A pebbled beach with a sunset and a distant bridge.

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Our top choices for Shelter Island Heights hotels

1. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
₩338,167
₩386,353 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek

2. The Chequit

The Chequit
The Heights
United States
Kathleen
₩402,580
₩459,949 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
₩435,268
₩497,300 total
includes taxes & fees
Sep 1 - Sep 2
Shelter Island House

4. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
₩738,832
₩928,527 total
includes taxes & fees
Sep 15 - Sep 16
The Pridwin Hotel

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
₩431,483
₩492,978 total
includes taxes & fees
Aug 31 - Sep 1
West Neck Guesthouse

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
₩380,214
₩505,152 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn

7. Zey Hotel

Zey Hotel
Greenport
United States
shaun
₩278,709
₩318,426 total
includes taxes & fees
Sep 1 - Sep 2
Zey Hotel

8. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
₩447,998
₩564,455 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate

9. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
₩543,654
₩621,128 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows

10. The Menhaden

The Menhaden
Greenport
United States
Lisa
₩604,378
₩745,550 total
includes taxes & fees
Aug 31 - Sep 1
The Menhaden

11. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
₩139,217
₩160,100 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Old Saybrook - Westbrook

12. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Maria
₩400,225
₩491,665 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
₩415,696
₩597,621 total
includes taxes & fees
Sep 21 - Sep 22
Cliffside Resort Condominiums

14. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
₩510,347
₩638,113 total
includes taxes & fees
Sep 8 - Sep 9
American Beech Hotel

15. Clinton Motel

Clinton Motel
Clinton
United States
Selena
₩108,731
₩125,041 total
includes taxes & fees
Aug 31 - Sep 1
Clinton Motel

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
₩487,224
₩556,654 total
includes taxes & fees
Sep 20 - Sep 21
Sag Harbor Inn

17. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
₩124,433
₩143,098 total
includes taxes & fees
Aug 31 - Sep 1
Pier Blue Inn Old Saybrook - Essex

18. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
₩403,611
₩579,065 total
includes taxes & fees
Sep 15 - Sep 16
Sound View Greenport

19. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
₩442,218
₩505,234 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort

20. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Thomas
₩320,825
₩392,697 total
includes taxes & fees
Sep 14 - Sep 15
Water's Edge Resort & Spa
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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.

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 Greenport Carousel and Greenport Harbor Brewing Company 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.
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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 marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Loved the location!"
Jessica 1-night trip
Posted 13 hours ago
Sound View Greenport
Budget Host East End

Budget Host East End

10/10 Excellent
"The place and room was clean and safe. The staff was nice but not friendly however the cleaning lady was amazing. WiFi worked and was easy to connect to. The AC worked perfect so I was comfortable the entire stay which was 4 days. I would stay again."
radesky 3-night trip
Posted 19 hours ago
Budget Host East End
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Wonderful, friendly staff. Had given us beach passes. Loved eating breakfast in the zen garden"
Barbara 1-night trip
Posted 2 days ago
Kenny's Tipperary Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"All was perfect. Very family friendly. Restaurant on property was amazing. Convenient to all."
Geoff 3-night trip
Posted 2 days ago
Montauk Yacht Club
Marram

Marram

10/10 Excellent
"none"
ITALO 1-night trip
Posted 2 days ago
Marram
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"The best of the best! This was our 5th stay at Saybrook point and each year we look forward to going back. I can’t say enough good things. Do take advantage of all the amenities the hotel has to offer. Scenic bike ride, passes to the beach, shuttle services to and from town, amazing restaurants and the pool facilities. It’s a gem of a hotel and the town itself is even better."
Tanya 4-night trip
Posted 2 days ago
Saybrook Point Resort & Marina
Offshore Montauk

Offshore Montauk

10/10 Excellent
"Beautiful property in an excellent location. Across the street from a beautiful beach where there are very helpful and friendly staff to set up your beach chairs and umbrellas. The hotel feels new with a beautiful wellness center with showers, a gym, saunas and cold plunges. The rooms are very clean and spacious. Worth the price"
Rosanne 2-night trip
Posted 3 days ago
Offshore Montauk
The Chequit

