Best Luxury Boutique Hotels in Shelter Island Heights

List Of Best Boutique Hotels Shelter Island Heights

We have created a list with the best boutique hotels in Shelter Island Heights, USA. Hope you enjoy it. We think it might be the best of its kind around

The Menhaden Hotel
Hotels
207 Front Street, Greenport, NY 11944, USA

Welcome to The Menhaden Hotel, one of the premier boutique hotels in Orient, Spain. Nestled in the charming town of Greenport, this stylish hotel offers a unique blend of modern comfort and local charm that makes it an ideal retreat for travelers seeking a cozy escape. With exceptional service and a prime location just miles from stunning beaches and picturesque vineyards, you will find yourself immersed in the captivating landscapes that define this coastal haven.

The Menhaden Hotel boasts a range of thoughtful amenities designed to enhance your stay. Enjoy complimentary WiFi throughout the property, unwind on the spacious terrace, or take advantage of the free bikes available for your exploration. Each air-conditioned room features a closet, flat-screen TV, and private bathroom with complimentary toiletries for added convenience. With 24-hour front desk service and concierge assistance, your every need is catered to at this exquisite boutique hotel, ensuring a memorable experience during your visit to Orient, Spain.

Boutique Hotel Amenities:

Child Friendly • Oceanfront • Ocean View • Wellness Facilities • Restaurant • Sports/Activities • Entertainment
Show more
The Harbor Front Inn
Hotels
209 Front Street, Greenport, NY 11944, USA

Welcome to The Harbor Front Inn, one of the finest boutique hotels in Orient, Spain, where charming accommodations meet exquisite local culture. Nestled in the heart of Greenport, this hotel offers an ideal retreat for travelers seeking both comfort and convenience. With trendy shops and delightful restaurants just steps away, you can immerse yourself in the vibrant local scene while enjoying the serene beauty of waterfront views. This intimate inn is perfect for couples, families, or solo adventurers looking to experience a unique blend of relaxation and exploration.

At The Harbor Front Inn, you will find beautifully appointed guest rooms featuring flat-screen cable TVs, refrigerators, and private bathrooms with plush bathrobes and hairdryers. Certain room types offer balconies where you can savor stunning vistas. As a guest, enjoy access to a seasonal outdoor swimming pool and a well-equipped fitness center to unwind after a day of adventure. With free WiFi throughout the property and a friendly 24-hour front desk service, your stay in this boutique hotel will be both comfortable and memorable. Plus, with North Ferry Terminal only a short stroll away and Kontokosta Winery just minutes by car, you are perfectly positioned to explore all that this picturesque region has to offer.

Boutique Hotel Amenities:

Ocean View • Wellness Facilities • Child Friendly • Oceanfront • Sports/Activities
Show more
American Beech Hotel
Hotels
300 Main Street, Greenport, NY 11944, USA

Welcome to the American Beech Hotel, a premier choice among boutique hotels in Orient, Spain, where charm meets elegance. Nestled in the picturesque Greenport area, this charming hotel invites you to experience an intimate and personalized stay. With its beautifully appointed rooms, sophisticated ambiance, and close proximity to local attractions, the American Beech Hotel is perfect for travelers seeking a unique escape from the ordinary.

Your stay at the American Beech Hotel comes with a variety of amenities designed to enhance your vacation. Enjoy complimentary bikes to explore the surrounding beauty or relax in the lush garden after a day of adventure. Each room features modern conveniences including air conditioning, flat-screen TVs, and private bathrooms stocked with essentials like free toiletries and hairdryers. Additionally, the on-site restaurant and bar offer delicious meals and refreshing drinks, making it easy to unwind and indulge during your boutique getaway in Orient, Spain.

