A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels

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Our top choices for Shelter Island Heights hotels

1. The Chequit

The Chequit
The Heights
United States
Kristin
P9,351
P10,684 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
P13,473
P15,393 total
includes taxes & fees
Oct 6 - Oct 7
House on Chase Creek

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
P12,595
P14,389 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
West Neck Guesthouse

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
P10,094
P13,321 total
includes taxes & fees
Nov 1 - Nov 2
The Harbor Front Inn

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
P20,363
P23,265 total
includes taxes & fees
Oct 12 - Oct 13
Silver Sands Motel & Beach Bungalows

7. The Menhaden

The Menhaden
Greenport
United States
Lisa
P21,648
P27,240 total
includes taxes & fees
Nov 1 - Nov 2
The Menhaden

8. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
P16,291
P20,525 total
includes taxes & fees
Nov 1 - Nov 2
Oyster Estate

9. Zey Hotel

Zey Hotel
Greenport
United States
Renee
P10,561
P12,066 total
includes taxes & fees
Oct 4 - Oct 5
Zey Hotel

10. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
P15,696
P20,435 total
includes taxes & fees
Oct 4 - Oct 5
American Beech Hotel

11. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
P14,425
P18,270 total
includes taxes & fees
Nov 1 - Nov 2
Sound View Greenport

12. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
P12,646
P16,014 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
P10,591
P19,051 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums

14. North Fork Resort

North Fork Resort
Greenport
United States
Harold
P16,672
P19,048 total
includes taxes & fees
Oct 5 - Oct 6
North Fork Resort

15. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
P13,722
P15,677 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Toni and Zak
P9,821
P12,375 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa

17. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
P26,222
P32,954 total
includes taxes & fees
Nov 1 - Nov 2
Faraway Sag Harbor

18. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Veronica
P9,336
P10,666 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Long Island East End

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Amy
P6,071
P6,982 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Old Saybrook - Westbrook

20. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
P5,351
P6,113 total
includes taxes & fees
Oct 4 - Oct 5
Shorewood Inn
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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

Crescent Beach

9.4/10 (13 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
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Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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Shelter Island Country Club

10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
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Sylvester Manor

8.8/10 (3 reviews)
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
See properties

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.

See all hotels in Shelter Island Heights
A pebbled beach with a sunset and a distant bridge.

Top Shelter Island Heights Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Love the ocean views"
Julie 1-night trip
Posted 5 hours ago
Montauk Blue Hotel
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 1 day ago
Montauk Yacht Club
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The beach was perfect"
Igor 1-night trip
Posted 1 day ago
Ocean Vista Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"I felt very comfortable and at ease. I had planned on getting a massage, but never made it. Next time I will book one. The beds were comfortable. The food was good, I enjoyed myself."
LOUISE 2-night trip
Posted 2 days ago
Water's Edge Resort & Spa
The Chequit

The Chequit

8/10 Good
"The only real problem was the constant loud noise of air rushing outside the room from an air shaft along side the chimney. The staff was not able to quiet it. Most of the noise came in via the window a/c unit so removing it and closing the window would have helped. There refrigerator was warm when we arrived but, the evening clerk promptly got it running for us."
Peter 1-night trip
Posted 4 days ago
The Chequit

More cheap stays in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
P4,894
P5,628 total
Oct 5 - Oct 6
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Aderi Hotel Niantic

Aderi Hotel Niantic

239 Flanders Road Niantic CT
P5,049
P5,806 total
Nov 1 - Nov 2
includes taxes & fees
6.4/10 (739 reviews)
Aderi Hotel Niantic
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
P5,381
P6,188 total
Oct 21 - Oct 22
includes taxes & fees
Sleep Inn & Suites Niantic North
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
P5,570
P6,364 total
Oct 5 - Oct 6
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
P5,592
P7,955 total
Oct 28 - Oct 29
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
P7,872
P10,784 total
Oct 7 - Oct 8
includes taxes & fees
The Bentley Hotel Southampton

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Picturesque Beaches: Shelter Island Heights boasts stunning beaches ideal for relaxation and exploration.
  • Outdoor Activities: Engage in various outdoor pursuits, from golf to hiking, in the area’s natural beauty.
  • Charming Neighbourhoods: Explore delightful neighbourhoods offering a mix of budget-friendly and upscale accommodations.
  • Historic Attractions: Visit notable sites like the Shelter Island Country Club and the charming Presbyterian Church.
  • Family-Friendly Environment: Perfect for families and couples seeking a romantic or adventurous getaway.

Find great hotels near Shelter Island Heights

Discover the charm of Shelter Island Heights, where a variety of accommodation options await you, from cosy hotels to unique agritourism properties. Whether you're travelling with family or seeking a pet-friendly retreat, this picturesque destination offers a delightful blend of adventure and relaxation. Enjoy a memorable vacation experience in charming surroundings, with easy access to the stunning landscapes and attractions that make Shelter Island Heights a perfect getaway.

  • Sound View Greenport: Sound View Greenport offers a charming beachside retreat with a focus on family and business travel. This 3.5-star hotel, located a mere 3km from Shelter Island Heights, features direct access to the beach, allowing guests to enjoy the sun and surf at their leisure. Families will appreciate the thoughtful amenities for children, including complimentary cribs and window guards for added safety. Guests have praised the hotel for its friendly atmosphere and accessibility, making it a delightful choice for those seeking a relaxing getaway.
  • Sag Harbor Inn: With a guest rating of 9.4 out of 10, Sag Harbor Inn is a sophisticated choice for business travellers seeking a refined experience. Situated 10km from Shelter Island Heights, this 3.5-star property combines comfort with professionalism, ensuring a pleasant stay for those on work-related trips. The inn's elegant decor and attentive service provide a serene backdrop for productivity while still offering a taste of the local charm. Guests have commended the inn for its peaceful environment, making it an ideal spot for business-oriented visits.
  • The Harbor Front Inn: Just 2km from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star accommodation that caters to both business travellers and pet owners. Rated 8.8 out of 10, the inn features a pet-friendly policy, allowing guests to bring their furry companions along for the stay. With amenities tailored for pets, such as designated areas and service animal waivers, travellers can enjoy their visit without leaving their pets behind. The location offers stunning views and a blend of relaxation and convenience, appealing to a diverse range of guests.