The Chequit

10/10 Excellent
"pretty and clean!"
Sharon 4-night trip
Posted 5 days ago
The Chequit
The Pridwin Hotel

The Pridwin Hotel

8/10 Good
"lovely place. Had an issue with my AC and there was nobody around to fix it"
Harris 2-night trip
Posted 5 days ago
The Pridwin Hotel

More cheap stays in Shelter Island Heights

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
₩109,391
₩125,800 total
Sep 24 - Sep 25
includes taxes & fees
Sleep Inn & Suites Niantic North
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
₩124,433
₩143,098 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
₩168,597
₩192,622 total
Sep 10 - Sep 11
includes taxes & fees
6.8/10 (870 reviews)
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
₩209,204
₩273,425 total
Sep 15 - Sep 16
includes taxes & fees
The Bentley Hotel Southampton
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
₩234,115
₩301,886 total
Sep 30 - Oct 1
includes taxes & fees
The Atlantic Hotel
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
₩278,709
₩318,430 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (388 reviews)
Hampton's Vacation Inn

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Outdoor Adventures: Shelter Island Heights offers a variety of outdoor activities, including golfing and exploring scenic recreational areas.
  • Charming Neighborhoods: Each picturesque neighborhood provides unique scenery and a warm community atmosphere, perfect for leisurely strolls.
  • Family-Friendly Activities: The destination is ideal for families, featuring beaches, urban parks, and engaging local culture.
  • Historic Attractions: Visit notable sites like the Shelter Island Presbyterian Church and the historic district to experience local history.
  • Diverse Accommodations: Enjoy a range of lodging options, from cozy hotels to unique agritourism properties, catering to all travelers.

Find great hotels near Shelter Island Heights

Discover the charm of Shelter Island Heights with a variety of lodging options, including cozy hotels and unique agritourism properties. Perfect for families, adventure seekers, and pet lovers, this picturesque destination offers accommodations that cater to every traveler's needs. Whether you're looking for a relaxing getaway or an exciting family vacation experience, you'll find the ideal place to stay amidst the beauty of Shelter Island Heights.

  • Sound View Greenport: Nestled just 3km from Shelter Island Heights, Sound View Greenport is a charming 3.5-star hotel that offers a delightful beachside retreat. With a guest rating of 8.4 out of 10, this property is an excellent choice for families, business travelers, and beach enthusiasts alike. Guests will appreciate the direct access to the beach, allowing for leisurely strolls and sun-soaked days by the shore. The hotel is particularly accommodating for families, featuring amenities such as free cribs and window guards for children, ensuring a safe and comfortable experience for younger guests.
  • Sag Harbor Inn: Located 10km from Shelter Island Heights, Sag Harbor Inn is a refined 3.5-star lodging option with an impressive guest rating of 9.4 out of 10. This boutique inn is tailored for business travelers seeking a tranquil environment to unwind after a productive day. With its sophisticated ambiance and modern amenities, guests can enjoy a restful stay while remaining close to local business hubs. The inn's attention to detail and commitment to providing a comfortable atmosphere make it a popular choice for those on work-related trips.
  • The Harbor Front Inn: Situated just 2km from Shelter Island Heights, The Harbor Front Inn boasts a guest rating of 8.8 out of 10 and is ideal for travelers looking for a pet-friendly experience. This inviting 3.5-star hotel welcomes furry friends, allowing pets in rooms, with specific guidelines to ensure a pleasant stay for all. The Harbor Front Inn is well-suited for both business travelers and vacationers, providing a cozy atmosphere and convenient access to nearby attractions. Guests will appreciate the unique blend of comfort and flexibility that this inn offers.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, where outdoor adventures and family-friendly activities abound. Explore the picturesque neighborhoods, each offering unique scenery and a warm island community atmosphere. Enjoy excursions that blend luxury with budget-friendly options, making it an ideal romantic getaway or family vacation. Nearby attractions promise to enhance your travel experience, showcasing the beauty of New York's coastal landscapes.

