Photo by Brian V. Rowe

Shelter Island Heights Hotels

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Our top choices for Shelter Island Heights hotels

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is P6,128
P7,002 total
includes taxes & fees
Jan 6 - Jan 7
House on Chase Creek

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
Hero Beach Club

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (292)
"Daunts is our home away from home when we visit Montauk. From the convenience to the superb hospitality and comfortable rooms. If you’re visiting MTK you have to stay at Daunts, and their pet friendly "
United States
Yohayna
Daunt's Albatross Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (92)
"Hotel was beautiful !!"
United States
Erica
The price is P6,832
P11,168 total
includes taxes & fees
Jan 20 - Jan 21
Offshore Montauk

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (712)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (880)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31)
"Great staff"
United States
Douglas
The price is P7,046
P9,016 total
includes taxes & fees
Jan 2 - Jan 3
Sea Haven Resort Motel

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is P56,035
P64,020 total
includes taxes & fees
Jan 2 - Jan 3
Wainscott Woods Retreat

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (787)
"Everything was good "
United States
Monica
The price is P5,508
P6,293 total
includes taxes & fees
Jan 2 - Jan 3
Budget Host East End Hotel in Riverhead

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is P5,137
P6,640 total
includes taxes & fees
Jan 3 - Jan 4
Hamlet Inn

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very Good, (707)
"Good room. Great view! Nice heating system. Friendly staff. "
United States
Jessie
The price is P21,774
P29,852 total
includes taxes & fees
Jan 20 - Jan 21
Gurney's Montauk Resort & Seawater Spa

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is P11,770
P14,405 total
includes taxes & fees
Jan 2 - Jan 3
Southampton Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (205)
"Good location. Nice people!! "
United States
Theresa
The price is P5,870
P7,000 total
includes taxes & fees
Jan 31 - Feb 1
Southampton Long Island Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (373)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is P9,263
P10,584 total
includes taxes & fees
Jan 14 - Jan 15
The Preston House & Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (975)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1276)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is P8,156
P10,470 total
includes taxes & fees
Feb 1 - Feb 2
Montauk Manor

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Stay near popular Shelter Island Heights attractions

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

View of Dering Harbor
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

More cheap stays in Shelter Island Heights

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Beaches: Enjoy picturesque beaches with breathtaking coastal views, perfect for relaxation and romantic evenings.
  • Outdoor Activities: Explore scenic trails, play golf, or partake in various outdoor adventures tailored for enthusiasts.
  • Cultural Experiences: Attend local theatre performances and music concerts, immersing yourself in the vibrant cultural scene.
  • Charming Accommodations: Stay in delightful bed and breakfasts or unique agritourism properties for a memorable experience.
  • Family-Friendly Environment: The area caters to families and couples alike, ensuring enjoyable experiences for all visitors.

Find great hotels near Shelter Island Heights

For a delightful getaway in Shelter Island Heights, a variety of accommodation options await you, from charming bed and breakfasts to unique agritourism properties. Ideal for families and adventure seekers alike, many hotels offer pet-friendly services to ensure a pleasant stay. Whether you're searching for the best hotels or simply exploring the lodging options in Shelter Island Heights, you're sure to find a perfect base for your holiday experience.

