A pebbled beach with a sunset and a distant bridge.

Find hotels in Shelter Island Heights, NY from ฿2,951

  • 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 Sep - 10 Sep
Tomorrow
10 Sep - 11 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

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
฿16,681
฿20,964 total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
฿7,084
฿8,093 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

3. The Chequit

The Chequit
The Heights
United States
Kristin
฿6,811
฿7,782 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
฿6,622
฿7,565 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
฿10,315
฿11,786 total
includes taxes & fees
10 Sept - 11 Sept
West Neck Guesthouse

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
฿8,558
฿10,718 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn

7. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
฿11,048
฿12,622 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

8. The Menhaden

The Menhaden
Greenport
United States
Lisa
฿13,001
฿16,170 total
includes taxes & fees
13 Sept - 14 Sept
The Menhaden

9. Zey Hotel

Zey Hotel
Greenport
United States
Renee
฿5,553
฿6,344 total
includes taxes & fees
15 Sept - 16 Sept
Zey Hotel

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
฿8,738
฿10,922 total
includes taxes & fees
1 Oct - 2 Oct
Sound View Greenport

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
฿9,604
฿13,906 total
includes taxes & fees
30 Sept - 1 Oct
Cliffside Resort Condominiums

12. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
฿10,572
฿12,079 total
includes taxes & fees
17 Sept - 18 Sept
North Fork Resort

13. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
฿11,319
฿14,261 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate

14. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
฿8,851
฿11,429 total
includes taxes & fees
10 Sept - 11 Sept
American Beech Hotel

15. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
฿6,641
฿8,410 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
฿10,661
฿12,180 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
฿3,328
฿3,827 total
includes taxes & fees
4 Oct - 5 Oct
Quality Inn Old Saybrook - Westbrook

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
฿2,567
฿2,951 total
includes taxes & fees
14 Sept - 15 Sept
Clinton Motel

19. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
฿7,694
฿8,540 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
฿2,716
฿3,124 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 1 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 19 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 20 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

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
฿2,716
฿3,124 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
฿2,927
฿3,345 total
10 Sept - 11 Sept
includes taxes & fees
Budget Host East End
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
฿3,809
฿4,526 total
1 Oct - 2 Oct
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
฿3,924
฿5,306 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
฿4,574
฿6,657 total
27 Sept - 28 Sept
includes taxes & fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
฿4,867
฿7,170 total
21 Sept - 22 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 Outdoor Activities: Enjoy a variety of outdoor adventures, from golfing to leisurely bike rides along picturesque routes.
  • Charming Beaches: Relax on beautiful beaches that offer tranquil waterfront views and opportunities for water sports.
  • Family-Friendly Attractions: Explore a range of attractions suitable for families, ensuring fun for all ages.
  • Quaint Neighbourhoods: Stroll through charming streets filled with historic buildings and local culture.
  • Diverse Accommodation: Choose from cosy bed and breakfasts to unique agritourism properties that cater to every traveller's needs.

Find great hotels near Shelter Island Heights

Experience the charm of Shelter Island Heights, where a variety of accommodation options await, including cosy bed and breakfasts and unique agritourism properties. This idyllic destination caters to families, adventure seekers, and pet-friendly travellers alike, ensuring a memorable getaway. Whether you’re looking for the perfect Shelter Island House or a welcoming hotel, you’ll find numerous properties that offer both comfort and convenience amid the scenic beauty of this serene locale.

  • Sound View Greenport: Nestled merely 3km from Shelter Island Heights, Sound View Greenport is a 3.5-star hotel that exudes a relaxed beachside charm. With a guest rating of 8.4 out of 10, it is an excellent choice for families and pet lovers alike. The property boasts direct access to the beach, allowing guests to indulge in sun-soaked days by the sea. Amenities for children, including free cribs and window guards, ensure a family-friendly environment. Additionally, the hotel accommodates pets with a welcoming policy that permits dogs and cats, making it a delightful option for those travelling with furry companions.
  • Sag Harbor Inn: Located 10km from Shelter Island Heights, Sag Harbor Inn is a distinguished 3.5-star establishment with an exceptional guest rating of 9.4 out of 10. This inn caters primarily to business travellers, providing a serene atmosphere conducive to productivity. The property features well-appointed rooms and modern amenities designed to facilitate a seamless stay for guests on work-related trips. With its proximity to local business hubs, it offers convenience without compromising comfort, making it a reliable choice for professionals seeking a peaceful retreat.
  • The Harbor Front Inn: Situated just 2km from Shelter Island Heights, The Harbor Front Inn blends business and leisure in a 3.5-star setting, boasting a commendable guest rating of 8.8 out of 10. Ideal for pet-friendly travel, this inn allows dogs and has specific policies to accommodate pets, including weight limits and fees. Guests can relish the scenic waterfront views while enjoying well-equipped rooms tailored for both relaxation and work. Its combination of convenience and charm makes it a sought-after destination for those balancing business and pleasure.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, where outdoor enthusiasts and families alike can revel in its scenic beauty. Stroll through the quaint neighbourhoods, enjoy leisurely bike rides, or relax by the picturesque waterfront. Nearby, explore the captivating Shelter Island community, offering a blend of luxury and budget-friendly options. With its family-friendly atmosphere and numerous excursions, Shelter Island Heights promises an unforgettable getaway in a serene island setting.

