A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels from ₹8,506

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Filter by

Star rating

Guest rating

Our top choices for Shelter Island Heights hotels

1. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
₹46,525
₹58,470 total
includes taxes & fees
15 Sept - 16 Sept
The Pridwin Hotel

2. The Chequit

The Chequit
The Heights
United States
Kristin
₹19,629
₹22,426 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

3. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
₹20,414
₹23,323 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
₹19,084
₹21,802 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
₹29,728
₹33,964 total
includes taxes & fees
10 Sept - 11 Sept
West Neck Guesthouse

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
₹31,201
₹35,647 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
₹22,691
₹28,633 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn

8. The Menhaden

The Menhaden
Greenport
United States
Lisa
₹37,467
₹46,599 total
includes taxes & fees
13 Sept - 14 Sept
The Menhaden

9. Zey Hotel

Zey Hotel
Greenport
United States
Renee
₹16,002
₹18,282 total
includes taxes & fees
15 Sept - 16 Sept
Zey Hotel

10. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
₹28,336
₹32,374 total
includes taxes & fees
22 Sept - 23 Sept
North Fork Resort

11. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
₹22,923
₹28,898 total
includes taxes & fees
1 Oct - 2 Oct
Sound View Greenport

12. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
₹25,508
₹32,937 total
includes taxes & fees
10 Sept - 11 Sept
American Beech Hotel

13. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
₹30,010
₹37,811 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
₹27,677
₹40,074 total
includes taxes & fees
30 Sept - 1 Oct
Cliffside Resort Condominiums

15. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
₹19,138
₹24,236 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
₹30,723
₹35,101 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
James
₹9,592
₹11,030 total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn Old Saybrook - Westbrook

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
₹7,396
₹8,506 total
includes taxes & fees
14 Sept - 15 Sept
Clinton Motel

19. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
₹22,181
₹24,621 total
includes taxes & fees
10 Sept - 11 Sept
The Captain Stannard

20. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
₹7,828
₹9,002 total
includes taxes & fees
10 Sept - 11 Sept
Pier Blue Inn Old Saybrook - Essex
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.

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

When in Hay Beach, you can plan a visit to Greenport Carousel and Greenport Harbor Brewing Company, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
See properties

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.
See properties

Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
See properties

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 location. Super friendly staff very helpful. highly recommend a stay."
gail 2-night trip
Posted less than an hour ago
Montauk Blue Hotel
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Very good"
Iosif 1-night trip
Posted 18 hours ago
Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

10/10 Excellent
"Excellent service, beautiful property, accommodating staff."
Maria 3-night trip
Posted 19 hours ago
Montauk Manor
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Our stay at The Hampton Maid was such a great choice. The entire hotel is absolutely charming—you can tell that every corner and every detail has been thoughtfully designed. The front desk staff was wonderful: so friendly, welcoming, and very clear with all the information. We loved the bungalow-style rooms, each with its own deck and parking, which gives you wonderful privacy between rooms. But what truly stole our hearts was the gorgeous, beautifully kept garden—a true green oasis that brings complete peace and lets you fully disconnect from city stress. The room was spotless, and the restaurant was phenomenal—we had breakfast there, and it was spectacular. On top of that, getting a pass to 7 local beaches for just $5 is an incredible perk. You really couldn't ask for more! It’s one of those places where you haven't even left yet, and you're already planning your return. Can't wait to go back!"
Gloria 1-night trip
Posted 1 day ago
The Hampton Maid
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Welcoming, helpful, friendly, professional front desk staff. My room was impeccably clean and tidy. The property is centrally-located with ease of accessibility to main roads and major highways, yet far enough off Boston Post Road to ensure a quiet, peaceful and restful stay. Overall, an outstanding, no-frills property! I look forward to staying here once again!"
Marc 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."
Deborah 5-night trip
Posted 2 days ago
Saybrook Point Resort & Marina
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."
Demetra 4-night trip
Posted 7 days ago
Kenny's Tipperary Inn