  • Sound View Greenport: Nestled 3.2km from Shelter Island Heights, Sound View Greenport offers a delightful beachside retreat perfect for families and pet lovers. This 3.5-star hotel boasts direct access to the beach, allowing guests to easily immerse themselves in the sun, sand, and surf. Families will appreciate the thoughtful amenities for children, including free cribs and window guards for added safety. The pet-friendly policy welcomes dogs and cats, making it an ideal choice for those travelling with furry companions. Enjoy a memorable vacation experience amidst stunning coastal views.
  • The Harbor Front Inn: Located 1.6km from Shelter Island Heights, The Harbor Front Inn is an excellent choice for business travellers seeking comfort and convenience. This 3.5-star accommodation allows pets, with a focus on providing a welcoming environment for dogs. With amenities such as in-room pet accommodations and waived fees for service animals, guests can enjoy a hassle-free stay. The hotel's charming setting along the waterfront provides a serene backdrop for work and relaxation, making it an appealing option for both business and leisure visitors.
  • Sag Harbor Inn: Situated 9.7km from Shelter Island Heights, Sag Harbor Inn is a sophisticated 3.5-star hotel tailored for business travellers. Guests can expect a tranquil atmosphere combined with modern conveniences, ensuring a productive stay. The inn features well-appointed rooms designed for comfort and functionality, making it an ideal base for those conducting business in the area. With its proximity to local attractions and amenities, Sag Harbor Inn is perfectly positioned for both work and relaxation.

Where to stay near Shelter Island Heights

Exploring Shelter Island Heights offers a delightful mix of outdoor adventures and romantic beach getaways. This charming area is perfect for families and couples alike, boasting scenic acres and a beautiful harbour. Nearby, you'll discover excursions that cater to both luxury and budget travellers, ensuring a memorable experience. Whether you're strolling along the coast or soaking in the picturesque surroundings, Shelter Island Heights is a captivating destination for any holidaymaker.

  • Hamptons: Nestled approximately 16.1km from Shelter Island Heights, the Hamptons is a renowned coastal retreat famous for its stunning beaches and upscale charm. This area is particularly lively from June to August, drawing visitors for its romantic getaways and outdoor adventures. Enjoy a round of golf, relax in recreational areas, or attend a lively music concert. Local landmarks such as pristine beaches and tranquil lakes make it a perfect destination for sun-seekers and nature enthusiasts alike.
  • Greenport: Just 1.6km from Shelter Island Heights, Greenport is a quaint town that offers a delightful blend of outdoor activities and romantic settings. The peak visitor season runs from June to August, as tourists flock to its picturesque beaches and parks. Popular activities include golfing, attending music concerts, and exploring recreational areas. With its charming waterfront and family-friendly beaches, Greenport provides a perfect backdrop for a relaxing getaway while still being close to vibrant local culture.
  • Shelter Island: A mere 1.6km from Shelter Island Heights, Shelter Island is a serene destination that attracts visitors with its outdoor allure and beach experiences. The seasonal influx of guests peaks during the summer months, particularly from June to August, making it an ideal spot for romantic escapes. Explore the island’s ski resorts in winter or bask on its beautiful beaches during the warmer months. With stunning lakes and family-friendly environments, Shelter Island promises a tranquil yet engaging vacation experience.

Things to do near Shelter Island Heights

Shelter Island Heights is perfect for outdoor enthusiasts and couples seeking a romantic beach getaway. Visitors can enjoy activities such as exploring the island, playing a round of golf, attending music concerts, and experiencing local theatre performances. For a memorable experience, don't miss the chance to have a romantic evening while soaking in the stunning coastal views.

Shopping

In Shelter Island Heights, visit the Greenport Farmers' Market only 1.6km away for fresh produce and local goods. For a unique boutique experience, The Style Bar is 9.7km away. If you're up for a drive, Love Lane, located 11.6kms away, offers a charming selection of shops.

Recreation

At Shelter Island Whale's Tail, enjoy a delightful round of mini-golf with family amidst a vibrant atmosphere filled with adventure. Noyac Golf Club offers an invigorating golfing experience set in scenic landscapes, while Cedar Point County Park provides a serene environment for relaxation and wellness activities.

Adventure

Experience the thrill at Splish Splash Water Park, located 37.0km from Shelter Island Heights, offering exhilarating slides and family-friendly attractions. For a scenic adventure, hike the Walking Dunes Trailhead, situated 27.4km away, where you can enjoy nature’s beauty and breathtaking views. Don’t miss the excitement at Riverhead Raceway, 33.8km distant, for thrilling motor racing action.

