Top 24 Hotels In Shelter Island, New York 11964

Stay at The Chequit as you explore Shelter Island, where serene rooms create a relaxing ambiance, with welcoming rates beginning at $316.99 per night. Relax in rooms that offer a unique combination of modern amenities and traditional comfort, ensuring a pleasant visit.

With downtown Shelter Island only a short drive away, guests at The Chequit can easily reach the city’s top spots while enjoying a quieter retreat. Take advantage of Shelter Island lodging that prioritizes your comfort and relaxation—book today!

Unwind at The Harbor Front Inn on your journey to Shelter Island, where intimate rooms create a welcoming retreat, with rates starting from an affordable $409.99. Stay in rooms that are designed to impress, with luxurious amenities and attention to detail that ensure a memorable experience.

At The Harbor Front Inn, guests are close enough to downtown Shelter Island for easy access, while still enjoying a quieter stay just a short drive away. Relax in Shelter Island with accommodations that make every moment feel indulgent—lock in today!

Experience a refined stay at The Shoals Suites&Slips near Shelter Island, where quality accommodations provide comfort, with nightly rates starting at an accessible $296.99. Find elegance and comfort in rooms that offer a higher level of amenities and attention to detail, perfect for a refined stay.

From The Shoals Suites&Slips, guests can quickly drive into downtown Shelter Island, where the city’s most iconic attractions are always within easy reach. Enjoy a Shelter Island getaway with accommodations that prioritize your ultimate comfort—reserve now!

Immerse yourself in the luxury of Barons Cove near Shelter Island, where plush accommodations offer elegance, with rates starting at an affordable $224.99. Experience a new standard in luxury, with rooms that are thoughtfully designed to provide an exceptional level of comfort.

From Barons Cove, a short drive delivers guests into the heart of downtown Shelter Island, where the city’s top sights are within reach. Discover a Shelter Island hotel that combines world-class amenities with a warm welcome—secure now!

With a perfect blend of style and comfort, Sag Harbor Inn near Shelter Island provides a welcoming environment, with budget-friendly rates starting from $229.99. Stay in rooms that offer the perfect blend of luxury and homely comfort, equipped with everything needed for a delightful stay.

From Sag Harbor Inn, a brief drive takes guests into downtown Shelter Island, where the city’s most vibrant spots are easily accessible. Step into refined elegance in Shelter Island with a hotel that makes every stay unforgettable—secure now!

Step into a sanctuary of elegance at Sound View Greenport near Shelter Island, where inviting rooms create a peaceful haven, with budget-friendly rates from $749.00. Enjoy a stay characterized by sophistication and luxury, where rooms are designed to offer an unparalleled level of comfort.

At Sound View Greenport, guests are never far from downtown Shelter Island, where a short drive brings them to the city’s most iconic destinations for exploration. Discover the best of Shelter Island with a hotel that turns every moment into a memory—secure now!

Step into flawless refinement at Topping Rose House near Shelter Island, where premier rooms redefine comfort, with budget-friendly nightly rates beginning at $412.00. Enjoy a setting where every detail is designed for luxury, with rooms that offer a perfect blend of style, comfort, and exclusivity.

Topping Rose House offers the ideal setting for guests seeking peace and quiet, with downtown Shelter Island only a short trip away for a day of exploring. Find the ultimate indulgence in Shelter Island with accommodations designed for your pleasure—lock in today!

Find elegance and relaxation at The Maidstone on your journey to Shelter Island, where premium rooms offer comfort, with nightly rates starting at just $593.75. Enjoy accommodations that redefine elegance, with rooms that are both beautifully appointed and richly equipped.

From The Maidstone, a brief drive brings guests into downtown Shelter Island, where they can explore the city’s highlights and return to a peaceful stay afterward. Step into a Shelter Island experience where premier service and comfort are guaranteed—book today!