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
₹7,828
₹9,002 total
10 Sept - 11 Sept
includes taxes & fees
8/10 Very good! (1,000 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
₹8,410
₹9,608 total
15 Sept - 16 Sept
includes taxes & fees
Budget Host East End
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
₹10,977
₹13,042 total
1 Oct - 2 Oct
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
₹11,308
₹15,290 total
1 Oct - 2 Oct
includes taxes & fees
7.2/10 Good! (1,013 reviews)
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
₹11,994
₹17,829 total
28 Sept - 29 Sept
includes taxes & fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
₹13,981
₹20,598 total
22 Sept - 23 Sept
includes taxes & fees
9.2/10 Wonderful! (269 reviews)
Montauk Blue Hotel

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Scenic Beaches: Enjoy the pristine beaches ideal for relaxation and family fun, perfect for soaking up the sun.
  • Outdoor Activities: Engage in various outdoor pursuits, including golfing and exploring the picturesque parks.
  • Cultural Attractions: Visit historical sites like the Shelter Island Presbyterian Church for a taste of local heritage.
  • Charming Accommodation: Choose from a range of welcoming hotels and unique agritourism properties for a memorable stay.
  • Tranquil Atmosphere: Experience the peaceful surroundings, ideal for romantic getaways and family retreats.

Find great hotels near Shelter Island Heights

Discover the charm of Shelter Island Heights, where a range of accommodation options awaits to enhance your holiday experience. From welcoming hotels to unique agritourism properties, you'll find the perfect retreat for your family vacation. Many establishments offer pet-friendly services and adventure-filled activities, ensuring a memorable stay for all. Explore the delightful homes and properties that make Shelter Island Heights an ideal destination for relaxation and exploration.

  • Sound View Greenport: Nestled a mere 3km from Shelter Island Heights, Sound View Greenport is a charming 3.5-star hotel that boasts a guest rating of 8.4 out of 10. This property captures the essence of a beach getaway, making it an ideal choice for families or business travellers seeking a relaxing retreat. Guests can enjoy direct access to the beach, where sun-soaked days await. For families, the hotel offers thoughtful amenities for children including complimentary cribs and safety features such as window guards, ensuring a comfortable stay for little ones.
  • Sag Harbor Inn: Located 10km from Shelter Island Heights, Sag Harbor Inn is a well-rated 3.5-star accommodation with an impressive guest rating of 9.4 out of 10. This property is tailored for business travellers who appreciate a sophisticated atmosphere. With modern facilities and a prime location, it serves as an excellent base for those looking to balance work and leisure. The inn's serene surroundings and professional service create a conducive environment for productivity and relaxation alike.
  • The Harbor Front Inn: Just 2km away from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star hotel that enjoys a commendable guest rating of 8.8 out of 10. This pet-friendly accommodation caters to travellers who wish to bring their furry companions along for the journey. With a flexible pet policy, including provisions for service animals and various pet amenities, it ensures that both guests and their pets feel at home. The inn combines business-friendly services with a relaxed atmosphere, making it a versatile choice for all types of visitors.

Where to stay near Shelter Island Heights

Exploring Shelter Island Heights offers a delightful blend of outdoor adventures and romantic getaways. This charming community invites families and couples alike to bask in its scenic beauty and tranquil atmosphere. Nearby, the picturesque Shelter Island presents opportunities for excursions and relaxation, while the surrounding neighbourhoods enhance the experience with their unique character. Whether seeking luxury or budget-friendly options, visitors will find a perfect escape in this enchanting part of New York.