Nightlife

Experience the whimsical Greenport Carousel, just 1.6km away, offering delightful outdoor vibes. For a touch of romance and culture, head to Bay Street Theatre, six miles away. Alternatively, catch a film at Regal UA East Hampton, twelve miles away, perfect for family entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Shelter Island Heights

To save money on your visit to Shelter Island Heights, consider travelling during the off-peak season from January to March when hotel prices are generally lower. Look for stays on Tuesdays, the least expensive day. Use Expedia to compare room rates, filter for eco-friendly options, and combine hotel bookings with flights for additional savings. Public transport may be limited, so walking is a great way to explore the area for free. Additionally, keep an eye out for last-minute deals and discounts to maximise your budget.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island Heights is moderately seasonal. The cheapest months to stay in Shelter Island Heights are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island Heights is Tuesday. The most expensive day to stay in Shelter Island Heights is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, allowing you to identify the most affordable hotels right away. Furthermore, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will highlight sustainable and environmentally-friendly accommodations available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Shelter Island Heights with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island Heights

Shelter Island Heights is an ideal destination for outdoor lovers and those seeking a romantic beach getaway. Visitors can explore stunning beaches, urban parks, and historic buildings, catering to a variety of interests including culture and family experiences. Notable attractions include Sunset Beach and the charming island vibes that characterise this picturesque locale, perfect for a memorable vacation.

  • Safe Harbor Stirling: Located 3.2km from Shelter Island Heights, Safe Harbor Stirling offers a picturesque retreat with stunning beach scenery. Enjoy a tranquil atmosphere perfect for relaxation or a leisurely stroll along the shore, surrounded by natural beauty.
  • Custer Institute and Observatory: Situated 8.0km away, this fascinating observatory provides a unique opportunity to explore the cosmos. Engage in educational programmes and view celestial events through powerful telescopes, making it a must-visit for astronomy enthusiasts.
  • McCabe's Beach: Just 8.0km from Shelter Island Heights, McCabe's Beach boasts a vibrant beach atmosphere. It's an ideal spot for sunbathing, swimming, and enjoying the refreshing ocean breeze, making it a perfect day out by the water.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyHighAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyAverageModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

To reach Shelter Island Heights, you have several airport options. Islip, NY (ISP-MacArthur) is located 70.8km away, with nearby hotel options like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. East Hampton, NY (HTO) is a closer option at 16.1km away, featuring the luxurious 4.5-star Topping Rose House and The Roundtree, Amagansett, both conveniently situated. New Haven, CT (HVN-Tweed - New Haven Regional) is 49.9km distant, with quality accommodations such as the Omni New Haven Hotel at Yale and The Blake Hotel, both just 4.8km from the airport, offering easy access for your travels.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
House on Chase Creek is ranked highly by Expedia customers. This guesthouse offers free parking and free WiFi. Shelter Island House is another top choice for your trip based on reviews. See all available top hotels, or vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best place to stay for a family trip to Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your family trip. Attractions in the area like Railroad Museum of Long Island and Shelter Island Whale's Tail are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best pet-friendly hotel in Shelter Island Heights?
The Chequit is a top hotel for people traveling with their pets, and offers a restaurant and a coffee shop for its human guests. Other good choices for you and your pet include The Rams Head Inn and SEVEN - Shelter Island Guest House. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best hotel to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach. See more stays near the beach in Shelter Island Heights.
What's the best hotel for a golf vacation in Shelter Island Heights?
House on Chase Creek is a top guesthouse that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Shelter Island House and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodations with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach, and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness center, a bar, and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
What's it like staying in Shelter Island Heights?
Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices, and theaters. In Shelter Island Heights, there are 46 hotels and other accommodations to choose from. Find out more about Shelter Island Heights.
What is there to see in Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach, and Menhadden Lane Beach. A couple of additional sights to add to your agenda are Shelter Island Country Club and Sylvester Manor. Check out what more to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.

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