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Charming Escapes: Discover the Most Unique Boutique Hotels and B&Bs on Long Island

Long Island is a diverse and fascinating destination, offering stunning beaches, picturesque vineyards, and charming villages. To make your stay even more memorable, consider choosing one of the many unique boutique hotels or bed and breakfasts scattered across the island. In this article, we'll take you on a tour of some of the most remarkable boutique hotels and B&Bs on Long Island, each with its own distinct charm and character.


Key Takeaways

  • The Maidstone Hotel

  • The Gallery Hotel

  • The Harborfront Inn

  • Shorecrest Bed & Breakfast

  • The 1770 House

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The Maidstone Hotel

The Maidstone Hotel, located in East Hampton, is an elegant and whimsical boutique hotel featuring 19 distinct rooms and cottages. This Scandinavian-inspired gem offers a cozy, home-like atmosphere, with each room decorated in a unique and vibrant style. The hotel's renowned restaurant, The Living Room, serves up delicious farm-to-table cuisine.

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The Gallery Hotel

Located in the heart of Greenport Village, The Gallery Hotel is a chic, contemporary boutique hotel that doubles as an art gallery. With only ten rooms, the hotel offers an intimate experience, and each room is adorned with modern art pieces. Enjoy the hotel's rooftop bar with stunning views of Greenport Harbor or relax in the beautifully landscaped garden.

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The Harborfront Inn

Overlooking the Peconic Bay in the heart of Greenport, The Harborfront Inn is a charming boutique hotel that offers both luxury and comfort. The hotel features 35 stylish and spacious rooms, many of which have private balconies with waterfront views. Be sure to take advantage of the complimentary wine tasting at Kontokosta Winery, located just a short walk away.

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Shorecrest Bed & Breakfast

Nestled on the North Fork of Long Island, Shorecrest Bed & Breakfast offers a tranquil and romantic getaway. The beautifully restored 1860s home boasts five exquisitely decorated rooms, each with a private bathroom and modern amenities. Enjoy the stunning water views, walk along the private beach, or explore the award-winning gardens that surround the property.

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The 1770 House

Located in the heart of East Hampton Village, The 1770 House is a historic and luxurious bed and breakfast that exudes old-world charm. The inn features six individually designed rooms and a separate carriage house, all adorned with period antiques and luxurious amenities. Indulge in the renowned fine dining at the on-site restaurant or unwind in the Tavern, a cozy spot for drinks and lighter fare.

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Long Island is home to a variety of unique boutique hotels and B&Bs that offer memorable and enchanting accommodations for your next getaway. From the Scandinavian-inspired Maidstone Hotel to the art-infused Gallery Hotel, each of these properties provides a distinct charm that will elevate your Long Island experience. Don't miss the opportunity to indulge in the luxurious and one-of-a-kind hospitality these establishments have to offer.