Boutique Hotel Amenities:

Restaurant • Sports/Activities • Entertainment • Child Friendly • Wellness Facilities
Show more
Sound View Greenport
Hotels
58775 County Rd 48, Greenport, NY 11944, USA

Welcome to Sound View Greenport, your idyllic escape nestled on the North Fork of Long Island, just 98 miles from New York City. This charming boutique hotel offers an intimate atmosphere where you can unwind and immerse yourself in stunning views of the Long Island Sound. With its unique blend of coastal charm and modern amenities, Sound View Greenport is a perfect choice for those seeking an exceptional getaway among the best boutique hotels in Orient, Spain.

Your stay at Sound View Greenport includes access to a seasonal outdoor pool, a private beach area, and bike rentals, allowing you to explore the scenic surroundings at your leisure. Each room features cozy seating areas and private bathrooms equipped with complimentary toiletries for added comfort. Enjoy a refreshing drink at the bar or relax in the shared lounge after a day filled with activities such as tennis. Whether you're looking for a romantic retreat or a family vacation, this boutique hotel promises a memorable experience that combines relaxation and adventure.

Boutique Hotel Amenities:

Sports/Activities • Oceanfront • Wellness Facilities • Restaurant • Entertainment • Private Beach • Business Services • Ocean View
Show more

Compare the Best Boutique Hotels in Shelter Island Heights – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($) Star Rating Review Count Book
The Menhaden Hotel 207 Front Street, Greenport, NY 11944, USA 329 4 9.3 120 Click here
The Harbor Front Inn 209 Front Street, Greenport, NY 11944, USA 625 3 8.4 174 Click here
American Beech Hotel 300 Main Street, Greenport, NY 11944, USA 347 4 8.7 191 Click here
Sound View Greenport 58775 County Rd 48, Greenport, NY 11944, USA 625 3 8 226 Click here

Note: The prices for each luxury boutique hotels in Shelter Island Heights do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Some of the best luxury boutique hotels in Shelter Island Heights include The Pridwin Hotel and The Chequit. These hotels offer exceptional services, stunning views, and a unique charm that sets them apart from standard accommodations.

Luxury boutique hotels in Shelter Island Heights typically offer high-end amenities such as gourmet dining, serene spa services, and beautifully designed rooms. Many also feature outdoor pools and easy access to local beaches for a complete getaway experience.

Yes, several luxury boutique hotels in Shelter Island Heights cater to families. Hotels like The Pridwin Hotel often provide kid-friendly activities and spacious accommodations to ensure a comfortable stay for all ages.

When choosing the right luxury boutique hotel in Shelter Island Heights, consider factors such as location, available amenities, and guest reviews. Additionally, think about the type of experience you want—whether it’s a peaceful retreat or a more active vacation.

The average price for luxury boutique hotels in Shelter Island Heights can vary widely, typically ranging from $250 to over $500 per night, depending on the season and specific hotel. It's advisable to book in advance for better rates.

Many luxury boutique hotels in Shelter Island Heights offer pet-friendly accommodations, but it’s always best to check in advance. Hotels like The Chequit may have specific policies, so be sure to inquire while making your reservation.

Luxury boutique hotels in Shelter Island Heights often provide unique experiences such as personalized concierge services, bespoke dining options, and curated local excursions. These elements aim to enhance your overall stay and immerse you in the local culture.

Absolutely! Many luxury boutique hotels in Shelter Island Heights specialize in romantic getaways, offering packages that include spa treatments, candlelit dinners, and scenic sunset views. The intimacy of these hotels makes them perfect for couples.

3-Day Shelter Island Heights Itinerary If You're Staying at a Luxury Hotel

Day 1:

  • Morning: Start your day with a leisurely breakfast at the The Breakfast Table, known for its fresh, local ingredients and charming atmosphere.
  • Afternoon: Take a stroll through the beautiful Mashomack Preserve, where you can enjoy scenic trails and an abundance of wildlife.
  • Evening: Dine at Five Corners Cafe, offering farm-to-table dishes in a cozy setting.

Day 2:

Day 3:

  • Morning: Indulge in brunch at Bay Beacon, featuring a relaxing atmosphere and delicious menu options.
  • Afternoon: Explore the quaint shops in the Shelter Island Village, where you can find unique local crafts and gifts.
  • Evening: End your trip with a sunset cruise around the island, departing from Shelter Island Ferry.