Where to stay near Shelter Island Heights

Embark on an unforgettable vacation in Shelter Island Heights, a charming community perfect for outdoor adventures, family getaways, and romantic escapes. Explore the picturesque surroundings of Shelter Island, where scenic views and luxury experiences abound. Discover delightful neighbourhoods nearby, each offering a unique atmosphere and a blend of budget-friendly and upscale options. Whether you seek tranquillity or excursions, Shelter Island Heights promises a captivating getaway in New York's enchanting island community.

  • Greenport: Nestled just 1.6km from Shelter Island Heights, Greenport is a charming coastal city that offers a delightful blend of outdoor experiences and romantic settings. With a moderately seasonal influx of travellers, the peak season from June to August sees visitors flocking to its beautiful beaches and parks. Popular activities include golfing, enjoying music concerts, and exploring recreational areas. Greenport's local landmarks, such as family-friendly beaches, provide the perfect backdrop for a relaxing day by the water, making it an ideal spot for those seeking both adventure and tranquillity.
  • Hamptons: Located around 16km from Shelter Island Heights, the Hamptons are renowned for their luxurious atmosphere and stunning beaches. Like Greenport, this area experiences a seasonal influx of visitors, particularly from June to August. Travellers are drawn to the Hamptons for their exceptional outdoor and romantic experiences. The area boasts an array of activities, including golf courses and ski fields, as well as picturesque beaches and serene lakes. Whether you’re looking to unwind on the sand or explore the vibrant local culture, the Hamptons provide a sophisticated escape.
  • Shelter Island: A mere mile from Shelter Island Heights, Shelter Island is a picturesque city known for its natural beauty and outdoor activities. Seasonal visitor arrivals peak during the summer months from June to August, as tourists come to enjoy its stunning beaches and tranquil lakes. Activities like golfing and attending music concerts are popular among visitors. The island's family beaches offer a perfect space for relaxation and fun, making it a splendid destination for couples and families alike, looking to immerse themselves in the serene environment.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore local boutiques offering unique gifts and souvenirs. If you're up for a drive, head to the nearby town where the Shelter Island Plaza features a variety of shops, including artisanal goods and charming gift stores that capture the essence of the area.

Recreation

The Shelter Island Heights Wellness Centre offers tranquil yoga sessions and rejuvenating spa treatments amidst calming surroundings. For outdoor enthusiasts, the nearby Mashomack Preserve features scenic trails for hiking, birdwatching, and connecting with nature in a peaceful setting.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 34km from Shelter Island Heights, where you can immerse yourself in the excitement of competitive sports. Alternatively, head to Waterford Speedbowl, situated 39km away, for another exhilarating racing adventure amidst a vibrant atmosphere.

Nightlife

Visit the Sunset Beach Bar for a relaxed evening by the water, enjoying cocktails and stunning views. For a lively atmosphere, head to The Chequit, where you can mingle with locals and enjoy evening live music while sampling their unique drinks.

*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

For a delightful vacation in Shelter Island Heights, visitors can enjoy a variety of outdoor activities perfect for families and couples alike. Explore the beautiful beaches, take a stroll through urban parks, and admire historic buildings. Key attractions include the Shelter Island Country Club, the Town of Shelter Island, and the charming Shelter Island Presbyterian Church, providing a rich blend of culture and relaxation for all who visit this picturesque locale.

  • LongHouse Reserve: Nestled 18km from Shelter Island Heights, this enchanting sculpture garden blends art with nature, offering a serene atmosphere for families. Wander through beautifully curated outdoor spaces that showcase contemporary sculptures amidst lush landscapes, inviting reflection and inspiration.
  • Safe Harbor Stirling: Located 3km away, this picturesque harbour boasts stunning coastal scenery. Enjoy the tranquil beach vibes as you take in the breathtaking views of the water and surrounding nature, making it an ideal spot for relaxation and leisurely strolls.
  • McCabe's Beach: A mere 8km from Shelter Island Heights, this inviting beach is perfect for those seeking classic beach vibes. With its soft sands and gentle waves, it offers a lovely setting for sunbathing, swimming, or simply enjoying the coastal breeze.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island Heights falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island Heights falls in January, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Accessing Shelter Island Heights is convenient via several major airports. John F. Kennedy International Airport (JFK) is located 130km away, with luxury options like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport (LGA) is slightly farther at 132km, featuring prestigious hotels such as The Plaza and Hilton Club The Quin, both 5 to 10km away. Alternatively, Bradley International Airport (BDL) is the closest at 98km, with excellent stays like DoubleTree by Hilton, just 2km from the airport. All these airports provide ample transportation options to reach your destination smoothly.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Chequit is one of the top choices for your stay based on our traveler data. This hotel offers a restaurant and free parking. The Pridwin Hotel is another good option for your visit. 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 East End Seaport Maritime Museum and Railroad Museum of Long Island 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. SEVEN - Shelter Island Guest House is another option if you're bringing your pet along. 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?
Shelter Island House is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include House on Chase Creek 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 43 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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