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Shelter Island Heights
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Hotels (6)

6 properties found

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  • Shelter Island House

    Shelter Island House

    Hotel

    Excellent

    (7 reviews)

    8.6
    Situated about 25 minutes' walk from Crescent Beach, the 4-star Shelter Island House Hotel Shelter Island Heights offers 11 rooms. The hotel, located 4.7 km from the Southold Bay, features a…

    starts from

    US$ 569 per one night

  • House On Chase Creek

    House On Chase Creek

    Bed & Breakfast

    Excellent

    (15 reviews)

    9.2
    The 4-star House On Chase Creek Bed & Breakfast Shelter Island Heights includes air-conditioned rooms around a 10-minute drive from the Greenport Antique Carousel. Located 2.6 km from the Camera…

    starts from

    US$ 283 per one night

  • The Chequit

    The Chequit

    Inn

    Excellent

    (28 reviews)

    8.6
    Situated merely 500 metres from Crescent Beach, the 4-star smoke-free The Chequit Hotel Shelter Island Heights welcomes guests with a shopping area and a restaurant.

    starts from

    US$ 826 per one night

  • Seven Resort Style Inn Near Beach

    Seven Resort Style Inn Near Beach

    Bed & Breakfast

    Excellent

    (93 reviews)

    9.8
    Boasting a private art gallery, the traditional Seven Resort Style Inn Near Beach Shelter Island Heights is located 2.4 km from Shelter Island. Featuring a heated pool, this 4-star bed & breakfast…

    starts from

    US$ 232 per one night

  • West Neck Guesthouse

    West Neck Guesthouse

    Guest house

    Good

    (21 reviews)

    7.4
    Situated approximately a 25-minute walk from Crescent Beach, West Neck Guesthouse Shelter Island Heights offers 6 rooms. Located 4.7 km from the Southold Bay, this 2-star hotel boasts a seasonal…

    starts from

    US$ 358 per one night

  • Dering Harbor Inn

    Dering Harbor Inn

    Hotel
    The 2-star Dering Harbor Inn Shelter Island Heights provides proximity to the locally run aquaculture Southold Bay Oysters Farm, which is located about a 15-minute ride away.

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Hotels in Shelter Island Heights

Shelter Island Heights offers a delightful range of accommodations with 6 hotels available, catering to various traveler preferences. Dominated by charming boutique inns and cozy bed-and-breakfasts, most hotels are located near the serene waterfront or nestled in the heart of the village. Average prices for 3-star hotels hover around $250 per night, while luxurious 5-star retreats average $500 per night. A recently built boutique hotel has captured attention with its eco-friendly design and stunning harbor views, blending modern comfort with local charm. Discover your perfect stay and book confidently through our platform today!

Where to stay in Shelter Island Heights - a guide to the best areas and neighborhoods

Hotel Name
Description

Arbor View House Bed And Breakfast

* The district offers peaceful surroundings and plenty of open spaces for kids to play.

* Arbor View House Bed And Breakfast provides spacious family-friendly rooms with delightful breakfasts.

* Close proximity to Adventure Playground and Market Street Shops ensures convenient entertainment options.

Families will feel right at home in the Quiet Hills District, perfect for a serene and enjoyable family getaway.

The Menhaden Hotel

* Village Center is known for its easy access to ferry terminals and business hubs.

* The Menhaden Hotel features high-speed Wi-Fi, meeting areas, and a rooftop terrace for informal networking.

* The district's central location boasts quick connections to restaurants for client lunches or dinners.

Business travelers should head to the Village Center for its convenient access and essential amenities.

American Beech Hotel

* The district offers plenty of cafés, shops, and cultural attractions to explore alone.

* American Beech Hotel provides stylish rooms and a social restaurant and bar, perfect for meeting new people.

* Its walkable streets make it easy to explore the area's highlights at your own pace.

Solo travelers will enjoy the vibrant vibe of the Old Town District with its lively streets and welcoming atmosphere.

Baron'S Cove

The Harbor Front Inn

* The district offers stunning waterfront sunsets and intimate dining options.

* Baron'S Cove delivers luxurious rooms with romantic harbor views and a cozy lounge perfect for couples.

* The Harbor Front Inn is another excellent choice, known for its serene atmosphere and beautiful surroundings.

Couples on a romantic getaway will fall in love with the Waterfront District for its breathtaking views and tranquil ambiance.

Greenporter Hotel

* The district provides budget-friendly accommodations close to local attractions.

* Greenporter Hotel combines reasonable rates with excellent amenities, including a spa for added relaxation.

* Downtown's central location makes it easy to walk or bike to key sites, saving on transportation costs.

Budget travelers will appreciate the affordable options and convenience of staying in the Downtown Area.

Shelter Island Heights Tips You Must Know

* Book your accommodations early if you're planning to visit during peak summer months (June to August) when demand is highest; aim for midweek stays to secure better deals.

* Late spring and early fall are ideal times to visit with fewer crowds and slightly lower prices; avoid major holidays like Memorial Day and Labor Day for more affordable options.

* Shelter Island Heights is accessible via ferry from Greenport or North Haven, costing around $2-$15 per ride; bikes are an excellent way to explore the small and scenic area affordably.

* Save money by dining at local markets or off-the-beaten-path eateries and consider free outdoor activities like hiking or beach excursions for sightseeing.

* While Shelter Island Heights is generally safe, stick to well-lit and populated areas at night, especially if venturing far off main streets or the waterfront.

Frequently asked question

Which hotels in Shelter Island Heights offer the best beach access?

Silver Sands Motel & Beach Bungalows and The Harbor Front Inn both offer easy access to serene beaches just steps away from their locations.

Are there hotels with great harbor views in Shelter Island Heights?

Baron'S Cove and The Harbor Front Inn are popular for their stunning harbor views, perfect for watching sunsets.

What hotels are closest to local attractions like shops and restaurants?

American Beech Hotel and The Menhaden Hotel are centrally located, offering quick access to local boutiques and dining spots.

Can I find hotels that offer adventurous activities nearby?

Hotels like Zey Hotel and Arbor View House Bed And Breakfast are near hiking trails and kayaking spots for outdoor enthusiasts.

What is the best time to book hotels in Shelter Island Heights for quieter stays?

Staying at hotels such as Greenporter Hotel or The Menhaden Hotel in late spring or early fall offers quieter experiences before or after peak summer.

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