  • Greenport: Located a mere mile from Shelter Island Heights, Greenport is a charming coastal village that draws visitors with its outdoor and romantic ambiance. Known for its seasonal traveler influx, the peak months from June to August offer vibrant beach experiences and recreational activities. You can enjoy a round of golf, explore the scenic parks, or catch a live music concert. Greenport’s picturesque beaches and family-friendly areas make it perfect for a leisurely day by the water.
  • Hamptons: Situated 16km away from Shelter Island Heights, the Hamptons are famed for their luxurious beach retreats and outdoor activities. This region experiences a similar seasonal pattern, with peak tourism from June to August. Visitors flock here for the stunning beaches, golf courses, and even some skiing in the winter months. The Hamptons are not only about sun and sand; you can also explore serene lakes and beautiful landscapes that enhance the romantic getaway vibe.
  • Shelter Island: Just a mile from Shelter Island Heights, Shelter Island is an idyllic escape that offers a tranquil atmosphere for outdoor enthusiasts and couples seeking romance. With seasonal peaks in traveler arrivals during the summer months, you can indulge in various activities like golfing, skiing, and attending lively music concerts. The island is home to beautiful beaches, family-friendly spots, and serene lakes, making it an excellent destination for relaxation and exploration.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can find charming local shops and boutiques offering unique gifts and souvenirs. If you're up for a drive, consider visiting the Tanger Outlets in Riverhead, about 32km away, where you can explore a variety of brand-name stores at discounted prices.

Recreation

At Shelter Island Heights, the Spa at the Chequit offers rejuvenating treatments amidst a tranquil atmosphere, perfect for unwinding. Nearby, the Shelter Island Tennis Club provides recreational activities, including tennis and yoga classes, promoting both physical health and relaxation during your stay.

Adventure

At Riverhead Raceway, 34km from Shelter Island Heights, adrenaline junkies can enjoy thrilling motor racing events in a vibrant atmosphere. Similarly, the Waterford Speedbowl, located 39km away, offers exciting races and a lively sports environment, making it a great spot for motorsport enthusiasts.

Nightlife

Enjoy a cocktail at The Tavern, where you can savor creative drinks and a cozy atmosphere. For a lively evening, visit the Shelter Island Heights Firehouse for community events and local music, providing a unique glimpse into the island's vibrant 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 is perfect for outdoor, family, and romantic getaways, featuring attractions like the Shelter Island Presbyterian Church, the Town of Shelter Island, and the historic district. Visitors can enjoy the beach, explore urban parks, and visit historic buildings while experiencing the local culture. Notable nearby points of interest include Fishers Island and various popular attractions that showcase the charm of Shelter Island Heights.

  • Crescent Beach: Nestled within Shelter Island Heights, Crescent Beach offers a serene escape with its sandy shores and gentle waves. This beach is ideal for sunbathing, swimming, or simply enjoying the coastal atmosphere while soaking up the sun.
  • Orient Point County Park: Located 13km away, Orient Point County Park is a family-friendly urban park that features expansive green spaces, picnic areas, and nature trails. It's a great spot for outdoor activities and enjoying quality time with loved ones amidst beautiful surroundings.
  • Sag Harbor Marine Park: Just 11km from Shelter Island Heights, this marina invites adventure seekers to explore its vibrant waters. With opportunities for boating, fishing, and beachside relaxation, Sag Harbor Marine Park is a must-visit for an outdoor experience.

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

Traveling to Shelter Island Heights is convenient with several major airports nearby. New York's JFK Airport is approximately 130km away, with excellent accommodations like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport, located about 132km away, offers luxurious options such as Hilton Club The Quin and The Plaza, both around 5-10km from the airport. Alternatively, Hartford's Bradley International Airport is about 98km from Shelter Island Heights, featuring hotels like DoubleTree by Hilton Hartford, just 2km from the airport. Each of these airports provides reliable transportation services to their respective hotels for easy access.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveler data. This hotel offers a full-service spa and a private beach. The Chequit 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.
Where can I learn more about changing or cancelling my trip to Shelter Island Heights?
For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.
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.
Where is the best hotel to stay near Sunset Beach?
Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.
What about the best place to stay close to Crescent Beach?
One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.
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 the best hotel for staying near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
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 44 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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