Best Boutique Hotels in Shelter Island

Comfortable Accommodations

Exceptional Facilities

Convenient Location

Guest Satisfaction

Featuring an on-site restaurant and seasonal saltwater swimming pool, Faraway Sag Harbor is situated in Sag Harbor, New York. Free WiFi is accessible throughout the property and free private parking is available on site. Each guest room has a flat-screen cable TV and a refrigerator. The private bathrooms include bathrobes and free toiletries. Select rooms offer views of the sea or garden. Guests at Faraway Sag Harbor in Sag Harbor are greeted at the 24-hour front desk. Clothing, accessories, and refreshments are available at The Dock Shop. The dining room serves fresh American cuisine and is open daily for lunch and dinner. Breakfast and brunch are available on the weekend. Bike hire is available at this hotel and the area is popular for cycling. Mystic is 48 km from Faraway Sag Harbor, while Montauk is 29 km away.

Located in Bridgehampton, this hotel features a farm-to-table restaurant sourced from its own on-site farm. Guests are welcome use the property’s complimentary house vehicles, provided by Lexus. A flat-screen TV, an iPad, and a minibar are featured in each room at Topping Rose House, which also provides luxury bathrobes and Frette linens for its guests. A sitting area is included and the en suite bathroom comes with a hairdryer. A spa, an outdoor heated pool and a fitness centre are all featured on-site at Topping Rose House. Guests can marvel at the hotel’s curated art collection, or stay connected with free WiFi access. A complimentary shuttle to the beach and private beach passes are also offered. The on-site restaurant offers locally sourced ingredients and products from the hotel’s own one acre farm. Breakfast, lunch and dinner are served daily. The beach is just 4 km from the hotel. East Hampton Airport is 6 km away.

Set on more than 5 acres of beautifully landscaped lawns, this Long Island hotel features a modern American restaurant with poolside service. Free summer transportation to Coopers Beach is available. Rooms at the Southampton Inn feature seashore themes and are equipped with free WiFi and cable TV. An in-room refrigerator and a work desk are included. Located on site, Claude's offers breakfast, brunch and dinner meals made from fresh, local ingredients. Summer meals are also served in the courtyard and dining room. Southampton Inn guests are welcome to enjoy the outdoor pool, tennis court and library. A games room and children’s play area offers video games, toys and board games. The Inn at Southampton is less than 4 km from Southampton Golf Course and less than 15 km from the Morton National Wildlife Refuge.

Comfortable Accommodations

Leisure Facilities

Prime Location

Located in the Village of Amagansett, Town of East Hampton, The Roundtree, Amagansett features free bikes, garden, BBQ facilities, and free WiFi. Free Private Parking is available at the property. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a coffee machine, a shower, a hairdryer and a desk. At the hotel each room has a wardrobe and a private bathroom. Montauk is 18 km from The Roundtree, Amagansett, while East Hampton is 4.4 km away. The nearest airport is Long Island MacArthur Airport, 89 km from the accommodation.

Historic Setting

Comfortable Accommodations

Dining Experience

Leisure Activities

Nearby Attractions

The Hotel is located adjacent to the Long Island Sound in Madison, Connecticut. The hotel is located between New York City and Boston, Massachusetts. The hotel has private beach access, full-service restaurant, valet parking, and WiFi. Each room has a TV. All rooms are fitted with a private bathroom equipped with a shower. There is a 24-hour front desk at the property. Waterbury is 49 km from Madison Beach Hotel, Curio Collecti, while East Hampton is 49 km from the property. The nearest airport is Bradley Airport, 75 km from Madison Beach Hotel, Curio Collection by Hilton.

Located directly on the beach, Gurney’s Montauk offers year-round accommodation in Montauk, 13.4 km from Montauk Point Lighthouse. Free WiFi access is available. Featuring an ocean view, every room offers a flat-screen cable TV. Each room has a private bathroom with a hairdryer and free toiletries. There is a 24-hour front desk at Gurney’s Montauk, which also features a full-service spa with healing treatments and ocean-fed seawater pool, and sauna. There are five dining and drinking venues available. Hither Hills State Park is 3.7 km away from Gurney’s Montauk, while Montauk Downs State Park Golf Course is 6.9 km away.

Elegant Accommodations

Exceptional Facilities

Dining Experience

Prime Location