
5. Montauk Point Lighthouse

The Hamptons Beaches

The South Fork of Long Island is famous for its wealthy resort towns and expansive, pristine white-sand beaches, attracting high-end tourism and offering excellent sunbathing and swimming.

Sagamore Hill National Historic Site

The former home of President Theodore Roosevelt, this site offers tours of the "Summer White House" and preserves the surrounding grounds overlooking Oyster Bay.

Vanderbilt Museum and Planetarium

Located on the North Shore, this museum preserves the estate of William K. Vanderbilt II and features his large collection of artifacts, a natural history museum, and a modern planetarium.

Long Island Wine Country

The East End of Long Island (both the North and South Forks) is home to numerous vineyards and wineries, known for producing high-quality Merlots, Chardonnays, and unique sparkling wines.

Montauk Point Lighthouse

Located at the eastern tip of Long Island, this historic lighthouse was commissioned by George Washington and is the oldest lighthouse in New York State, offering museum exhibits and coastal views.

Long Island's cuisine emphasizes fresh seafood, Italian-American classics, and elevated New American dishes, especially in the North and South Shore villages. These three establishments are highly rated by diners:

• Claudio's Restaurant (4.5/5 stars) - Located in Greenport, this historic dockside seafood restaurant is one of the oldest continually operating in the U.S., known for its fried clams and casual waterfront dining.
• The Cooperage Inn (4.6/5 stars) - A popular, rustic spot in Baiting Hollow known for its comforting American cuisine, specializing in steaks, seafood, and a lively atmosphere.
• Nick & Toni's (4.5/5 stars) - A long-standing, chic restaurant in East Hampton known for its sophisticated Mediterranean-inspired cuisine and its celebrity clientele during the summer season.

Long Island observes Eastern Time (ET). A car is necessary for touring the length of the island and accessing remote beaches or vineyards. Traffic can be extremely heavy, particularly heading east to the Hamptons on summer weekends. Guests should be aware that many Hamptons towns enforce strict parking permits. For wine enthusiasts, confirming a bed and breakfast on Long Island with organized wine tours is a convenient amenity. Tipping follows standard U.S. customs. Many local B&Bs on Long Island offer unique access to historical information, particularly relating to the revolutionary Culper Spy Ring, which operated on the North Shore.