🛏️ Hotels perfect for this itinerary: The Pridwin Hotel, Sunset Beach, The Chequit

Where to Stay in Shelter Island Heights: Best Areas by Traveler Type

Choosing the right area to stay in Shelter Island Heights is essential for a memorable vacation experience, as it greatly depends on each traveler’s needs. This charming destination features diverse neighborhoods, each offering unique amenities and atmospheres perfect for various types of visitors. In this guide, we’ll help you discover the best fit for your stay in this picturesque locale.

👫 Where to Stay in Shelter Island Heights for Couples

Best Areas: West Neck, Shelter Island Village

Why it’s perfect: Stunning waterfront views ideal for romantic strolls. Tranquil ambiance with intimate dining experiences. Proximity to private beaches for relaxing days together.

Top Hotels: The Pridwin Hotel, Shelter Island House, The Bungalows at the Chequit

Top Features: Romantic views, Intimate dining options, Secluded beach access


👨‍👩‍👧 Where to Stay in Shelter Island Heights with Family

Best Areas: Hay Beach, East Point

Why it’s perfect: Family-friendly activities like boating and hiking nearby. Spacious accommodations suitable for larger groups. Access to parks and recreational areas for children.

Top Hotels: The Mansion at Shelter Island, Windward Cottage, The Shoreline Beach House

Top Features: Kid-friendly amenities, Outdoor activities, Large family suites


🧳 Where to Stay in Shelter Island Heights for Solo Travelers

Best Areas: North Haven, Shelter Island Heights Main Street

Why it’s perfect: Vibrant atmosphere with cafes and shops for socializing. Easy access to local attractions for solo exploration. Safe neighborhoods perfect for leisurely walks.

Top Hotels: The Chequit, Sunset Beach, The Islander Motel

Top Features: Community vibe, Local dining experiences, Proximity to attractions


👵👴 Where to Stay in Shelter Island Heights for Seniors

Best Areas: Shelter Island Heights, West Neck

Why it’s perfect: Quiet surroundings conducive to relaxation. Availability of accessible accommodations and amenities. Close proximity to nature trails and easy walking routes.

Top Hotels: The Pridwin Hotel, The Ram's Head Inn, Shelter Island House

Top Features: Peaceful ambiance, Accessible facilities, Scenic walking paths


💸 Where to Stay in Shelter Island Heights on a Budget

Best Areas: Shelter Island Heights Village, Greenport

Why it’s perfect: Affordable lodging options without sacrificing comfort. Community events and local markets that are budget-friendly. Convenient access to public transportation and local eateries.

Top Hotels: Harborfront Inn, The Clark House, Colonial House Inn

Top Features: Value for money, Community atmosphere, Local dining options


💎 Where to Stay in Shelter Island Heights for Luxury

Best Areas: West Neck, Shelter Island Village

Why it’s perfect: Opulent properties offering top-notch service and amenities. Unique boutique hotels with personalized experiences. Stunning views and exclusive access to pristine beaches.

Top Hotels: The Pridwin Hotel, The Chequit, The Islander Inn

Top Features: Luxurious accommodations, Exclusive spa services, World-class dining options


Where to Stay in Shelter Island Heights - Quick Guide

Traveler Type Best Areas Top Features
Couples West Neck, Shelter Island Village Romantic views, Intimate dining options, Secluded beach access
Family Hay Beach, East Point Kid-friendly amenities, Outdoor activities, Large family suites
Solo North Haven, Shelter Island Heights Main Street Community vibe, Local dining experiences, Proximity to attractions
Seniors Shelter Island Heights, West Neck Peaceful ambiance, Accessible facilities, Scenic walking paths
Budget Shelter Island Heights Village, Greenport Value for money, Community atmosphere, Local dining options
Luxury West Neck, Shelter Island Village Luxurious accommodations, Exclusive spa services, World-class dining options