Unwind in the elevated comfort of Journey East Hampton as you explore Shelter Island, where premium rooms offer warmth, with budget-friendly rates beginning at $294.99. Experience the ultimate in luxury and convenience with rooms that cater to your every need, from bespoke services to exquisite decor.

For travelers looking for peace and quiet, Journey East Hampton offers serene surroundings while keeping downtown Shelter Island within reach. Discover the allure of Shelter Island with a hotel that transforms every stay into something extraordinary—secure now!

At The Reform Club, guests visiting Shelter Island will find inviting accommodations with rooms beginning at $1,092.99, creating a warm and welcoming space ideal for relaxation. Experience a comfortable stay with rooms that provide the basics for a relaxing and budget-conscious visit.

Relax in the tranquil environment at The Reform Club, knowing that downtown Shelter Island is just a comfortable drive away for sightseeing. Book a hotel for your Shelter Island visit that delivers on comfort and savings—reserve now!

Stay affordably at Southampton Inn on your journey to Shelter Island, where comfortable rooms provide a welcoming retreat, with nightly rates starting at $205.00. Stay energized with Hampton’s fitness facilities, featuring the latest equipment for cardio and strength training.

Guests can unwind in the tranquil setting of Southampton Inn, while the excitement of downtown Shelter Island is just a drive away. Relax in Shelter Island with a hotel that’s designed to exceed your expectations—secure now!

With rates beginning at $152.99, The Atlantic Hotel is a smart choice for travelers to Shelter Island, creating a cushy space perfect for rest and relaxation. Stay in accommodations that blend added amenities with affordability, providing a superior stay experience.

Guests staying at The Atlantic Hotel will appreciate the calm retreat, with downtown Shelter Island still close enough for city adventures. Enjoy more of Shelter Island with a practical hotel designed for your convenience—reserve now!

At The Bentley Hotel Southampton, travelers to Shelter Island can enjoy inviting accommodations with rooms from $206.99, creating a clean and comfortable atmosphere perfect for unwinding. Find simplicity and satisfaction in rooms that offer clean, functional amenities for a fuss-free stay.

From The Bentley Hotel Southampton, a scenic drive takes guests into downtown Shelter Island, where they can explore the city's highlights before returning to the tranquility of the hotel. Enjoy a cozy, cost-saving hotel for your Shelter Island travels—book your stay today!

For budget-conscious guests bound for Shelter Island, Sea Haven Resort Motel provides affordable comfort with rooms starting at $117.99, creating a tucked away space perfect for unwinding. Enjoy a worry-free visit in rooms that provide essential comfort, ensuring a pleasant and budget-friendly stay.

At Sea Haven Resort Motel, visitors can enjoy the quiet retreat, while still being close enough to downtown Shelter Island for a day of sightseeing. Lock in a budget-friendly hotel that prioritizes your comfort in Shelter Island—reserve today!

Encounter sophistication and relaxation at Canoe Place Inn&Cottages as you visit Shelter Island, where refined accommodations provide comfort, with rates starting at $465.99. Enjoy accommodations that are as lavish as they are comfortable, with rooms designed to offer a regal experience.

Enjoy the peace and quiet at Canoe Place Inn&Cottages, where downtown Shelter Island is just a smooth drive away, allowing for easy access to the city's top attractions. Embrace the magic of Shelter Island with a hotel that creates a flawless experience—reserve now!

Find charm and comfort at Saybrook Point Resort & Marina as you journey to Shelter Island, where relaxing accommodations offer relaxation, with inviting nightly rates from $369.99. Experience a stay that combines luxury with convenience, offering rooms with enhanced amenities and superior service.

Rest at Saybrook Point Resort & Marina in the calm surroundings, while downtown Shelter Island remains nearby for easy access to the city's attractions. Relax in Shelter Island with a hotel that turns your trip into a sophisticated getaway—lock in today!

At Pier Blue Inn Old Saybrook Essex, travelers to Shelter Island can enjoy inviting accommodations with rooms starting at $139.99, creating a warm, welcoming space ideal for relaxation. Experience practical comfort in a setting that focuses on value and essential amenities, ideal for economical travels.