  • Greenport: Nestled just 1.6km from Shelter Island Heights, Greenport is a charming city that thrives on its seasonal vibrancy. Visitors flock here primarily between June and August for its delightful outdoor, romantic, and beach experiences. The area is perfect for a range of activities, from relaxing at the beach to enjoying a round of golf at local courses. Greenport boasts lovely parks and hosts music concerts that enhance its lively atmosphere. With picturesque beaches and a welcoming community, it’s an ideal spot for a leisurely day out.
  • Hamptons: Located approximately 16km from Shelter Island Heights, the Hamptons is synonymous with luxury and natural beauty. This iconic coastal region sees a surge in visitors during the summer months, particularly from June to August. Known for its stunning beaches and outdoor recreation, the Hamptons offers a romantic ambiance perfect for couples. You can explore various golf courses or indulge in winter sports like skiing during the off-peak months. With its scenic lakes and family-friendly beaches, the Hamptons is a quintessential getaway destination.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, Shelter Island is a serene city that captures the essence of a tranquil escape. Seasonal visitor numbers peak from June to August, attracting those seeking outdoor adventures and romantic getaways. Guests can enjoy the local golf courses or attend lively music concerts, while the beautiful beaches and lakes provide perfect settings for relaxation. This charming island is a hidden gem, ideal for visitors looking to unwind amid stunning natural surroundings.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you’ll find charming local shops offering unique gifts and souvenirs. If you're up for a drive, visit the nearby Greenport Village, which boasts a variety of boutiques and artisanal shops, perfect for finding that special item to take home.

Recreation

At the Shelter Island Heights Spa, indulge in rejuvenating massages and holistic treatments amid tranquil surroundings. For outdoor enthusiasts, explore the scenic trails of Mashomack Preserve for hiking and birdwatching, offering a serene connection with nature.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 34km from Shelter Island Heights, where adrenaline and speed combine in an exhilarating atmosphere. Alternatively, visit Waterford Speedbowl, 39km away, for another exciting race event amidst a vibrant sporting environment.

Nightlife

Enjoy a relaxed evening at the Sunset Beach Bar overlooking the water, where you can sip cocktails and soak in the serene atmosphere. For a lively vibe, head to the Shelter Island Heights Pavilion for live music and dancing, providing a delightful taste of local culture.

*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 delightful blend of outdoor activities, family-friendly attractions, and romantic spots, making it an ideal vacation destination. Visitors can explore beautiful beaches, tranquil urban parks, and historic buildings, all while soaking up the local culture. Notable attractions include nearby Fishers Island and the charming town of Shelter Island, perfect for those seeking an enriching outdoor experience.

  • North Main Street Historic District: Explore the charming North Main Street Historic District, located 21km from Shelter Island Heights. This neighbourhood boasts a vibrant atmosphere, featuring picturesque architecture and quaint shops that reflect the area's rich history.
  • Crescent Beach: Enjoy the serene beauty of Crescent Beach, situated right within Shelter Island Heights. This idyllic beach offers a relaxed vibe, perfect for sunbathing, swimming, or simply walking along the sandy shore while taking in the stunning views.
  • Orient Point County Park: Just 13km away, Orient Point County Park is an urban park ideal for families and outdoor enthusiasts. With its expansive green spaces, walking trails, and picnic areas, it’s a lovely spot to unwind and connect with nature.

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

To reach Shelter Island Heights, you have several airport options. John F. Kennedy International Airport (JFK) is situated 130km away, with luxurious hotels nearby such as The William Vale and Arlo Williamsburg, both 18km from the airport. T.F. Green Airport (PVD) in Providence, Rhode Island, is 105km distant, with good choices like the Omni Providence Hotel, located 11km away. Lastly, Westchester County Airport (HPN) is 113km from Shelter Island Heights, offering nearby hotels such as The Opus Westchester, just 6km away, with convenient transportation services available for airport transfers.

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