  • Greenport: Nestled merely a mile from Shelter Island Heights, Greenport is a charming coastal town that offers a delightful mix of outdoor and romantic experiences. With a moderate seasonal influx of visitors, the peak months from June to August see travellers flocking to enjoy its beautiful beaches, quaint shops, and vibrant local culture. Greenport is famous for its recreational areas, including golf courses and music concerts, making it a perfect spot for families and couples alike. The nearby landmarks such as family-friendly beaches and parks enhance the town's allure, ensuring a memorable visit.
  • Hamptons: Located approximately 16km from Shelter Island Heights, the Hamptons is a renowned destination that attracts visitors seeking a luxurious beach experience. Its seasonal visitor pattern mirrors that of Greenport, with peak arrivals during the summer months. This area is famous for its stunning coastlines, upscale dining, and outdoor activities, including golf and skiing. The picturesque beaches and serene lakes provide ample opportunities for relaxation and adventure, making the Hamptons a quintessential getaway for those looking to indulge in the beauty of the New York coastline.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, Shelter Island is a serene retreat that invites travellers year-round, especially between June and August. Known for its idyllic beaches and outdoor activities, visitors are drawn to its charming atmosphere, perfect for romantic getaways or family vacations. Popular attractions include golf courses, music concerts, and beautiful lakes, all contributing to the island's enchanting appeal. With fewer visitors in the autumn and winter months, Shelter Island offers a peaceful escape to enjoy nature and tranquillity.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore quaint boutiques for unique gifts and souvenirs. If you're up for a drive, head to the nearby town of Greenport, where you’ll find charming shops and local artisans showcasing their crafts. Enjoy the coastal charm while shopping for memorable items.

Recreation

At the Shelter Island Heights Spa, indulge in rejuvenating treatments using organic products while overlooking serene landscapes. For a tranquil escape, visit the local yoga studios offering classes that embrace the area’s natural beauty, promoting relaxation and mindfulness amidst the peaceful surroundings.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 34km from Shelter Island Heights, where you can enjoy the adrenaline of fast-paced competitions. Alternatively, visit Waterford Speedbowl, 39km away, for more exhilarating races amidst a vibrant atmosphere filled with sports excitement.

Nightlife

Evenings in Shelter Island Heights offer a relaxed yet vibrant atmosphere. Enjoy a drink at the charming Sunset Beach, or unwind with friends at the lively Vine Street Cafe, where you can savour local flavours and delight in live music. The coastal setting enhances the enchanting nightlife experience.

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

Find the best attractions in and around Shelter Island Heights

Shelter Island Heights offers a charming getaway for families, couples, and outdoor enthusiasts alike. Visitors can enjoy the local beaches, scenic urban parks, and historic buildings. Notable attractions include the Shelter Island Presbyterian Church and the Shelter Island Country Club, providing cultural experiences and relaxation. Whether you seek leisure at the beach or a touch of history, Shelter Island Heights promises a delightful escape for all types of travellers.

  • Orient Point County Park: Situated 13km from Shelter Island Heights, this urban park offers delightful family outings amidst scenic landscapes. Enjoy activities such as hiking and picnicking while soaking in the natural beauty that surrounds you.
  • Orient Beach State Park: Located 10km away, this beautiful beach presents a serene escape with its sandy shores and tranquil waters. Ideal for sunbathing or leisurely strolls along the coast, it's a lovely spot to unwind and appreciate the seaside atmosphere.
  • Sylvester Manor: Nestled within Shelter Island Heights, this historic building invites you to explore its rich cultural heritage. Take a guided tour to discover the fascinating history and architectural significance of this charming estate.

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.

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 with several major airports nearby. New York's JFK Airport is approximately 130km away, with luxurious hotel options such as The William Vale, Arlo Williamsburg, and The Boro Hotel, all situated about 18km from the airport. LaGuardia Airport, also in New York, is around 132km from Shelter Island Heights, offering upscale accommodations like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both just 5 to 10km from the airport. Alternatively, Hartford's Bradley International Airport, located 98km away, features hotels like DoubleTree by Hilton Hartford, just 2km from the airport.

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 traveller data. This hotel offers a restaurant and free parking. Other good choices for your stay include The Pridwin Hotel and West Neck Guesthouse. 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, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get 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 family accommodation in 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 child-friendly holiday. Also, attractions in the area such as East End Seaport Maritime Museum and Railroad Museum of Long Island are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay 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 accommodation for a golf trip to 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 accommodation options 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 centre, 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.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 45 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting 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 itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

Explore a world of travel with Expedia