Guests at Pier Blue Inn Old Saybrook Essex will appreciate the calm environment, with the excitement of downtown Shelter Island just a short drive away. Enjoy Shelter Island to the fullest with a welcoming, cost-effective hotel—reserve now!

With rates starting at $89.48, Econo Lodge Inn & Suites Old Saybrook Westbrook provides budget-conscious accommodations for guests visiting Shelter Island, creating a tucked away and inviting space for relaxation. Take advantage of Econo Lodge's locations, often situated near highways for easy travel to and from your destinations.

Guests at Econo Lodge Inn & Suites Old Saybrook Westbrook will find a peaceful escape, while downtown Shelter Island remains easily accessible for a day of sightseeing. Make your Shelter Island visit both cozy and cost-effective—secure your hotel room now!

Experience a mellifluous atmosphere at Waters Edge Resort & Spa as you travel to Shelter Island, where quality rooms provide warmth, with inviting rates from $277.99 per night. Enjoy a blend of modern luxury and traditional hospitality in rooms that are designed to provide an unmatched level of comfort.

The peaceful atmosphere at Waters Edge Resort & Spa offers guests a quiet retreat, with the convenience of downtown Shelter Island still a short drive away. Choose a hotel in Shelter Island that combines sophisticated design with superior comfort—reserve now!

At Super 8 by Wyndham Old Saybrook, travelers bound for Shelter Island will find welcoming, affordable rooms starting at $67.99, creating a clean, comfortable space perfect for relaxation. Benefit from Super 8’s loyalty program, Wyndham Rewards, which enriches your travel experiences with each point earned.

Unwind in the peaceful surroundings of Super 8 by Wyndham Old Saybrook, while knowing that downtown Shelter Island is still within reach for sightseeing and exploration. Make your Shelter Island trip enjoyable and economical—secure your hotel stay today!

For budget-savvy travelers headed to Shelter Island, Lamplighter Motel Clinton Connecticut offers inviting rooms with rates beginning at $75.00, creating a warm, comfortable space perfect for rest. Enjoy the added convenience and comfort of rooms that offer more than just the basics, at a price that’s still affordable.

A relaxing stay awaits at Lamplighter Motel Clinton Connecticut, where peaceful surroundings provide a calm retreat and downtown Shelter Island is nearby. Take comfort in knowing your Shelter Island trip is both cost-effective and enjoyable—book today!

With rates from $93.99, Liberty Inn is a convenient choice for travelers to Shelter Island, creating a warm and comfortable space ideal for relaxation. Relax in rooms that offer the basics for a comfortable and economical visit, designed for the value-conscious traveler.

Unwind in the serene surroundings of Liberty Inn, where guests can enjoy rest while downtown Shelter Island is still within reach. Stay smart and enjoy comfort on your Shelter Island visit without overspending—secure now!

Immerse yourself in the lavish surroundings of Gurneys Montauk Resort & Seawater Spa near Shelter Island, where inviting accommodations deliver tranquility, with rates starting at $525.99. Experience a stay where luxury meets innovation, with rooms equipped with the latest technology and plush, elegant furnishings.

A tranquil retreat awaits at Gurneys Montauk Resort & Seawater Spa, with the convenience of downtown Shelter Island still close enough for exploration. Step into luxury in Shelter Island with accommodations that leave nothing to be desired—secure now!

At Quality Inn Old Saybrook Westbrook, guests traveling to Shelter Island will find cozy-like accommodations with rooms from $128.99, creating a welcoming and relaxing atmosphere. Indulge in a luxury experience with Quality Inn's suite upgrades, featuring additional space and premium amenities.

The tranquil setting at Quality Inn Old Saybrook Westbrook offers a relaxing stay, with downtown Shelter Island still accessible for a day of exploration. Plan a seamless Shelter Island visit with thoughtfully designed, budget-friendly lodging—reserve today!